Charlottesville Insider's Guide to Wineries, Hotels, Events, Shops, and Restaurants

Charlottesville has wonderfully unique things to do.

Not every town has unparalleled vistas, a Cab Franc made at the hands of the same person pouring it, or Dave Matthews and John Grisham walking by as you enjoy lunch at a café on its historic pedestrian mall—but Charlottesville does.

It’s urban and bucolic, historic yet modern. There are boundless hiking trails, wedding venues, wineries, breweries, boutique retail shops, and theaters (not to mention more restaurant seats than there are people to fill them). It’s for the limitless adventurer, the wine-taster, the music-seeker, and the family searching for a new experience..

At Charlottesville Insider, our goal is simple: to showcase Charlottesville by curating our ideas about what makes it unique. Follow our insiders to see what’s new, find exclusive deals, or simply figure out how to spend your day in our favorite city.

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12 Truly Unique Things to do Around Charlottesville

Show your love with a romantic date night in Charlottesville.

Charlottesville Insider

Explore Charlottesville's top attractions and activities with our comprehensive travel guide. From historic landmarks to outdoor adventures, uncover the best things to do in this charming Virginia city.

Charlottesville Travel Guide: Discover the Best Attractions and Activities

Charlottesville, Virginia, is a charming city steeped in history and surrounded by the beautiful Blue Ridge Mountains. Visitors to the area will experience a wide range of attractions and activities, from exploring historic landmarks and discovering the vibrant culture to relaxing and sipping wine at the vineyards. This city has something for everyone, making it one of the most compelling destinations in the region.

One of Charlottesville's most iconic attractions is the University of Virginia, a UNESCO World Heritage site founded by Thomas Jefferson. Other popular points of interest include the Historic Downtown Mall, a bustling pedestrian zone filled with shops, restaurants, and entertainment venues. Outdoor enthusiasts can enjoy vineyard tours or take advantage of the many parks and scenic spots that surround the city.

Tour the UNESCO World Heritage site, the University of Virginia

Visit the Historic Downtown Mall for shopping, dining, and entertainment

Explore vineyards, parks, and scenic attractions for diverse experiences

 (UVA) in Charlottesville is a wonderful opportunity to learn about the history and architecture of this revered institution. As I strolled through the picturesque grounds, I couldn't help but admire the many unique features this university has to offer.

One of the highlights of my visit was exploring the Rotunda, a magnificent building designed by Thomas Jefferson, the university's founder. The Rotunda is not only an architectural gem, but also a symbol of UVA's commitment to academic excellence. I took a 

 to learn more about its history, architecture, and influence on the campus.

Apart from the Rotunda, I also visited the Academical Village, a living-learning community designed by Jefferson himself. Home to students and faculty members, the Academical Village is centered around the iconic Lawn, which is lined with stunning pavilions, student rooms, and lush gardens. The sense of community and intellectual curiosity within this area truly embodies the educational values that Jefferson envisioned for the University of Virginia.

During my stay, I discovered many hidden gems throughout UVA's sprawling grounds. Some of my favorite spots included the tranquil Garden IX, nestled between two pavilions, and the University Chapel, an understated yet stunning gothic-revival structure that serves as a quiet retreat for students and visitors alike.

In conclusion, visiting the University of Virginia provided me with a fascinating glimpse into the architectural masterpieces of Thomas Jefferson and the vibrant, academically-focused community that flourishes on this historic campus.

As I strolled down Main Street, I was immediately drawn to the bustling energy of Charlottesville's Historic Downtown Mall. This pedestrian-friendly boulevard offers an exciting mix of restaurants, shops, and entertainment venues that make it a must-visit destination.

Wandering through the Downtown Mall, I couldn't help but notice the wide variety of restaurants available to satisfy any craving. From mouth-watering culinary experiences to cozy cafes, there's no shortage of places to dine and unwind. As I continued exploring, I discovered an array of unique shops, ranging from boutique clothing stores to eclectic art galleries. The mix of local businesses and well-known brands truly cater to every shopper's taste.

One of my favorite spots on my downtown adventure was the historic Paramount Theater. This beautifully restored venue hosts a variety of performances, including live music, theatrical productions, and film screenings. Just a short walk from the Paramount Theater is The Virginian, a landmark hotel in Charlottesville. With its rich history and elegant atmosphere, The Virginian provides a charming backdrop to my Downtown Mall experience.

During my time at the Historic Downtown Mall, I found several 

 Throughout the year, the Downtown Mall hosts free outdoor concerts featuring local and national acts.

 Take a moment to admire the beautifully preserved historic buildings that line Main Street.

 Explore the vibrant local art scene at the numerous galleries scattered throughout the mall.

 The Downtown Mall offers various activities for families, such as a children's museum and a unique toy store.

In conclusion, discovering Charlottesville's Historic Downtown Mall was an unforgettable experience. The lively atmosphere, diverse dining options, and charming architecture captured my heart and made me eager to return and explore even more.

As a wine enthusiast, I highly recommend exploring the beautiful vineyards and wineries in Charlottesville. Located in central Virginia, the area is known for its prominence in the wine industry with the picturesque Monticello Wine Trail and numerous acclaimed wineries.

One of my favorite stops is the Blenheim Vineyards, which offers a spectacular view of the rolling hills surrounding it. With an impressive range of wines to choose from, I particularly enjoy their signature Viognier and Cabernet Franc. You can't miss the opportunity to savor a glass of wine while overlooking the stunning landscape at this location.

Not far from Blenheim, you'll find Jefferson Vineyards, which boasts a rich history of winemaking in the region. As a fan of their award-winning wines, I appreciate the quality and craftsmanship that goes into each bottle. From their vibrant Chardonnays to well-structured Merlots, Jefferson Vineyards has something for everyone.

If you're looking for a quaint, family-owned experience, I suggest visiting 

. This picturesque location offers a rustic charm with its polo field, horses, and serene tasting room. As a lover of both red and white wines, I highly recommend trying their Cabernet Sauvignon and Petit Verdot, each exhibiting flavors unique to the terroir.

In conclusion, the diverse, impressive selection of vineyards and wineries throughout Charlottesville offers an incredible experience for all wine enthusiasts. Be sure to take some time to visit these hidden gems and enjoy the captivating flavors of this renowned wine region.

In Charlottesville, I discovered a fantastic culinary scene, with plenty of restaurants offering various tastes and dining experiences. One of my favorite places to visit was Mariebette Café and Bakery, where I enjoyed delicious pastries, brunch dishes, and their famous Bronuts. With a cozy atmosphere and delightful outdoor seating, it's the perfect spot for a leisurely breakfast or lunch.

, a gourmet market and café serving up a diverse array of artisanal cheese, charcuterie, sandwiches, and salads. Their focus on local and seasonal ingredients makes their menu a fresh and delightful exploration of the region's culinary offerings. Plus, they provide outdoor seating, which adds to the enjoyable dining experience.

For those craving a more casual bite, check out 

, a local favorite for bagels and sandwiches. Known for its fast service and delicious fare, Bodo's is a must-visit spot for breakfast or lunch. I loved the variety in their menu and appreciated the option to customize my bagel sandwich.

In addition to these gems, I explored the 

, which is an excellent way to sample a variety of local restaurants and become acquainted with the city's cuisine. This activity introduced me to new dishes and flavors, offering a fun and unique dining experience.

Overall, sampling local cuisine in Charlottesville allowed me to discover hidden culinary gems and fully appreciate the unique flavors this beautiful city has to offer.

As an art enthusiast, I find Charlottesville to be a vibrant hub where artists and art lovers alike can revel in a variety of inspiring art forms. From renowned museums to unique galleries, this city embraces different artistic expressions from diverse backgrounds and styles.

One of my favorite spots to enjoy art in Charlottesville is the 

. This museum boasts an extensive collection and offers engaging exhibitions, programs, and a taste of the rich cultural heritage that shapes the city. The knowledgeable staff and tranquil atmosphere make the experience all the more enjoyable.

Another fascinating gem in the art scene is the Kluge-Ruhe Aboriginal Art Collection. As one of the few museums in the world dedicated to Indigenous Australian art, it showcases a diverse range of artwork from different regions and eras. Exploring the fascinating stories behind each piece has deepened my appreciation for the Aboriginal culture.

For those who want a more interactive experience, I highly recommend visiting The Glass Palette. This unique studio offers the opportunity to create your own glass art and even take part in exciting workshops. Not only can you admire the local artists' work, but you also get to express your creativity while learning new skills.

Overall, I believe Charlottesville's art and culture scene is truly a haven for anyone with an appreciation for the creative process. So why not explore the city's art galleries and hidden gems to uncover the talent and passion that makes the area so vibrant and inspiring?

As a history enthusiast, I found Charlottesville to be a treasure trove of historical landmarks and tours. My journey began at 

, the magnificent home of Thomas Jefferson. This UNESCO World Heritage Site offers guided tours that provide insights into the life of the third President of the United States.

Just a short drive away, I discovered James Monroe’s Highland, the residence of the nation’s fifth president. This well-preserved estate offers fascinating guided tours as well, exploring Monroe's life and contributions to American history.

One of my favorite stops was the Michie Tavern, a historic 18th-century tavern located close to Monticello. I enjoyed a delicious meal and learned about the tavern’s history as it played a significant role in Charlottesville’s social scene during its time.

In search of more unique experiences, I visited the Lewis and Clark Exploratory Center, located on the original site of the Lewis family farm. This interactive center offers hands-on activities and exhibits that delve into the famous expedition of Meriwether Lewis and William Clark.

Throughout my time in Charlottesville, I was impressed by the abundance of historic sites and engaging historical tours. These landmarks brought me closer to the rich history and captivating stories of both prominent and lesser-known figures who shaped the nation.

As a nature enthusiast, I was drawn to Charlottesville's abundant natural attractions. One of the most renowned places to visit is the Shenandoah National Park. I was amazed by the park's diverse landscapes, which are home to majestic waterfalls, beautiful meadows, and the famous Skyline Drive.

Speaking of the Skyline Drive, traversing this 105-mile route along the Blue Ridge Mountains was one of the most breathtaking experiences of my life. The drive offers stunning panoramic views of the surrounding valleys and rolling hills. Make sure to stop at one of the dozens of overlooks to take in the views and maybe even spot some wildlife.

. This trail is a true hidden gem, leading to Thomas Jefferson's Monticello, with beautiful flora and fauna lining the path. The trailhead is easily accessible at Kemper Park, offering parking and restrooms for visitors.

If you're looking for more than just hiking, Charlottesville has you covered. I couldn't resist a visit to Carter Mountain Orchard, which is not only a great place to pick apples and peaches, but also provides an opportunity to try local Virginia hard cider and wine. The orchard also had a delightful country store, where I purchased delicious jams and baked goods to take home.

Charlottesville's natural attractions have something for everyone, from adventure seekers to families looking to spend a day immersed in the beauty of the great outdoors. Above all, I appreciated the diverse experiences that allowed me to forge unforgettable memories amidst the pristine landscapes of this unique destination.

Charlottesville is a great place to visit, and if you have kids, there are plenty of family-friendly activities you can enjoy. One of the highlights of the area is the Virginia Discovery Museum. This interactive children's museum is filled with hands-on exhibits and educational programs that encourage learning through play. Your kids will have a blast exploring and discovering new things!

The city also offers a wide range of kid-friendly outdoor activities. You could spend a day at one of Charlottesville's various parks, where the kids can play and explore the natural beauty of the area. If you're visiting on a Saturday morning, I recommend checking out the Charlottesville City Market, a vibrant farmer's market with lots of fresh produce and other specialty items. The atmosphere is fun and lively, making it enjoyable for both kids and adults alike.

A day at the pool is a classic family activity, and Charlottesville has a few options for cooling off. One location to consider is Onesty Family Aquatic Center, which offers a zero-entry pool, water slides, and various water features that the kids will love. It's an easy way to beat the heat and have fun as a family.

Escape games are another engaging activity suitable for older kids and teens. Charlottesville has several 

 that provide unique experiences and challenge your problem-solving skills. Working together as a family, you'll need to find clues and solve puzzles to "escape" the room within a set time limit. It's a thrilling adventure that you won't soon forget.

Don't forget about family movie nights! Charlottesville offers a few different options to catch the latest films, including traditional theaters and a seasonal outdoor movie series called "Movie Nights in the Park." Watching a movie together allows the family to unwind after a day full of adventures.

In conclusion, Charlottesville has a lot to offer when it comes to family-friendly activities. From exploring the Virginia Discovery Museum to cooling off at the pool, there's something for everyone to enjoy in this beautiful city.

As I explore Charlottesville, I come across a variety of unique and interesting shops that make my visit even more enjoyable. From specialty food stores to bookshops, there's something to pique everyone's interests.

, a local gourmet food store offering a wide selection of artisanal cheeses, charcuterie, and other delicacies. The friendly staff are more than happy to help me make selections and provide insights into their products.

I also find Daedalus Books, a charming secondhand bookstore filled with a diverse range of titles. I can easily spend hours browsing through their shelves, uncovering hidden gems and classic literature alike.

In addition to these establishments, Charlottesville has many other shops and shopping locations around the city. From clothing and shoes to arts and crafts, I can satisfy my shopping needs while discovering the unique character of each local business.

Overall, visiting local shops in Charlottesville allows me to connect with the community, find unique items, and create lasting memories of my time in this charming city.

When I look for unique things to do in Charlottesville, I make sure to review photos and ratings to see the popularity of the attractions. 

I usually start by browsing through the photos of each attraction to get a visual idea of what to expect. This gives me a sense of the atmosphere and whether it aligns with my interests. The photos often reveal aspects of the attractions that I may not have considered before, enabling me to find unique and less crowded experiences.

Next, I pay attention to the ratings, which provide valuable insight into the overall satisfaction of other visitors. I like to read multiple reviews to ensure a balanced perspective and help me understand the pros and cons of each attraction. This allows me to make informed decisions on where to spend my time while in Charlottesville. Looking at the ratings also gives me a sense of the popularity of the attractions, which can be useful in determining which ones are lesser-known gems.

Lastly, I consider the number of reviews for each attraction. A high number of reviews usually indicates that the place is popular and well-regarded, but it could also mean it is a tourist hotspot. In contrast, fewer reviews might signify a hidden gem that is not as widely explored. This approach enables me to find unique things to do that other travelers might have missed, making my visit to Charlottesville even more memorable.

By carefully reviewing photos, ratings, and popularity, I can make the most of my trip to Charlottesville and unearth hidden gems that provide one-of-a-kind experiences.

What are some unique activities in Charlottesville?

In Charlottesville, there are several unique activities to explore. I recommend visiting the Historic Downtown Mall, an 8-block long pedestrian-friendly area with over 30 restaurants and 120 shops. Another option is to indulge in delicious Virginia cider, craft beer, and cocktails at local breweries and distilleries.

What historical places should I visit in Charlottesville?

Charlottesville holds significant historical importance, and I would highly recommend visiting Thomas Jefferson's Monticello, a UNESCO World Heritage Site. Additionally, you could take a tour of James Monroe's Highland or the nearby University of Virginia, another architectural gem designed by Jefferson.

What are some romantic activities in the area?

For a romantic experience, consider taking a stroll along the Historic Downtown Mall or enjoying wine tastings at local wineries. Another idea is to visit scenic spots in the nearby Shenandoah National Park for a romantic picnic or hike.

What are affordable options for entertainment in Charlottesville?

Some affordable entertainment options in Charlottesville include exploring the Historic Downtown Mall, visiting various free art galleries, attending live music performances, and enjoying the beautiful parks and gardens around the city. Additionally, there are often free events and festivals throughout the year.

What outdoor activities can I enjoy in Charlottesville?

Charlottesville offers a variety of outdoor activities, such as hiking and picturesque drives in the 

. You can also go cycling, kayaking, or tubing on the Rivanna River. I also suggest exploring local vineyards and farms, as well as visiting beautiful gardens like the Monticello or the Grounds of UVA.

What are popular activities for young adults in Charlottesville?

Popular activities for young adults in Charlottesville include exploring the lively Historic Downtown Mall, experiencing the local food and drink scene, attending live music and theater events, and enjoying outdoor activities such as hiking, cycling, and water sports in the nearby parks and rivers.

Things to do in Charlottesville: Top Attractions and Activities

50+ Fun Things to Do with Kids in Charlottesville

Welcome to Charlottesville, a vibrant city brimming with an array of family-friendly activities and attractions that will delight both kids and adults alike! From exploring the historic Monticello to engaging in hands-on learning at the Virginia Discovery Museum, there’s never a dull moment in this charming city. So, buckle up and join us as we dive into 50+ fun 

Explore Thomas Jefferson’s Monticello and the University of Virginia campus

Experience interactive learning at the Virginia Discovery Museum

Enjoy outdoor activities, escape rooms, climbing gyms & unique experiences in Charlottesville for a family outing!

When in Charlottesville, a visit to Thomas Jefferson’s plantation, 

, is essential. This UNESCO World Heritage Site, nestled in the beautiful Blue Ridge Mountains, offers:

A visitor’s center located at the top of the Saunders-Monticello Trail

A free 10-minute movie about Thomas Jefferson

 of so much fun and learning for all ages.

Insights into the life of Thomas Jefferson, the third president of the United States and the founder of the University of Virginia

The opportunity to explore the lush green grounds and gardens

It’s the perfect way to learn about history and enjoy a leisurely stroll in a beautiful setting.

Make sure to explore the University of Virginia campus during your Charlottesville trip, a National historic landmark and the most beautiful school campus in America, according to some. The 

, allowing families to experience the historic significance and architectural beauty of this renowned institution.

Virginia Discovery Museum: Interactive Learning

 stands as Charlottesville’s sole institution dedicated to interactive and educational experiences for children. With a variety of hands-on exhibits in:

This only museum offers a stimulating environment for kids to learn while having loads of fun.

The museum features true-to-life settings, allowing children to explore and engage in different scenarios. Suitable for kids aged 2-6, the Virginia Discovery Museum offers on-site educational programs and special events, including weekly drop-in programs, summer camps, and exciting events like 

Conveniently located at 524 E. Main St, Charlottesville, VA 22902, the Virginia Discovery Museum is a must-visit destination for families with young children. Whether it’s building things with large bricks, making magnetic race cars, or constructing a magnetic gravity wall, kids will be absolutely captivated by the museum’s interactive exhibits.

, located just an hour from Charlottesville, provides families with a breathtaking outdoor experience. Nestled in the Blue Ridge Mountains, the park is a haven for outdoor activities such as hiking, biking, birdwatching, fishing, and horseback riding. The park boasts scenic drives, hiking trails, wildlife spotting, and ranger-led programs that educate visitors about the park’s natural and cultural history, biodiversity, and conservation efforts. Old Rag Mountain, a popular destination within the park, offers rock climbing and stunning 360-degree views for the more adventurous families.

For an unforgettable family outing, consider a guided tour with the 

, a kayaking and canoe rental service that offers excellent customer service and amenities, such as dry bags, changing rooms, and a rain barrel to wash feet. With its diverse range of outdoor activities, Shenandoah National Park is a must-visit destination for families visiting Charlottesville.

Charlottesville City Market: A Family Affair

The Charlottesville City Market is a perfect destination for an enjoyable family day out. The variety of offerings at this open-air market is amazing. Over 100 vendors sell everything from fresh produce to grass-fed meat, plants, herbs, and baked goods. Here, visitors can stroll through the market, browse the stalls, shop for fresh ingredients, indulge in tasty treats, and discover unique handmade items. The market also features live music and entertainment, creating a lively atmosphere that all ages can enjoy.

Located at 100 Water St E, Charlottesville, VA 22902, the Charlottesville City Market runs every Saturday morning from April through December. Visiting the market is an excellent opportunity for kids in Charlottesville VA to learn about and appreciate different tastes and textures, as well as support local farmers and artisans.

Families will find the Downtown Mall in downtown Charlottesville a vibrant hub teeming with restaurants, shops, and entertainment options. This pedestrian-friendly mall features 

 along the city’s Main Street, housing over 120 shops and 30 restaurants.

From toy shops and candy stores to movie theaters and an ice arena, the Downtown Mall offers a plethora of family-friendly activities and experiences. Enjoy live music, plays, and performances at several venues in the area, including the 1912 

 and the Ting Pavilion. After a day of shopping and fun, take a break and savor the delectable cuisine at various restaurants offering international flavors, farm-to-table delights, and classic American fare.

It is easy to get to the Downtown Mall. There are options such as convenient garages and parking lots, and a free trolley service connecting the mall to the University of Virginia along West Main Street.

 is a perfect spot to spark your creativity, offering a free and immersive art experience that appeals to both kids and adults. This interesting place features a nice mix of outdoor murals, sculptures, and indoor installations created by local artists, offering a unique and inspiring experience for visitors of all ages.

One of the highlights of IX Art Park is The Looking Glass, an immersive and interactive art space that allows children to explore the exciting lights, vibrant colors, and magical enchanted forest. Children under 3 enjoy free admission, making it an affordable and fun experience for families visiting Charlottesville.

Families seeking outdoor adventure will find the 

 an ideal location. Dive into a variety of activities, such as:

, Charlottesville’s first paddlesports outfitting service, offers guided tours and instruction for kayaking and canoeing, ensuring a fun and safe experience for all ages.

Whether you’re a seasoned paddler or new to the sport, the Rivanna River Company’s excellent customer service and amenities, such as dry bags, changing rooms, and a rain barrel to wash feet, will guarantee a memorable family outing in the great outdoors.

Indoor Fun: Escape Rooms and Climbing Gyms

Even when the weather is uncooperative, there’s no need to worry - Charlottesville boasts an abundance of indoor activities! 

 and climbing gyms are perfect options for families looking to spend a rainy day indoors while still enjoying exciting and engaging activities.

 in Charlottesville offer a variety of themes and difficulty levels, catering to both younger children and older kids. Some benefits of participating in escape rooms as a family include:

Working together to solve puzzles and uncover hidden clues

Strengthening teamwork and communication skills

By engaging in these family fun activities, or fun things, families can have fun while also developing important skills and bonding with one another.

Climbing gyms in Charlottesville, such as 

, provide a thrilling and safe environment for kids and adults alike to challenge themselves physically and mentally. With climbing walls, a bouldering wall, and a fitness area, these gyms cater to climbers of all skill levels, making them an excellent choice for an adrenaline-filled family outing.

With a diverse culinary scene, Charlottesville presents a wide array of dining options that are kid-friendly and 

 of tastes. With a mix of indoor and outdoor seating options, these restaurants accommodate families, ensuring a comfortable and enjoyable dining experience for all.

Some highly recommended family-friendly restaurants in Charlottesville include:

 ranging from tasty pub grub to delectable international cuisine, ensuring a satisfying dining experience for both kids and adults alike.

While dining at these family-friendly restaurants, parents can rest assured that their children will be well taken care of, with many establishments offering kids’ menus, high chairs, and entertaining activities to keep little ones occupied during the meal.

Whether you’re in the mood for a casual meal at a local burger joint or a more upscale dining experience at a 

, Charlottesville’s dining scene offers something for everyone, making it a perfect destination for families with kids.

Educational Attractions for Curious Minds

Charlottesville offers a variety of educational attractions, perfect for families looking to stimulate young minds through entertaining learning experiences. 

 is a fascinating destination for those interested in Indigenous Australian art, offering tours and educational programming related to Aboriginal art and culture. Children visiting the Kluge-Ruhe Aboriginal Art Collection will be captivated by the vibrant colors and unique storytelling through art, providing an enriching and educational experience for kids of all ages. Located on the University of Virginia campus, this Australia-dedicated museum offers a one-of-a-kind experience for families visiting Charlottesville.

Another educational attraction worth exploring is the 

, operated by the Department of Astronomy at the University of Virginia. The observatory allows visitors to:

Learn about astronomy and the wonders of the cosmos

Explore the night sky through powerful telescopes

Attend public lectures and stargazing events

Engage in hands-on activities and demonstrations

 for curious minds and aspiring astronomers alike.

Seasonal Events and Festivals for Families

50+ Fun Things to Do with Kids in Charlottesville (2023)

CHEAP SUMMER THRILLS IN CHARLOTTESVILLE

Want to get out of the house and have some fun with your friends, your honey or the whole family? No need to drop wads of cash with these tips for how to have fun in Charlottesville without breaking the bank.

CHEAP SUMMER THRILLS IN CHARLOTTESVILLE

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