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Find hotels in Upperville, VA from ₩79,188

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Aug 26 - Aug 27
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Aug 27 - Aug 28
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Aug 29 - Aug 31
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Compare 698 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Briar Patch Bed & Breakfast Inn
Seasonal outdoor pool

Briar Patch Bed & Breakfast Inn

3.0 star property
7.8 out of 10, Good, (9)
"A lovely setting...breakfast was fantastic...cook was charming & everything was tasty & homemade. "
The price is ₩447,075
₩509,665 total
includes taxes & fees
Aug 27 - Aug 28
Briar Patch Bed & Breakfast Inn
'thomson Farm' Classic Home < 10 Mi to Vineyards!
House (Multiple Bedrooms) | Interior

'thomson Farm' Classic Home < 10 Mi to Vineyards!

3.0 star property
The price is ₩1,667,412
₩2,568,537 total
includes taxes & fees
Aug 27 - Aug 28
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Blue Ridge Motel
Property entrance

Blue Ridge Motel

2.0 star property
7.0 out of 10, Good, (128)
"Inexpensive for a 1 night stopover. Dated rooms and limited facilities . Comfy sleep though"
The price is ₩87,539
₩97,432 total
includes taxes & fees
Aug 27 - Aug 28
Blue Ridge Motel
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazng views. Large rooms. Manager was very accommodating. Look forward to our next stay."
The price is ₩637,577
₩726,838 total
includes taxes & fees
Aug 27 - Aug 28
The Inn at Grass Roots Hill
Balcony & Pool Access: Modern Gainesville Home
Apartment (4 Bedrooms) | Interior

Balcony & Pool Access: Modern Gainesville Home

3.5 star property
The price is ₩223,711
₩613,858 total
includes taxes & fees
Aug 31 - Sep 1
Balcony & Pool Access: Modern Gainesville Home
Hotel Burg
Minibar, in-room safe, blackout drapes, free cribs/infant beds

Hotel Burg

4.0 star property
9.6 out of 10, Exceptional, (11)
"A wonderful place to stay"
The price is ₩286,378
₩329,335 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Burg
Relax Inn Motel
Front of property - evening/night

Relax Inn Motel

2.0 star property
8.2 out of 10, Very Good, (240)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is ₩86,150
₩95,890 total
includes taxes & fees
Aug 27 - Aug 28
Relax Inn Motel
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1003)
"We have stayed here many of times love it!"
The price is ₩91,708
₩102,074 total
includes taxes & fees
Aug 27 - Aug 28
Super 8 by Wyndham Front Royal
Extended Stay America Select Suites Gainesville
Desk, iron/ironing board, free WiFi, bed sheets

Extended Stay America Select Suites Gainesville

2.5 star property
6.0 out of 10, (456)
"Great stay. "
The price is ₩105,035
₩119,738 total
includes taxes & fees
Sep 7 - Sep 8
Extended Stay America Select Suites Gainesville
Twi-Lite Inn
Exterior

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (520)
"Great pool and quiet area to stay in"
The price is ₩108,382
₩120,624 total
includes taxes & fees
Aug 27 - Aug 28
Twi-Lite Inn
Days Inn by Wyndham Charles Town/Harpers Ferry
Premium bedding, pillowtop beds, desk, blackout drapes

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.0 out of 10, Very Good, (1000)
"all our visits here have been good"
The price is ₩89,040
₩100,615 total
includes taxes & fees
Sep 2 - Sep 3
Days Inn by Wyndham Charles Town/Harpers Ferry
Motel 6 Charles Town, WV
Property grounds

Motel 6 Charles Town, WV

2.0 star property
7.6 out of 10, Good, (717)
"It was a great experience and weekend. We liked it because it was close to the casino. And it was 9 miles away from my husband's cousin who we got to visit while we were there."
The price is ₩89,609
₩100,364 total
includes taxes & fees
Sep 1 - Sep 2
Motel 6 Charles Town, WV
Quality Inn Stephens City - Winchester South
Free daily continental breakfast

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (600)
"Great stay!"
The price is ₩99,572
₩108,335 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Stephens City - Winchester South
Travelodge By Wyndham Charles Town/Harpers Ferry
Premium bedding, pillowtop beds, blackout drapes, iron/ironing board

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (227)
"The staff is awesome"
The price is ₩83,787
₩94,679 total
includes taxes & fees
Aug 27 - Aug 28
Travelodge By Wyndham Charles Town/Harpers Ferry
Red Roof Inn Leesburg, VA
Lobby

Red Roof Inn Leesburg, VA

2.0 star property
8.4 out of 10, Very Good, (1003)
"Nice place! "
The price is ₩125,042
₩143,797 total
includes taxes & fees
Aug 27 - Aug 28
Red Roof Inn Leesburg, VA
Airlie Hotel
Fireplace

Airlie Hotel

3.5 star property
8.8 out of 10, Excellent, (311)
"We love the old charm this hotel offers, while the rooms are cozy and new!"
The price is ₩150,815
₩186,835 total
includes taxes & fees
Sep 3 - Sep 4
Airlie Hotel
Home2 Suites by Hilton Leesburg
Terrace/patio

Home2 Suites by Hilton Leesburg

3.0 star property
9.8 out of 10, Exceptional, (185)
"The perfect hotel in Leesburg! "
The price is ₩211,219
₩242,901 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Leesburg
Red Roof Inn Winchester, VA
Desk, blackout drapes, free cribs/infant beds, free WiFi

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1004)
"Staff was very respectful and friendly "
The price is ₩97,252
₩105,810 total
includes taxes & fees
Aug 31 - Sep 1
Red Roof Inn Winchester, VA
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place , great front desk staff, super clean & very quiet"
The price is ₩105,116
₩114,366 total
includes taxes & fees
Sep 21 - Sep 22
Quality Inn Winchester
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1002)
"staff was amazing and room was great "
The price is ₩134,644
₩146,492 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn & Suites Winchester
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.
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Learn more about Upperville

Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.

See all hotels in Upperville

Top Upperville Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The bedroom was clean. Some area a bit older looking but good. Hall ways a little smelly like needs carpets refreshed. But not all that bad.. "
Daniel 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Winchester

More cheap stays in Upperville

More cheap stays in Upperville

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza, Winchester, VA
The price is ₩110,049 per night from Sep 15 to Sep 16
₩110,049
₩119,733 total
Sep 15 - Sep 16
includes taxes & fees
9/10 Wonderful! (1,326 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Upperville?

Located 18.4 mi (29.6 km) from the heart of Upperville, La Quinta Inn & Suites by Wyndham Winchester is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Lansdowne Resort and Spa and Holiday Inn Winchester Se-Historic Gateway by IHG. See all available top hotels, or vacation rentals in Upperville.

If I need to cancel my hotel reservation in Upperville, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.

Where can I learn more about changing or cancelling my trip to Upperville?

To find more details about rescheduling or cancelling your trip to Upperville, head over to our customer service page.

What are some accommodations with pools in Upperville?

La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool, and complimentary wired internet access. Lansdowne Resort and Spa and Holiday Inn Winchester Se-Historic Gateway by IHG are a couple of other choices that offer an onsite pool. View all hotels with pools in Upperville.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like staying in Upperville?

Visitors can enjoy all that Upperville has to offer including its restaurants. In Upperville, there are 5 hotels and other accommodations to choose from. Find out more about Upperville.

What are the top places to visit in Upperville?

A couple of favorite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and Glenwood Park in the area. Check out what more to see and do in Expedia's Upperville guide.

What's the seasonal weather like in Upperville?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Upperville is 44 inches.