Charlottesville Holidays
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Where to stay in Charlottesville
Find the best Charlottesville areas and neighborhoods for the activities you enjoy most. Learn more about Charlottesville
North Downtown
3 out of top 10 points of interest in this area
While visiting North Downtown, you might make a stop by sights like Paramount Theater and Downtown Mall.
Belmont
While Belmont isn't home to many top sights, Ting Pavilion and Downtown Mall are some notable places to visit nearby.
Fifeville
While Fifeville isn't home to many top sights, Rotunda and The Jefferson Theater are some notable places to visit nearby.
UVA
3 out of top 10 points of interest in this area
If you're spending some time in UVA, Scott Stadium and John Paul Jones Arena are top sights worth seeing.
Ridge St.
While visiting Ridge St., you might make a stop by sights like Ix Art Park and Play On! Theater.
Top hotels in Charlottesville
English Inn of Charlottesville
2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
S$123
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (3,085 reviews)
"Best place to stay"
Reviewed on 9 Sept, 2026
Omni Charlottesville Hotel
212 Ridge McIntire Rd Charlottesville VA
S$218
13 Sept - 14 Sept
includes taxes & fees
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
1600 Emmet Street Charlottesville VA
Fully refundable
S$171
5 Oct - 6 Oct
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Charlottesville attractions
Photo by Edgar Macal
University of Virginia
9.4/10 (2,137 reviews)
Thomas Jefferson's architectural masterpiece showcases his vision for American education through the iconic Rotunda and Lawn. Experience this UNESCO World Heritage site's elegant harmony of academia and classical design.
Monticello
9.6/10 (1,310 reviews)
Thomas Jefferson's neoclassical masterpiece reveals his architectural genius and complex legacy as president and slaveholder. Explore his inventive home design at this UNESCO site.
Downtown Mall
9.0/10 (1,669 reviews)
This historic eight-block pedestrian mall offers 120+ shops and restaurants in preserved buildings. Enjoy brick pathways with street musicians, plus performances at the Paramount Theatre or Ting Pavilion.
Trump Winery
6.8/10 (392 reviews)
Virginia's largest vineyard offers award-winning sparkling wines and breathtaking Blue Ridge Mountain views. Savour gourmet pairings in the warm Tasting Room or stay at the elegant Albemarle Estate.
Photo by Carsen
Carter Mountain Orchard
8.8/10 (165 reviews)
Perched atop a mountain, this orchard offers panoramic Charlottesville views while you pick from various apple varieties. Sample their famous apple cider donuts or enjoy wine tastings with Blue Ridge Mountain vistas.
Ting Pavilion
7.4/10 (3 reviews)
Ting Pavilion anchors Charlottesville's City centre Mall as the city's premier outdoor concert venue. Enjoy world-class acoustics under the stars during the popular summer "Fridays After Five" free concert series.
John Paul Jones Arena
9.2/10 (435 reviews)
This state-of-the-art arena hosts UVA basketball and top-tier entertainment with exceptional acoustics. Experience the electric atmosphere during evening events, with clear sightlines from any of its 14,000 seats.
Scott Stadium
9.0/10 (235 reviews)
Home of the Virginia Cavaliers football team, Scott Stadium offers stunning views of the Blue Ridge Mountains. Arrive early to witness the Cavalier mascot's dramatic horseback entrance before kickoff.
What to do in Charlottesville
Blue Ridge Parkway Self-Guided Audio Tour Bundle
S$30
per traveller
Private Wine Tours Transportation from 3 People and More
S$357
per traveller
100% of travellers recommend
Chains, Coffins, & Curses: Charlottesville Ghost Tours
S$33
per adult
Frequently asked questions
How much does a Charlottesville holiday package cost?
You'll find cheap prices on Expedia for your Charlottesville getaway. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Charlottesville costs.
What are the cheapest months to go to Charlottesville?
If you're looking to score a cheap Charlottesville holiday package, consider travelling in December, January and February. You're likely to find better prices on flights and accommodation during these quieter months — perfect for a budget-friendly break.
How many days is enough for Charlottesville?
Dedicate around 2 days for your Charlottesville holiday if you're hoping to discover all that makes this place special. Stroll around key neighbourhoods, including Venable and North Downtown. Then tick off top sights such as Jefferson Vineyards and Arcady Vineyard. With a clever itinerary, you'll be kept busy with room for some me-time too. Want to travel outside of Charlottesville? Consider an excursion or two.
Is it worth booking a holiday package to Charlottesville?
It's easy to see why a Charlottesville holiday is on the must-do list of many travellers. Well-known attractions like Monticello are just the beginning of things to keep you busy here.
How to find the best Charlottesville package deals?
Use Expedia's filters to find some fabulous Charlottesville package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Charlottesville package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Charlottesville holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still get the freedom to create a customised Charlottesville holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Charlottesville?
If you're considering an impromptu Charlottesville adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Charlottesville?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Charlottesville.
- Work out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Charlottesville.
- Determine how many days away: Start by compiling a list of the activities and sights you want to experience in Charlottesville. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your airfare and accommodation: After you've nailed down your travel dates and duration, book the right Charlottesville holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
