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Find hotels in Upperville, VA from ₩101,897

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Sep 19 - Sep 20
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Compare 705 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1014)
"Great place to stay!"
The price is ₩127,433
₩138,647 total
includes taxes & fees
Sep 21 - Sep 22
Country Inn & Suites by Radisson, Winchester, VA
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1007)
"Excellent staff every time we stay!!"
The price is ₩138,760
₩150,970 total
includes taxes & fees
Sep 21 - Sep 22
Comfort Inn & Suites Winchester
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (766)
"This was a very clean well run hotel and the staff was friendly and accomodating. Would definitely stay here again."
The price is ₩134,513
₩146,350 total
includes taxes & fees
Sep 21 - Sep 22
Fairfield Inn & Suites by Marriott Winchester
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1342)
"would definitely stay here again."
The price is ₩118,826
₩129,282 total
includes taxes & fees
Sep 29 - Sep 30
Microtel Inn & Suites by Wyndham Winchester
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
The price is ₩121,074
₩137,178 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Winchester-University/Mall Area
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (772)
"Great stay!"
The price is ₩129,099
₩140,461 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Express Winchester South-Stephens City by IHG
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1009)
"Dog friendly, quiet and clean. "
The price is ₩116,814
₩127,093 total
includes taxes & fees
Sep 28 - Sep 29
Quality Inn Winchester
Hampton Inn Front Royal
Lobby

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1009)
"Great stay"
The price is ₩174,853
₩194,612 total
includes taxes & fees
Sep 21 - Sep 22
Hampton Inn Front Royal
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (874)
"Nice rooms, staff was friendly "
The price is ₩148,533
₩161,604 total
includes taxes & fees
Sep 25 - Sep 26
Courtyard by Marriott Winchester
SpringHill Suites by Marriott Winchester
1 bedroom, pillowtop beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (724)
"The hotel was clean, staff was great and breakfast was great."
The price is ₩161,165
₩175,348 total
includes taxes & fees
Sep 25 - Sep 26
SpringHill Suites by Marriott Winchester
Hampton Inn Winchester N/Conference Center, VA
Snack bar

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (809)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is ₩152,212
₩172,456 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn Winchester N/Conference Center, VA
Clarion Inn Harpers Ferry - Charles Town
Indoor pool

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very Good, (1022)
"Great stay"
The price is ₩135,637
₩151,913 total
includes taxes & fees
Sep 29 - Sep 30
Clarion Inn Harpers Ferry - Charles Town
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2153)
"Would stay again if in the area. "
The price is ₩150,352
₩163,584 total
includes taxes & fees
Sep 21 - Sep 22
La Quinta Inn & Suites by Wyndham Winchester
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (702)
"Clean decent size room, easy parking, not too far from highway, lots of traffic around but the room was very quiet"
The price is ₩139,593
₩151,877 total
includes taxes & fees
Oct 20 - Oct 21
TRU By Hilton Winchester
Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (264)
"Very quiet and friendly staff"
The price is ₩208,224
₩237,374 total
includes taxes & fees
Sep 22 - Sep 23
Loudoun Valley Manor
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Nice property and great location. "
The price is ₩152,212
₩172,053 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree by Hilton Front Royal Blue Ridge Shadows
TownePlace Suites by Marriott Winchester
In-room safe, desk, iron/ironing board, bed sheets

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (457)
"Terrific Stay! Skylar at the front desk is always so welcoming & helpful!"
The price is ₩148,672
₩161,754 total
includes taxes & fees
Sep 25 - Sep 26
TownePlace Suites by Marriott Winchester
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Front desk person was very helpful"
The price is ₩130,973
₩148,392 total
includes taxes & fees
Sep 29 - Sep 30
Spark by Hilton Winchester
Hotel Burg
Rooftop terrace

Hotel Burg

4.0 star property
9.8 out of 10, Exceptional, (21)
"A wonderful place to stay"
The price is ₩386,047
₩443,953 total
includes taxes & fees
Sep 21 - Sep 22
Hotel Burg
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.6 out of 10, Good, (1012)
"We have stayed here many of times love it!"
The price is ₩93,007
₩103,515 total
includes taxes & fees
Sep 21 - Sep 22
Super 8 by Wyndham Front Royal
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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Top Upperville Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"The hotel was very nice and the staff was great! Check-in was easy and very helpful. We had our breakfast included which worked out well. Tina, our server, was above and beyond. She was so friendly and offered my husband a few suggestions which was wonderful. Highly recommend anyone staying there. "
Francis 1-night trip
Posted 3 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG

More cheap stays in Upperville

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike, Winchester, VA
The price is ₩95,783 per night from Oct 20 to Oct 21
₩95,783
₩104,223 total
Oct 20 - Oct 21
includes taxes & fees
8.4/10 Very Good! (1,094 reviews)

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 Salamander Resort And Spa and Travelodge by Wyndham Winchester. 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. Salamander 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 6 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.

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Explore a world of travel with Expedia