Find hotels in Upperville, VA from CA $98

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Our top choices for Upperville hotels

Hilton Garden Inn Haymarket

Hilton Garden Inn Haymarket
3.0 star property
Haymarket
9.4 out of 10, Exceptional, (266 reviews)
"Nice hotel in a hallmark town "
United States
Diane
The price is CA $200
CA $232 total
includes taxes & fees
Feb 23 - Feb 24
Hilton Garden Inn Haymarket

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (133 reviews)
"Beautiful property and excellent food."
United States
Paula
Inn at Evergreen

Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.6 out of 10, Exceptional, (49 reviews)
"It was a delightful quaint exclusive country inn - a real treat to stay. "
United States
Amanda
Goodstone Inn & Restaurant

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,000 reviews)
"Staff was very courteous "
United States
Crystal
The price is CA $87
CA $98 total
includes taxes & fees
Feb 25 - Feb 26
Rodeway Inn & Suites Charles Town

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
8.0 out of 10, Very good, (1,001 reviews)
"Nice place to stay"
United States
Cynthia
The price is CA $91
CA $102 total
includes taxes & fees
Feb 18 - Feb 19
Days Inn by Wyndham Charles Town/Harpers Ferry

The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (424 reviews)
"Amazing hotel, very cozy cottages"
United States
Babak
The Red Fox Inn & Tavern

Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
Gainesville
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing stay! "
Canada
Arzoo
The price is CA $155
CA $176 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn by Hilton Gainesville-Haymarket

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Great hotel!"
United States
CHARLES
The price is CA $166
CA $188 total
includes taxes & fees
Feb 19 - Feb 20
The George Washington Hotel, A Wyndham Grand Hotel

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (441 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is CA $217
CA $246 total
includes taxes & fees
Feb 25 - Feb 26
The Carriage Inn B&B

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (810 reviews)
"Great stay!"
United States
Rene
The price is CA $145
CA $158 total
includes taxes & fees
Mar 8 - Mar 9
SpringHill Suites by Marriott Winchester

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, (2,265 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is CA $136
CA $148 total
includes taxes & fees
Feb 15 - Feb 16
La Quinta Inn & Suites by Wyndham Winchester

Holiday Inn Express Hotel & Suites Warrenton by IHG

Holiday Inn Express Hotel & Suites Warrenton by IHG
2.5 star property
Warrenton
8.6 out of 10, Excellent, (778 reviews)
"Nice hotel all around "
United States
Bob
The price is CA $132
CA $144 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express Hotel & Suites Warrenton by IHG

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is CA $289
CA $319 total
includes taxes & fees
Mar 3 - Mar 4
L'Auberge Provencale Inn & Restaurant

Extended Stay America Select Suites Gainesville

Extended Stay America Select Suites Gainesville
2.5 star property
Gainesville
6.2 out of 10, (501 reviews)
"The room was clean, the staff is very helpful and nice and the owner do everything he can to make everyone comfortable here"
United States
James
The price is CA $103
CA $119 total
includes taxes & fees
Feb 22 - Feb 23
Extended Stay America Select Suites Gainesville

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (932 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is CA $145
CA $158 total
includes taxes & fees
Feb 19 - Feb 20
Courtyard by Marriott Winchester

Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North
3.0 star property
Ashburn
8.4 out of 10, Very good, (1,000 reviews)
"Clean room,.nice staff, large walk-in shower, coffee maker and mini fridge! Great price, saved 20 bucks online with Expedia app! I will definitely come back for another "staycation" "
United States
Patrick
The price is CA $129
CA $147 total
includes taxes & fees
Mar 15 - Mar 16
Hilton Garden Inn Dulles North

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, (1,001 reviews)
"Courteous staff, clean room. Nice to have free breakfast available."
Canada
Mary
The price is CA $113
CA $123 total
includes taxes & fees
Feb 22 - Feb 23
Country Inn & Suites by Radisson, Winchester, VA

Airlie Hotel

Airlie Hotel
3.5 star property
Warrenton
8.6 out of 10, Excellent, (340 reviews)
"The HVAC system was right outside our room and was humming all night. Everything was comfortable but our sleep was extremely disrupted."
United States
Adam
The price is CA $203
CA $251 total
includes taxes & fees
Feb 18 - Feb 19
Airlie Hotel

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (674 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is CA $206
CA $265 total
includes taxes & fees
Feb 19 - Feb 20
Hillbrook Inn

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (96 reviews)
"The breakfast was fabulous and the room great "
United States
MICHEL
The price is CA $260
CA $296 total
includes taxes & fees
Feb 18 - Feb 19
Stone Manor Boutique Inn
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Stay near popular Upperville attractions

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.

Hiking Sky Meadows State Park...
Photo by Michael Gibson
Open Photo by Michael Gibson

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Hotels in Upperville with star rating

Frequently asked questions

What is the best area to stay in Upperville?
The best area to stay in Upperville is directly within the village centre, as it offers the most convenient access to local attractions and a quintessential experience of the area.

Upperville's village centre is small and picturesque, primarily centred around the intersection of John S. Mosby Highway (Route 50) and Trappe Road. This area is characterised by its historic stone and brick buildings, many of which house boutique shops, art galleries, and acclaimed dining establishments. The iconic Trinity Episcopal Church is a prominent landmark, and the area is surrounded by rolling hills and horse farms, providing a scenic backdrop.

Couples looking for a romantic and sophisticated getaway will find the village centre particularly appealing. You'll be within easy walking distance of gourmet restaurants for intimate dinners and unique shops for browsing. The relaxed pace and beautiful surroundings make it ideal for a quiet escape.

For those interested in equestrian activities, staying in the village centre provides excellent access to the renowned Upperville Colt & Horse Show grounds, which are just a short drive away.
When is the best time to go to Upperville?
The best time to go to Upperville is during the spring (late April to early June) and autumn (September to October) months, when the weather is mild and the natural beauty of the Virginia countryside is at its peak.

Spring brings blooming dogwoods and redbuds, making it an ideal time for outdoor activities like horseback riding or visiting local vineyards. The Upperville Colt & Horse Show, a significant equestrian event, usually takes place in early June, drawing many visitors to the area.

Autumn offers stunning foliage as the trees along the Blue Ridge Mountains turn vibrant shades of red, orange, and gold. This season is great for scenic drives, exploring the historic villages nearby, and enjoying the numerous harvest festivals and farm-to-table dining experiences.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Upperville.
How can I save on a Upperville hotel booking with Expedia?
Members always get our best prices. Find our best Upperville hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Upperville hotel?
Prices for hotels in Upperville often vary, but you can find a great deal from CA $98 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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