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Find hotels in Upperville, VA from CA $80

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Compare 706 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, (1003)
"Great place to stay!"
The price is CA $131
CA $142 total
includes taxes & fees
Sep 14 - Sep 15
Country Inn & Suites by Radisson, Winchester, VA

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1010)
"Perfect stay for our family while on the road"
The price is CA $133
CA $145 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn & Suites Winchester

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Bed was comfortable, room was clean and very spacious "
The price is CA $104
CA $113 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (792)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is CA $151
CA $171 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Winchester N/Conference Center, VA

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (689)
"The hotel was clean, staff was great and breakfast was great."
The price is CA $160
CA $174 total
includes taxes & fees
Aug 17 - Aug 18
SpringHill Suites by Marriott Winchester

Red Roof Inn Leesburg, VA

2.0 star property
8.4 out of 10, Very good, (1000)
"Nice place! "
The price is CA $131
CA $150 total
includes taxes & fees
Aug 20 - Aug 21
Red Roof Inn Leesburg, VA

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (239)
"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 CA $85
CA $95 total
includes taxes & fees
Aug 27 - Aug 28
Relax Inn Motel

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very comfortable bed and room temperature was perfect."
The price is CA $151
CA $171 total
includes taxes & fees
Aug 22 - Aug 23
Hampton Inn Winchester-University/Mall Area

Best Western Leesburg Hotel & Conference Center

2.5 star property
7.8 out of 10, Good, (1001)
"Nice stay for a short period"
The price is CA $120
CA $138 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Leesburg Hotel & Conference Center

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (524)
"Breakfast was awesome, hit coffee available all day, clean rooms and great staff!"
The price is CA $191
CA $211 total
includes taxes & fees
Aug 17 - Aug 18
TownePlace Suites by Marriott Front Royal

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (256)
"Wonderful, clean, quiet, affordable and friendly lodging option when winery-hopping and/or sightseeing in the area."
The price is CA $192
CA $219 total
includes taxes & fees
Aug 20 - Aug 21
Loudoun Valley Manor

Hilton Garden Inn Dulles North

3.0 star property
8.4 out of 10, Very good, (1000)
"Spent the night while traveling, great hotel!"
The price is CA $136
CA $155 total
includes taxes & fees
Aug 31 - Sep 1
Hilton Garden Inn Dulles North

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (453)
"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 CA $147
CA $160 total
includes taxes & fees
Aug 20 - Aug 21
TownePlace Suites by Marriott Winchester

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (694)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is CA $128
CA $139 total
includes taxes & fees
Sep 1 - Sep 2
TRU By Hilton Winchester

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1002)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is CA $80
CA $89 total
includes taxes & fees
Sep 1 - Sep 2
Super 8 by Wyndham Front Royal

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1328)
"Pleasant stay"
The price is CA $109
CA $119 total
includes taxes & fees
Sep 2 - Sep 3
Microtel Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Front desk person was very helpful"
The price is CA $129
CA $146 total
includes taxes & fees
Sep 7 - Sep 8
Spark by Hilton Winchester

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Great stay"
The price is CA $151
CA $168 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Front Royal

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (518)
"Great pool and quiet area to stay in"
The price is CA $107
CA $119 total
includes taxes & fees
Aug 27 - Aug 28
Twi-Lite Inn

Home2 Suites by Hilton Leesburg

3.0 star property
9.8 out of 10, Exceptional, (184)
"Clean, roomy suite, coupled with a good breakfast = EXCELLENT"
The price is CA $209
CA $241 total
includes taxes & fees
Aug 31 - Sep 1
Home2 Suites by Hilton Leesburg
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

Explore Upperville: its food and more!

Frequently asked questions

Where is the best place to stay in Upperville?

Located 22.8 mi (36.7 km) from the heart of Upperville, Lansdowne Resort and Spa is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are La Quinta Inn & Suites by Wyndham Winchester 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?

Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. La Quinta Inn & Suites by Wyndham Winchester 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.