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Find hotels in Upperville, VA from ¥9,685

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Compare 703 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great place to stay!"
The price is ¥13,999
¥15,231 total
includes taxes & fees
Sep 2 - Sep 3
Country Inn & Suites by Radisson, Winchester, VA

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1003)
"staff was amazing and room was great "
The price is ¥14,249
¥15,503 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Winchester

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (866)
"Nice rooms, staff was friendly "
The price is ¥15,734
¥17,119 total
includes taxes & fees
Sep 6 - Sep 7
Courtyard by Marriott Winchester

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Great place , great front desk staff, super clean & very quiet"
The price is ¥11,124
¥12,102 total
includes taxes & fees
Sep 21 - Sep 22
Quality Inn Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (798)
"Clean, friendly. Would definitely stay again "
The price is ¥14,889
¥16,869 total
includes taxes & fees
Sep 8 - Sep 9
Hampton Inn Winchester N/Conference Center, VA

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very Good, (1009)
"Great stay"
The price is ¥13,637
¥15,273 total
includes taxes & fees
Sep 7 - Sep 8
Clarion Inn Harpers Ferry - Charles Town

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (765)
"Always great!"
The price is ¥13,382
¥14,561 total
includes taxes & fees
Sep 12 - Sep 13
Holiday Inn Express Winchester South-Stephens City by IHG

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1329)
"Great place"
The price is ¥11,646
¥12,670 total
includes taxes & fees
Sep 15 - Sep 16
Microtel Inn & Suites by Wyndham Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Fantastic stay, thanks!"
The price is ¥14,874
¥16,846 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Very comfortable bed and room temperature was perfect."
The price is ¥13,387
¥15,166 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Winchester-University/Mall Area

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (755)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is ¥14,249
¥15,503 total
includes taxes & fees
Sep 2 - Sep 3
Fairfield Inn & Suites by Marriott Winchester

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1005)
"We have stayed here many of times love it!"
The price is ¥9,705
¥10,802 total
includes taxes & fees
Sep 1 - Sep 2
Super 8 by Wyndham Front Royal

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay"
The price is ¥16,749
¥18,642 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Front Royal

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (709)
"The hotel was clean, staff was great and breakfast was great."
The price is ¥17,073
¥18,576 total
includes taxes & fees
Sep 2 - Sep 3
SpringHill Suites by Marriott Winchester

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (698)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is ¥14,161
¥15,406 total
includes taxes & fees
Sep 22 - Sep 23
TRU By Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2144)
"One of our fave places to stay when we visit Winchester. "
The price is ¥15,087
¥16,415 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (600)
"Great stay!"
The price is ¥10,418
¥11,335 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Stephens City - Winchester South

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Front desk person was very helpful"
The price is ¥12,999
¥14,728 total
includes taxes & fees
Sep 21 - Sep 22
Spark by Hilton Winchester

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
9.0 out of 10, Wonderful, (780)
"Was nice"
The price is ¥16,028
¥17,438 total
includes taxes & fees
Sep 18 - Sep 19
Holiday Inn Express Hotel & Suites Winchester by IHG

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (455)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is ¥15,749
¥17,135 total
includes taxes & fees
Sep 1 - Sep 2
TownePlace Suites by Marriott 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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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.

What are some of the best vacation home rentals in Upperville?

Breathtaking View with an Indoor Pool: This vacation home rental outside of Upperville is located in the mountains and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. See all 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 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.