Bookmark and Share

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 208

Featured Listings

Monticello Wine Tour and Coach Co

  • 400 East Water St. Suite B
  • Charlottesville, VA 22902
  • (434) 260-7143
  • Visit Website
  •  

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 >>

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 >>

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.

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 >>

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 >>

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
  •  

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 >>

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 >>

The Gardens of Monticello

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

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 >>

Blue Ridge Wine Excursions

  • Charlottesville
  • Charlottesville, VA 22905
  • (434) 531-5802
  • Region: Miscellaneous/ Independent of Region
  • Visit Website
  •  

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 >>

Chiles Peach Orchard and Farm Market Crozet

  • 1351 Greenwood Road
  • Crozet, VA 22932
  • (434) 823-1583 | Fax: (434) 979-6277
  • Region: Crozet
  • Visit Website
  •  

Pick Your Own Strawberries, Sweet Cherries, Peaches, Apples, and Pumpkins in season. Visit our farm market for fresh picked fruits and local vegetables, ciders, jams and jellies, local crafts, and gifts. Our ice cream parlor serves up frozen yogurt, soft-serve ice cream, sundaes, shakes, and other fresh treats! Family-owned and -operated. Senior ci... MORE >>

Anything Goes Tours by Black Cab

  • Charlottesville, Virginia 22906
  • (434) 661-8333
  • Visit Website
  •  

"Anything Goes” tours by Black Cab are personalized and custom picked. Stop at a shop, take photos, or even have a picnic lunch under a nice shady tree with someone special or a group of friends. Tours include local wineries, breweries, cideries, savory eateries, and historic sites. With “Anything Goes,” you are sure to experience great adventures... MORE >>

African-American Cultural Arts Festival

  • 910 Rockcreek Road
  • Charlottesville, VA 22902
  • Region: Miscellaneous/ Independent of Region
  •  

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
  •  

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
  •  

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
  •  

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
  •  

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
  •  

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 >>

AlbemarleFamily

  • 4282 Ivy Road
  • Charlottesville, VA 22903
  • (434) 984-4713 | Fax: (434) 984-4813
  • Region: Miscellaneous/ Independent of Region
  •  

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
  •  

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
  •  

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 >>

Aquatic and Fitness Center

  • Whitehead Road
  • Charlottesville, VA 22903
  • (434) 982-5100 | Fax: (434) 982-5012
  • Region: University Area
  •  

The University of Virginia Aquatic and Fitness Center opened during the summer of 1996. The 98,000 square-foot, $18.5 million complex features an Olympic-sized pool, warm-water pool, whirlpool and ... MORE >>

Arcady Vineyard Wine Tours

  • 1376 Sutlers Road
  • Charlottesville, VA 22902
  • (434) 872-9475
  • Region: Miscellaneous/ Independent of Region
  •  

Arcady Vineyard, located in Charlottesville, Virginia, provides private wine tours of the area's best wineries. A private tour takes no more than 2 couples per van. Group tours can take up to 10 in ... 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
  •  

Restored home of the 5th president of the United States and close friend of Thomas Jefferson. James Monroe's 550- acre estate recreates the atmosphere of a working farm, with strutting peacocks, ... MORE >>

Azalea Park

  • Azalea Park
  • Charlottesville, VA 22901
  • (434) 970-3589
  • Region: Miscellaneous/ Independent of Region
  •  

Azalea Park consists of 23 acres of level land located off Old Lynchburg Road at the southern edge of the City near Interstate 64. The City secured the land in two acquisitions from the Bellmead ... MORE >>

Battle of Trevilians Historic Marker

  • intersection of Louisa Rd and Trevilians Square
  • Louisa, VA 23090
  • (804) 367-2323 | Fax: (804) 367-2391
  • Region: Miscellaneous/ Independent of Region
  •  

One of many historic markers that commemorate important historic people, places or events. Markers are located on the side of the road and are visible 24 hours a day. BATTLE OF TREVILIANS Here, ... MORE >>

Showing 1-25 of 208