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Activities & Attractions

Yeah, we've got it all.  Really, we do.  Where else can you watch a horse race with 15,000 people, write in chalk on the one of the nation's premier public monuments, perform a double lutz on ice, hop on a guided wine tasting tour of area vineyards, visit where Edgar Allan Poe lived, eat famous peach ice cream and see an upcoming musicial star all in one day?

But that's just one day, and there is just too much to do to stay for only 24 hours.  Visitors must tour the homes of presidents -- Jefferson and Monroe, ride on the only poled ferry operating in the United States, watch the one of the nation's top collegiate baseball teams, attend the concert of a Grammy winning artist, look at an early printing of the Declaration of Independence, drink America's most award winning Irish Stout and eat dinner on the tables that Dave Matthews once waited on as an emerging musician. 

But then there is plenty more to do and see on day three, when you can tour a UNISESCO World Heritage Site,  learn how to grow mushrooms,  play 18-holes of championship golf among ACC golfers... better yet...scope out the listings below.  If something strikes your fancy, click Add to Trip Builder and see how your however many days you can stay shapes up.

Of course our regional attractions are well worth the short drive, and they include another presidential home, James Madison's Montpelier.

Search Listings

Showing 1-25 of 226

Featured Listings

The Gardens of Monticello

  • 931 Thomas Jefferson Pkwy
  • Charlottesville, VA 22902
  • (434) 984-9822 | Fax: (434) 977-7757
  • Region: Monticello Area
  • Visit Website
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The historic gardens at Monticello were a botanic showpiece, a source of food, and an experimental laboratory of ornamental and useful plants from around the world. Find out what's "In Bloom at... MORE >>

Norm's Transportation

Sit back, relax and leave the driving to us as we take you on a Private, Chauffeured Tour of the local Vineyards, Breweries, Hard Cideries and Distillery. Don't forget to ask us about lunch options. Norm’s Transportation offers a variety of tours to Charlottesville area wineries. You can choose and customize your tour to a variety of wineries or p... MORE >>

Michie Tavern ca. 1784 - A Virginia Historic Landmark

  • 683 Thomas Jefferson Parkway
  • Charlottesville, VA 22902
  • (434) 977-1234 | Fax: (434) 296-7203
  • Region: Monticello Area
  • Visit Website
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MICHIE TAVERN, located ½ mile below Jefferson’s Monticello, accommodated travelers with food, drink and lodging more than 200 years ago. Today, visitors experience the Tavern’s past through an historical journey which recreates 18th-century tavern life. Servers in period attire offer bountiful COLONIAL MIDDAY FARE. The rustic tavern setting renders... MORE >>

Boar's Head Cooking Classes

  • 200 Ednam Drive
  • Charlottesville, VA 22903
  • Toll-Free: 855.692.6538
  • Region: University Area
  • Visit Website
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Boar's Head, a 175-room resort situated on 573 acres in the Virginia countryside, offers Four-Diamond dining, a state-of-the-art sports club, award-winning tennis, championship golf, a luxury spa, children's programs, and 22,000 square feet of event space including the expansive Pavilion. Making The Boar's Head even more attractive is its close pro... MORE >>

Blue Ridge Wine Excursions

  • 175 South Pantops Drive
  • Charlottesville, VA 22911
  • (434) 531-5802
  • Region: Miscellaneous/ Independent of Region
  • Visit Website
  • Book Now

Let us escort you in comfort and style as you taste some of Virginia’s finest wines in the idyllic countryside of central Virginia and the Blue Ridge Mountains. Whether you are a couple looking for an intimate getaway, a small group celebrating a special occasion, or a business team looking for a creative outing, we can handle all of the details s... MORE >>

JnJ Transport

JnJ Transport: A Premier Provider of Unforgettable Wine Tours In Charlottesville. We are JnJ Transport, a locally owned and operated, full service Charlottesville transportation company at your service always. At JnJ Transport, we not only believe in organizing the best wine tours in Charlottesville, but also going the extra mile to ensure ... MORE >>

Ash Lawn-Highland, Home of President James Monroe

  • 2050 James Monroe Parkway
  • Charlottesville, VA 22902
  • (434) 293-9539 | Fax: (434) 293-8000
  • Region: Monticello Area
  • Visit Website
  • Book Now

Restored home of the United States' fifth president and last founding father. The historic house museum on James Monroe's 550-acre estate offers daily guided tours of the Monroe home. Thomas Jefferson encouraged James Monroe to purchase the land adjoining Monticello to form "a society to our taste" in rural Albemarle County. Monroe and his family o... MORE >>

Wish Wish Wine Tours

Affordable Private & Hop-On Wine Tours To Charlottesville's Best Wineries. See Availability & Pricing Online. Tour Our Top Routes or Set Your Own. Let’s Go ! MORE >>

Windswept Transportation Services, Inc.

  • 977 Seminole Trail
  • Charlottesville, VA 22901-2824
  • 1-888-481-0668
  • Visit Website
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We are proud to be the premier wine, airport transportation and shuttle service in Charlottesville, VA. We take you where you need to go, in, around and out of town. We are available 24 hours a day, 365 days per year. We promise prompt on time service and professional and courteous drivers.

We provide residents of the Charlotte... MORE >>

Commonwealth Wine Tours LLC

Commonwealth Wine Tours, LLC is Central Virginia's premier wine and beer tour service. Love Central Virginia wine and beer? We offer our clients a variety of preplanned as well as custom luxury tour services designed to showcase all that Central Virginia has to offer! Avoid the hassles of planning and driving by allowing our drivers to share the... MORE >>

Carter Mountain Orchard

  • 1435 Carters Mountain Trail
  • Charlottesville, VA 22901
  • 434-977-1833
  • Region: Monticello Area
  • Visit Website
  • Book Now

Established in 1974 in an old apple barn, Carter Mountain Orchard’s retail business has grown into one of the most recognized farm markets in Virginia. Open early July through Thanksgiving (and weekends in December), the market offers a wonderful selection of local crafts, fresh produce, jams and jellies, tee shirts, and other gift items. Pick-... MORE >>

Gearharts Fine Chocolates

  • 243-B Ridge-McIntire Rd.
  • Charlottesville, VA 22902
  • (434) 972-9100
  • Region: Downtown Mall Area
  • Visit Website
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Gearharts Fine Chocolates is an artisan chocolate shop and desert cafe in historic downtown Charlottesville. Gearharts features a display production kitchen, private event space, coffees, wines and beer. At a time when ingredients like cardamom, chilis and fresh herbs simply weren’t found in American chocolate, a globetrotting chef dared to d... MORE >>

Monticello

  • 931 Thomas Jefferson Pkwy
  • Charlottesville, VA 22902
  • (434) 984-9822 | Fax: (434) 977-7757
  • Region: Monticello Area
  • Visit Website
  •  

No other home in the United States more accurately reflects the personality of its owner than Monticello, Thomas Jefferson's architectural masterpiece and beloved mountaintop home. Monticello is the only home in America recognized by the United Nations as a World Heritage Site. Guided tours of the house are offered daily throughout the year; outdoo... MORE >>

Monticello Wine Tour and Coach Co

  • 400 East Water St. Suite B
  • Charlottesville, VA 22902
  • (434) 260-7143
  • Visit Website
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Whether you are looking for a local wine tour, event or wedding transportation, executive travel, or an airport transfer, Monticello Wine Tour & Coach Company is prepared to take you. Personal and professional with one of the most modern fleets in the area, MWTCC will cater to your plans by pairing our experience and familiarity with the area with ... MORE >>

22brix The Ankida Ridge Wine Room

  • 209 2nd St. SW
  • Charlottesville, VA 22902
  • (434) 989-7420
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WELCOME TO 22BRIX, a unique and exciting new wine room located in the heart of downtown Charlottesville. We are the remote tasting room for ANKIDA RIDGE VINEYARDS, a family-run micro vineyard located ... MORE >>

African-American Cultural Arts Festival

  • 910 Rockcreek Road
  • Charlottesville, VA 22902
  • Region: Miscellaneous/ Independent of Region
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From its beginning in July 1989, this festival celebrates the rich heritage of people of African ancestry and their contributions to the community, the nation and the world. Inspired by the 1988 ... MORE >>

Alakazam Toys & Gifts

  • 100 E Main Street
  • Charlottesville, VA 29902
  • (434) 971-1717
  • Region: Downtown Mall Area
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WE ARE A LOCALLY OWNED TOY STORE... opened in the spring of 2005 by us, a couple of California girls who landed in the south after a whirlwind tour of the universe. We knew in our hearts we wanted ... MORE >>

Albemarle Charlottesville Historical Society

  • 200 Second Street, NE
  • Charlottesville, VA 22902
  • (434) 296-1492 | Fax: (434) 296-4576
  • Region: Miscellaneous/ Independent of Region
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Founded in 1940, the Albemarle Charlottesville Historical Society seeks to study, preserve and promote the history of Charlottesville and Albemarle County, Virginia. The Society strives to accomplish ... MORE >>

Howardsville

  • Howardsville Turnpike and James River Road
  • Scottsville, VA 22902
  • Fax: (434) 296-4576
  • Region: Miscellaneous/ Independent of Region
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After being admitted to the Virginia Bar in 1854, the future Colonel John S. Mosby set up his own law practice in Howardsville, a once thriving community on the James River and Kanawha Canal and at ... MORE >>

Albemarle Cider Works

  • 2545 Rural Ridge Lane
  • North Garden, VA 22959
  • (434) 297-2326
  • Region: Miscellaneous/ Independent of Region
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Albemarle CiderWorks is a family-run Cidery and Tasting Room that produces cider from heritage varieties of apples that can thrive in Albemarle County,Virginia. Thomas Jefferson experimented with 18 ... MORE >>

Albemarle County Courthouse

  • 501 East Jefferson Street
  • Charlottesville, VA 22902
  • (434) 972-4083
  • Region: Miscellaneous/ Independent of Region
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The courthouse is open Monday-Friday from 8:30 a.m. - 4:30 p.m. There is no admission fee. Closed for state and federal holidays. Court Square buildings are visible from the street at all ... MORE >>

Albemarle Tourism & Adventure Center

  • 5791 Three Notched Road
  • Crozet, VA 22932
  • (434) 293-6789
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The Albemarle Tourism & Adventure Center is located in the Historic Crozet Train Depot and is open Wednesday - Saturday 10:00 a.m. - 5:00 p.m. and Sunday 10:00 a.m. - 5:00 p.m. to assist visitors ... MORE >>

AlbemarleFamily

  • 4282 Ivy Road
  • Charlottesville, VA 22903
  • (434) 984-4713 | Fax: (434) 984-4813
  • Region: Miscellaneous/ Independent of Region
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Ivy Publications is the parent company of AlbemarleFamily Living, a monthly publication dedicated to serving families in Charlottesville-Albemarle with useful comprehensive community resources ... MORE >>

Albert and Shirley Small Special Collections Library

  • 160 McCormick Road
  • Charlottesville, VA 22904
  • (434) 243-1776 | Fax: (434) 924-4968
  • Region: University Area
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Special Collections administers over 12 million manuscripts, 2.5 million items in the University archives, and 300,000 rare books, as well as approximately 4,000 maps, over 4,000 broadsides; more than ... MORE >>

AMF Kegler's Lanes

  • 2000 Seminole Trail
  • Charlottesville, VA 22906
  • (434) 978-3999
  • Region: Route 29 North
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Bowling, pool tables, video games, brew pub & lounge. A great place for a fun family outing, holiday party or corporate event. Full service catering, meeting room and audio visual available. ... MORE >>

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