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

Upperville hotels from RM304

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Check prices for these dates

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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Our top choices for Upperville hotels

Pet friendly
Hotel
Breakfast included
Reserve now, pay later
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1. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
United States
Amanda
RM1,651
RM2,427 total
includes taxes & fees
27 Aug - 28 Aug
Goodstone Inn & Restaurant

2. The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
Downtown
United States
Margaret
RM1,657
RM1,888 total
includes taxes & fees
18 Aug - 19 Aug
The Red Fox Inn & Tavern

3. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
United States
chouaib
RM438
RM487 total
includes taxes & fees
18 Aug - 19 Aug
La Quinta Inn & Suites by Wyndham Winchester

4. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Richard
RM395
RM440 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn & Suites Winchester

5. Salamander Resort And Spa

Salamander Resort And Spa
Middleburg
United States
Wayne
RM2,689
RM3,294 total
includes taxes & fees
1 Sept - 2 Sept
Salamander Resort And Spa

6. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
United States
Brian
RM432
RM490 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Winchester N/Conference Center, VA

7. Relax Inn Motel

Relax Inn Motel
Front Royal
United States
Jamila
RM278
RM309 total
includes taxes & fees
18 Aug - 19 Aug
Relax Inn Motel

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

Country Inn & Suites by Radisson, Winchester, VA
Winchester
United States
Roger
RM386
RM430 total
includes taxes & fees
8 Sept - 9 Sept
Country Inn & Suites by Radisson, Winchester, VA

9. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
United States
Justin
RM568
RM635 total
includes taxes & fees
6 Sept - 7 Sept
TownePlace Suites by Marriott Front Royal

10. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
United States
Kelly
RM399
RM444 total
includes taxes & fees
23 Aug - 24 Aug
TRU By Hilton Winchester

11. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Winchester
United States
Jeffrey
RM282
RM311 total
includes taxes & fees
18 Aug - 19 Aug
Travelodge by Wyndham Winchester

12. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
United States
george
RM379
RM421 total
includes taxes & fees
20 Aug - 21 Aug
Fairfield Inn & Suites by Marriott Winchester

13. Twi-Lite Inn

Twi-Lite Inn
Front Royal
United States
Jacob
RM335
RM373 total
includes taxes & fees
18 Aug - 19 Aug
Twi-Lite Inn

14. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
United States
Joscelyn
RM315
RM357 total
includes taxes & fees
2 Sept - 3 Sept
Spark by Hilton Winchester

15. Loudoun Valley Manor

Loudoun Valley Manor
Waterford
United States
michael
RM613
RM699 total
includes taxes & fees
18 Aug - 19 Aug
Loudoun Valley Manor

16. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Timothy
RM499
RM556 total
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn Front Royal

17. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Adrian
RM499
RM551 total
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows

18. Inn at Evergreen

Inn at Evergreen
Haymarket
United States
Kristine
RM1,053
RM1,201 total
includes taxes & fees
18 Aug - 19 Aug
Inn at Evergreen

19. Quality Inn Winchester

Quality Inn Winchester
Winchester
United States
Scott
RM344
RM383 total
includes taxes & fees
23 Aug - 24 Aug
Quality Inn Winchester

20. Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
Warrenton
United States
Edward
RM284
RM304 total
includes taxes & fees
23 Aug - 24 Aug
Baymont by Wyndham Warrenton
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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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"The person working at reception on Saturday, August 15 (from midday through evening) was so helpful and nice. She deserves a raise or promotion if she wants it!"
Thomas 1-night trip
Posted 3 hours ago
Spark by Hilton Winchester
Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"The hotel is in a centric location. Denny's rest just next door."
ANGEL 1-night trip
Posted 6 hours ago
Quality Inn Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"What a great shower...glass doors, excellent water pressure, great shower head and so clean!"
Cindy 1-night trip
Posted 6 hours ago
Comfort Inn & Suites Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"All good!"
Carlos 1-night trip
Posted 9 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"check in was easy, nice staff and the restaurant was good breakfast was a little sparse."
Timothy 1-night trip
Posted 12 hours ago
Clarion Inn Harpers Ferry - Charles Town
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

10/10 Excellent
"Will come back again. Very friendly staff"
Christos 1-night trip
Posted 14 hours ago
The Inn at Charles Town - Hollywood Casino
Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"This is the 2nd year we have stayed at your hotel. Your location, cleanliness, & service is great for our needs."
Barbara 4-night trip
Posted 5 days ago
Hampton Inn Front Royal
Salamander Resort And Spa

Salamander Resort And Spa

8/10 Good
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!! "
JOYSE 2-night trip
Posted 1 month ago
Salamander Resort And Spa

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
RM282
RM311 total
18 Aug - 19 Aug
includes taxes & fees
Travelodge by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA
RM344
RM383 total
23 Aug - 24 Aug
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Quality Inn Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA
RM360
RM400 total
30 Aug - 31 Aug
includes taxes & fees
Microtel Inn & Suites by Wyndham Winchester
Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

721 East Market Street Leesburg VA
RM369
RM424 total
1 Sept - 2 Sept
includes taxes & fees
Red Roof Inn Leesburg, VA
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
RM395
RM440 total
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (1,133 reviews)
Comfort Inn & Suites Winchester
Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA
RM396
RM456 total
30 Aug - 31 Aug
includes taxes & fees
Best Western Leesburg Hotel & Conference Center

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 traveller data. Two other options for your trip to the area are Salamander 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, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.
What are some accommodation options with pools in Upperville?
Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Salamander Resort And Spa and Holiday Inn Winchester Se-Historic Gateway by IHG are a couple of other choices with an on-site pool. View all hotels with pools in Upperville.
What's it like to stay in Upperville?
Visitors can enjoy all that Upperville has to offer, including its restaurants. In Upperville, there are 8 hotels and other accommodation options to choose from. Find out more about Upperville.
What should I see while I'm in Upperville?
A couple of favourite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and RdV Vineyards in the area. Take a look at what more there is to see and do in Expedia's Upperville guide.
What's the weather like in Upperville?
The hottest months are usually July and August, with an average temperature of 22ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Upperville is 1123 mm.

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