A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

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Check prices for these dates

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Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

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Our top choices for Upperville hotels

Hotel
Free daily buffet breakfast

1. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,281 reviews)
"It was very quiet and clean, great place to stay!"
United States
Wendy
The price is ļæ„17,773
ļæ„19,782 total
includes taxes & fees
Jul 26 - Jul 27
La Quinta Inn & Suites by Wyndham Winchester
Exterior

2. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,137 reviews)
"Great value, handy location, pet friendly."
United States
Patrick
The price is ļæ„17,294
ļæ„19,249 total
includes taxes & fees
Aug 21 - Aug 22
Comfort Inn & Suites Winchester
Lobby

3. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (896 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is ļæ„15,057
ļæ„16,758 total
includes taxes & fees
Aug 10 - Aug 11
Fairfield Inn & Suites by Marriott Winchester
Snack bar

4. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,011 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is ļæ„15,015
ļæ„16,712 total
includes taxes & fees
Jul 30 - Jul 31
TRU By Hilton Winchester
Lobby

5. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ļæ„11,856
ļæ„13,433 total
includes taxes & fees
Aug 2 - Aug 3
Spark by Hilton Winchester
Restaurant

6. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (916 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ļæ„17,857
ļæ„20,231 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn Winchester N/Conference Center, VA
Lobby

7. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,049 reviews)
"Our stay was a good value and a convenient place to stop during our trip. There is adequate parking and the breakfast being included was a plus."
United States
Janet
The price is ļæ„11,425
ļæ„12,602 total
includes taxes & fees
Jul 23 - Jul 24
Travelodge by Wyndham Winchester
Dining

8. Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
2.5 star property
Warrenton
6.2 out of 10, (1,003 reviews)
"The price was very reasonable although the rooms were muggy"
United States
Muriel
The price is ļæ„12,094
ļæ„12,977 total
includes taxes & fees
Aug 2 - Aug 3
Baymont by Wyndham Warrenton
Lobby

9. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,440 reviews)
"Pleasant stay!"
Canada
Angele
The price is ļæ„16,974
ļæ„18,891 total
includes taxes & fees
Aug 12 - Aug 13
Microtel Inn & Suites by Wyndham Winchester
Exterior

10. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean and nicely decorated property"
United States
shayla
The price is ļæ„13,556
ļæ„15,578 total
includes taxes & fees
Aug 5 - Aug 6
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby sitting area

11. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,005 reviews)
"A clean hotel and friendly staff"
United States
Katrina
The price is ļæ„13,029
ļæ„14,500 total
includes taxes & fees
Jul 28 - Jul 29
Sleep Inn & Suites Winchester near University
Lobby

12. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Always clean and a friendly staff. Breakfast is okay, nothing special, but one of my favorite hotels in the Winchester area."
United States
Josh
The price is ļæ„16,189
ļæ„18,019 total
includes taxes & fees
Jul 26 - Jul 27
Country Inn & Suites by Radisson, Winchester, VA
Lobby

13. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,001 reviews)
"Great stay with friends, helpful staff"
United States
Himanshu
The price is ļæ„11,261
ļæ„12,534 total
includes taxes & fees
Jul 26 - Jul 27
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Room, 2 Double Beds, Smoking | Iron/ironing board (on request), cribs (free), rollaway beds (surcharge)

14. Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (541 reviews)
"Average stay, not much in amenities"
United States
Darlene
The price is ļæ„9,507
ļæ„10,583 total
includes taxes & fees
Aug 6 - Aug 7
Days Inn by Wyndham Winchester
Exterior

15. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,000 reviews)
"Dated property, but reasonable rates and great staff."
United States
John
The price is ļæ„16,828
ļæ„18,729 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn Winchester
Lobby

16. Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
7.8 out of 10, Good, (1,003 reviews)
"Great location. Staff is very nice. A short walk to the casino/races. Shuttle is available but weā€™ve never used it. Weā€™ve stayed here multiple times-always a great experience."
United States
John
The price is ļæ„11,017
ļæ„12,450 total
includes taxes & fees
Aug 16 - Aug 17
Days Inn by Wyndham Charles Town/Harpers Ferry
Exterior

17. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (874 reviews)
"Very nice good breakfast too!"
United States
Steven
The price is ļæ„12,642
ļæ„14,070 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Winchester South-Stephens City by IHG
Indoor pool

18. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice room, good breakfast and pool"
United States
Gisely
The price is ļæ„21,279
ļæ„23,684 total
includes taxes & fees
Jul 30 - Jul 31
Hampton Inn Front Royal
Studio Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes

19. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (613 reviews)
"Staff was very helpful & friendly. Room was above expectations. Would stay there again."
United States
Marian
The price is ļæ„12,796
ļæ„14,242 total
includes taxes & fees
Aug 7 - Aug 8
Candlewood Suites Winchester by IHG
In-room safe, desk, laptop workspace, blackout drapes

20. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (974 reviews)
"The room was clean and the bed was comfortable. Everything is run down but it served its purpose. Ice machines and pool were functioning"
United States
Sarah
The price is ļæ„10,405
ļæ„11,581 total
includes taxes & fees
Aug 5 - Aug 6
Baymont by Wyndham Front Royal Near Shenandoah National Park
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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Stay near popular Upperville attractions

Upperville Park

Explore the great outdoors at Upperville Park, a lovely green space in Upperville.
See properties

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
A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Top Upperville Hotel Reviews

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent
"The hotel was very nice to stay in. Great location, quiet and very friendly staff. We loved the restaurant attached to the hotel the food and drinks were excellent."
Shannon 2-night trip
Posted 1 hour ago
Clarion Inn Harpers Ferry - Charles Town

More cheap stays in Upperville

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

91 Reliance Road Middletown VA
The price is ļæ„10,913 per night from Aug 14 to Aug 15
ļæ„10,913
ļæ„12,037 total
Aug 14 - Aug 15
includes taxes & fees
5.8/10 (325 reviews)

Frequently asked questions

Where is the best place to stay in Upperville?
Located 21.7 mi (35 km) from the heart of Upperville, Hilton Garden Inn Dulles North is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are TRU By Hilton Winchester and Salamander Resort And Spa. See all available top hotels, or vacation rentals in Upperville.
What are some of the best vacation home rentals in Upperville?
Mountain View Bungalow in Front Royal: This vacation home rental outside of Upperville offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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?
Hilton Garden Inn Dulles North: Features complimentary wired internet access, an indoor pool, and free self parking. TRU By Hilton Winchester and Salamander Resort And Spa 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 8 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 RdV Vineyards 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 72Ā°F, while the coldest months are January and February with an average of 37Ā°F. Average annual precipitation for Upperville is 44 inches.

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