Photo by Michael Gibson

Search Upperville hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Upperville

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, (1010)
"Great stay for a great price!"
The price is NZ$179
includes taxes & fees
27 July - 28 July
Country Inn & Suites by Radisson, Winchester, VA
Quality Inn
Exterior

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Great place , great front desk staff, super clean & very quiet"
The price is NZ$153
includes taxes & fees
31 July - 1 Aug
Quality Inn
Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1014)
"Perfect stay for our family while on the road"
The price is NZ$174
includes taxes & fees
27 July - 28 July
Comfort Inn & Suites
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, (446)
"Staff was amazing! "
The price is NZ$193
includes taxes & fees
27 July - 28 July
TownePlace Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
1 bedroom, pillow-top beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (661)
"Great clean and modern rooms and nice service, would recommend to anyone looking for a stay in the area."
The price is NZ$202
includes taxes & fees
27 July - 28 July
SpringHill Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (741)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is NZ$174
includes taxes & fees
31 July - 1 Aug
Fairfield Inn & Suites by Marriott Winchester
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (685)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is NZ$170
includes taxes & fees
13 Aug - 14 Aug
TRU By Hilton Winchester
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, (1002)
"I was able to check in early without issue which was very much appreciated given the hot humid weather! Friendly staff through out the visit."
The price is NZ$182
includes taxes & fees
27 July - 28 July
Clarion Inn Harpers Ferry - Charles Town
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Great stay!"
The price is NZ$202
includes taxes & fees
14 Aug - 15 Aug
Hampton Inn Front Royal
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, (758)
"Always great!"
The price is NZ$169
includes taxes & fees
27 July - 28 July
Holiday Inn Express Winchester South-Stephens City by IHG
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (845)
"Great location, great amenities "
The price is NZ$193
includes taxes & fees
2 Aug - 3 Aug
Courtyard by Marriott Winchester
Rodeway Inn & Suites - Charles Town, WV
2 bars/lounges, sports bar

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (994)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is NZ$135
includes taxes & fees
27 July - 28 July
Rodeway Inn & Suites - Charles Town, WV
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, (2090)
"Clean room, comfortable bed and friendly staff."
The price is NZ$187
includes taxes & fees
27 July - 28 July
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1318)
"Clean comfortable room, friendly staff. "
The price is NZ$148
includes taxes & fees
17 Aug - 18 Aug
Microtel Inn & Suites by Wyndham Winchester
Relax Inn Motel
Front of property - evening/night

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (236)
"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 NZ$127
includes taxes & fees
25 July - 26 July
Relax Inn Motel
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1004)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is NZ$116
includes taxes & fees
28 July - 29 July
Super 8 by Wyndham Front Royal
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1007)
"Clean, comfortable, quiet, safe, but complimentary breakfast was lackluster."
The price is NZ$170
includes taxes & fees
17 Aug - 18 Aug
Spark by Hilton Winchester
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1097)
"Hotel was right off highway, very inexpensive, unexpectedly provided light breakfast (waffles, cereal, toast, coffee, juice). Would stay there again."
The price is NZ$124
includes taxes & fees
27 July - 28 July
Travelodge by Wyndham Winchester
Twi-Lite Inn
Exterior

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (513)
"Good "
The price is NZ$144
includes taxes & fees
28 July - 29 July
Twi-Lite Inn
Motel 6 Winchester, VA
Coffee service

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1003)
"Staff is friendly yet professional. I travel with my service dog and they make a big fuss over her with treats and kindness. Nothing better than having animal lovers run a clean, safe and affordable motel."
The price is NZ$120
includes taxes & fees
28 July - 29 July
Motel 6 Winchester, VA
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Upperville

Explore Upperville: its dining and more!

See all hotels in Upperville

Top Upperville Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"ROY DID AND EXCELLENT JOB"
TIMOTHY 1-night trip
Posted 8 hours ago
Comfort Inn & Suites

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 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 holiday rentals that Upperville has to offer?

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing: This holiday home rental outside of Upperville is located on a river, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. See all 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. La Quinta Inn & Suites by Wyndham Winchester 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 5 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 Blue Ridge Regional Park 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 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Upperville is 1123 mm.