Want a perfect blend of history, scenic beauty, and vibrant culture? Head to Charlottesville! Nestled at the foot of the Blue Ridge Mountains, this charming town is packed with presidential history, wineries, trails, and a lively arts and dining scene. Whether you're craving a weekend getaway or a deeper dive into American heritage, Charlottesville delivers big on character and charm.
Best Time to Visit
The best time to visit Charlottesville is during the spring (April–June) or fall (September–November). These seasons offer pleasant weather, colorful scenery, and ideal conditions for exploring historic sites, vineyards, and mountain trails.
How to Get There
- If you are traveling by car: Charlottesville is accessible via I-64 and U.S. Route 29, about 2.5 hours from Washington, D.C. and 1 hour from Richmond.
- By Air: Charlottesville-Albemarle Airport (CHO) is just 20 minutes north of downtown, with regional flights connecting to major hubs.
- By Train: Amtrak’s Cardinal and Crescent routes stop in Charlottesville, making it easy to reach by rail from cities like Washington, D.C., or New York.
Where to Stay
- Omni Charlottesville Hotel – Modern, upscale hotel in the heart of the Downtown Mall area, perfect for walkable dining and shopping.
- Oakhurst Inn – Boutique lodging with cozy rooms and a popular brunch café, located near UVA’s campus.
- Boar's Head Resort – Elegant resort offering golf, spa services, and classic Southern hospitality just minutes from downtown.
Best Things to Do
⮕ Step Into the Mind of a Founder at Thomas Jefferson’s Monticello
Tour gardens, quarters, and ideas that helped shape a nation
© spiritofamerica/stock.adobe.com
Monticello, located on Thomas Jefferson Parkway just outside of Charlottesville, was the home of Thomas Jefferson, the third President of the United States and is one of the things to do in Charlottesville. Consisting of 5,000 acres, the plantation was used to grow tobacco and other crops. Jefferson designed the house, which sits on an 850-foot (260 meter) hill: Monticello means “little mountain” in Italian.
He began designing and building the house when he was 26 years old. He chose a neoclassical design and incorporated many elements that were popular in Europe during the latter part of the 18th century. Monticello is listed as a U.S. National Historic Landmark, and it is the only private house in the country to be designated as a UNESCO World Heritage Site.
931 Thomas Jefferson Parkway, Charlottesville, VA, Phone: 434-984-9800, Map
⮕ Feed Your Inner Artist at The Fralin Museum of Art at UVA
Global collections and academic elegance in a beautiful university setting
© The Fralin Museum of Art at the University of Virginia
The Fralin Museum of Art at the University of Virginia is located in the Thomas H. Bayly Memorial Building which was built in 1935. The museum has a collection of 13,000 art objects dating from ancient times up until the present.
The exhibits include American and European paintings, ancient art from the Mediterranean area, Asian art, Native American art, photographs, five centuries of sculptures, and much more. In addition to the permanent collection and temporary exhibits, the museum offers docent-led tours for students and other groups, as well as lectures and special events.
The Fralin Museum of Art at the University of Virginia, 155 Rugby Road, Charlottesville, Virginia, 434-924-3592
⮕ Stroll, Shop, and Dine at the Historic Downtown Mall
Brick-lined charm, boutique finds, and street performers on one of America’s longest pedestrian malls
© Historic Downtown Mall
The Historic Downtown Mall is a pedestrian dining, entertainment, and shopping mall on Main Street in the historic downtown heart of Charlottesville. There are over 120 shops and more than 30 restaurants housed in historic buildings along a seven block area of tree-lined and brick-paved streets. The downtown mall is a beautiful mixture of restored buildings that also house cinemas and theaters, which feature plays and musical performances.
Some of the restaurants have outdoor eating areas that visitors can enjoy during the warmer months of the year. Other features include romantic fountains, an ice park, and the Virginia Discovery Museum. The Charlottesville Parks and Recreation Department is responsible for maintaining the Historic Downtown Mall.
⮕ Discover a Hidden Presidential Gem at James Monroe’s Highland
History with a personal touch—explore the less-told story of America’s fifth president
© James Monroe’s Highland
Located on James Monroe Parkway, Highland
was the home of James Monroe, the fifth President of the United States. Situated adjacent to Monticello, the home of Thomas Jefferson, James Monroe’s Highland is currently owned by Monroe’s alma mater, the College of William and Mary.
Encouraged by Jefferson, Monroe purchased the 1,000-acre property in 1793 and moved there in 1799.
Over time, he bought more land and increased the acreage to more than 3,500 acres and, at the same time, added on to the house.
High debts forced Monroe to sell the property in 1825. Today, the 535-acre property is a working farm, a venue for performances, and a museum.
James Monroe’s Highland, 2050 James Monroe Parkway, Charlottesville, Virginia, 434-293-8000
⮕ See the World Through Indigenous Eyes at the Kluge-Ruhe Aboriginal Art Collection
Powerful stories and contemporary Aboriginal works in a unique cultural setting
© Kluge-Ruhe Aboriginal Art Collection of the University of Virginia
The Kluge-Ruhe Aboriginal Art Collection of the University of Virginia is an art collection housed at Pantops Farm on Worrell Drive.
Pantops Farm was owned by Thomas Jefferson at one time, and is today owned by the University of Virginia. The art museum is the only museum in the nation that is exclusively devoted to the art of Australian Aborigines, and it is renowned for its large collection of indigenous Australian art, one of the finest in the world.
The museum was founded in 1997 when John W. Kluge donated his collection of Aboriginal art that included the collection of Edward L. Ruhe. Today, there are more than 1,700 objects including artifacts, paintings, and sculptures in the collection.
Kluge-Ruhe Aboriginal Art Collection of the University of Virginia, 400 Worrell Drive, Charlottesville, Virginia, 434-244-0234
⮕ Find Bold Vision at Les Yeux du Monde Art Gallery
Rotating exhibits of modern and regional art tucked in a serene hilltop space
© Les Yeux du Monde Art Gallery
Located on Wolf Trap Road, Les Yeux du Monde Art Gallery is a contemporary art gallery founded in 1995. Les Yeux du Monde means “The Eyes of the World” in French, and the gallery focuses on works of art created by regional, national and international artists artists, some of which include William Albert Allard, Anne Harris Massie, and Russ Warren.
The art gallery works in conjunction with other art institutions such as the Second Street Gallery and the University of Virginia Art Museum. In addition to exhibiting works of art, the art gallery offers tours and lectures by artists.
Les Yeux du Monde Art Gallery, Charlottesville, Virginia, 841 Wolf Trap Road, Charlottesville, Virginia, 434-973-5566
If you are a photographer, don't miss:
⮕ Get Back to Nature at Ivy Creek Natural Area
Scenic trails and educational moments on the site of a historic African American farm
© Gerry/stock.adobe.com
Spanning across approximately 219 acres, the Ivy Creek Natural Area is owned in partnership by both the City and County of Charlottesville in Virginia. Management of the nature area is also assisted by the Ivy Creek Foundation, a volunteer organization that helps in caring for the area and operating its nature programs. The Ivy Creek Natural Area offers more than seven miles of nature trails for walking. Horseback riding, bicycles, trail running, and pets are not permitted. Other amenities include historic barn tours, educational classes, and restroom facilities. The Central Red Trail takes visitors from the parking lot to the barn.
Ivy Creek Natural Area, 1780 Earlysville Rd, Charlottesville, VA 22903, 434-973-7772
Activities and Attractions for Couples:
⮕ Pick, Sip, and Soak in the Views at Carter Mountain Orchard
Peaches, apples, and local cider with one of the best mountain vistas in Virginia
© Lena/stock.adobe.com
Carter Mountain Orchard is located on Carters Mountain Trail in Charlottesville. Visitors are able to pick apples, nectarines, peaches, strawberries, and vegetables between April and November. One of the special events that the orchard offers is the “Thursday Evening Sunset Series.” Visitors can enjoy dinner at picnic tables or on blankets or lawn chairs while they savor hard cider or wine and great sunset views.
The orchard also provides musical entertainment and hayrides. Other events include the Apple Harvest Celebration, the Easter Egg Hunt, and the Peach Festival. In addition to the orchard and its events, there are several other places to explore: the Country Store & Bakery, and the Mountain Grill.
Carter Mountain Orchard, 1435 Carters Mountain Trail, Charlottesville, Virginia, 434-977-1833
⮕ Dine in Refined Southern Style at The Ivy Inn
Romantic, locally sourced, and deeply rooted in Charlottesville culinary tradition
© Ivy Inn
Located in the 18th century charming clapboard red house with a wide white porch about a mile from the University, Ivy Inn is romantic, tranquil and elegant. Ceiling beams, a cozy fireplace, and white damask tablecloths remind you that you are in the South, where a meal should be a relaxed, pleasant affair.
With four dining rooms and a spacious covered patio, the place is popular with large parties and groups. Chef/Owner Angelo Vangelopoulos uses local, seasonal ingredients to create his version of American cuisine, combining Southern favorites such as shrimps and grits with some more cosmopolitan treats, including a few delightful Greek dishes such as Lamb Served Two Ways. The Ivy Inn has very fine wine lists that feature a few good Virginia wines.
2244 Old Ivy Rd., Charlottesville, Virginia, 434-977-1222, Map
⮕ Create Something Beautiful at The Glass Palette - Interactive Glass Art Studio
Hands-on fun and vibrant colors let all ages turn inspiration into keepsakes
© The Glass Palette - Interactive Glass Art Studio
Located on East Market Street, The Glass Palette - Interactive Glass Art Studio gives guests of varying ages a chance to create works of art using glass. The studio provides instructions, materials, and tools and offers classes and workshops mostly designed for older teenagers to adults. There are introductory classes, weekend workshops, and one night “Glass Art Experience” classes.
The studio’s “BYOB Glass Art Experience” takes place on Thursday evenings and requires reservations. After sips and snacks, guests create glass works of art. Private parties can also be held at the studio, which supplies all the materials and food.
The Glass Palette - Interactive Glass Art Studio, 1304 East Market Street, Charlottesville, Virginia, 434-977-9009
Must-see if you are a first-time visitor:
- Tour Monticello – Explore Thomas Jefferson’s famous plantation home and gardens, a UNESCO World Heritage site.
- Visit the University of Virginia – Walk through Jefferson’s Academical Village and admire the beautiful Rotunda and Lawn.
- Go wine tasting along the Monticello Wine Trail – Sip Virginia wines at scenic vineyards nestled among rolling hills.
- Hike in Shenandoah National Park – Access Skyline Drive and Appalachian Trail hikes just a short drive from town.
Where to Eat
- Mas Tapas – Popular Spanish tapas spot in Belmont with a lively atmosphere and creative plates.
- Hamiltons’ at First & Main – Elegant dining on the Downtown Mall offering fresh, seasonal American cuisine.
- Bodo’s Bagels – Beloved local chain serving affordable, freshly made bagels with a variety of toppings and sandwiches.
If you are interested in local events:
- Virginia Film Festival (October) – Celebrate cinema with screenings, discussions, and special guests.
- Tom Tom Festival (April) – A week-long celebration of innovation, arts, music, and entrepreneurship.
- Fridays After Five (Spring–Fall) – Free live music every Friday evening at the outdoor Ting Pavilion on the Downtown Mall.
If you are looking for unique day trips within 30 Minutes of Charlottesville, Virginia:
- Shenandoah National Park (30 min) – Scenic drives, overlooks, and some of the best hiking trails on the East Coast.
- Montpelier (30 min) – Tour the home of President James Madison and stroll historic grounds and gardens.
- Blue Mountain Brewery (25 min) – Enjoy craft beers and mountain views at this laid-back brewery in Afton.
- James Monroe’s Highland (10 min) – Visit the historic home of the fifth U.S. President, located just minutes from Monticello.
- Saunders-Monticello Trail (5–10 min) – Hike or bike along this beautifully maintained trail leading to Monticello’s visitor center.
- Chiles Peach Orchard (20–25 min) – Pick seasonal fruits, shop the farm market, or sip cider with views of the Blue Ridge Mountains.
- Walton’s Mountain Museum (30 min) – Nostalgic museum celebrating the famous TV show, set in nearby Schuyler, Virginia.
Frequently Asked Questions:
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Which U.S. Presidents lived in Charlottesville, Virginia?
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Charlottesville, Virginia, was home to two U.S. Presidents: Thomas Jefferson and James Monroe.
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What historic sites can visitors explore in Charlottesville?
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Are there cultural attractions in Charlottesville?
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Art lovers can explore the
Fralin Museum of Art at the University of Virginia and visit the unique Les Yeux du Monde Art Gallery.
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What family-friendly activities are available?
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Families can take the kids to the Virginia Discovery Museum, which offers interactive exhibits and educational experiences.
At a Glance:
Best Time to Visit |
Places to Stay |
Tips for Visiting |
Spring (March-May) – Mild temperatures and blooming landscapes. |
Boar’s Head Resort – A luxurious retreat with stunning views. |
Visit Monticello – Explore Thomas Jefferson’s historic home and gardens. |
Summer (June-August) – Warm and vibrant, great for exploring wineries. |
Oakhurst Inn – A charming boutique stay near the University of Virginia. |
Tour the Monticello Wine Trail – Taste some of the best wines in Virginia. |
Fall (September-November) – Crisp air and stunning fall foliage. |
Clifton Inn – A cozy and elegant stay with a countryside feel. |
Drive the Blue Ridge Parkway – Experience breathtaking autumn colors. |
Winter (December-February) – Cool and peaceful, perfect for a cozy getaway. |
The Draftsman, Autograph Collection – A stylish and modern hotel downtown. |
Visit the Downtown Mall – Enjoy boutique shopping, local restaurants, and winter lights. |
Plan Your Trip