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Our top choices for Upperville hotels

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, (878 reviews)
"The staff was wonderful! "
United States
Jayne
The price is £90
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Winchester N/Conference Center, VA

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,105 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is £87
includes taxes & fees
17 May - 18 May
Comfort Inn & Suites Winchester

Hometowne Studios By Red Roof Leesburg

Hometowne Studios By Red Roof Leesburg
2.5 star property
Leesburg
The price is £99
includes taxes & fees
13 May - 14 May
Hometowne Studios By Red Roof Leesburg

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 nice would stay there again"
United States
John
The price is £88
includes taxes & fees
26 Apr - 27 Apr
La Quinta Inn & Suites by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (842 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is £74
includes taxes & fees
11 May - 12 May
Fairfield Inn & Suites by Marriott Winchester

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, (1,003 reviews)
"Very clean rooms and friendly staff."
United States
Christine
The price is £79
includes taxes & fees
10 May - 11 May
Country Inn & Suites by Radisson, Winchester, VA

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)
"Breakfast options were minimal."
United States
gregory
The price is £52
includes taxes & fees
21 Apr - 22 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is £72
includes taxes & fees
3 May - 4 May
Quality Inn Winchester

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
8.0 out of 10, Very good, (1,010 reviews)
"The people working here were really kind!"
United States
Melissa
The price is £78
includes taxes & fees
30 Apr - 1 May
Clarion Inn Harpers Ferry - Charles Town

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,448 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is £72
includes taxes & fees
23 Apr - 24 Apr
Microtel Inn & Suites by Wyndham Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (265 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is £51
includes taxes & fees
19 Apr - 20 Apr
Relax Inn Motel

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (843 reviews)
"Great stay!"
United States
Rene
The price is £91
includes taxes & fees
10 May - 11 May
SpringHill Suites by Marriott Winchester

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, (845 reviews)
"Nice clean hotel "
United States
Laura
The price is £81
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express Winchester South-Stephens City by IHG

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
2.0 star property
Leesburg
8.6 out of 10, Excellent, (1,001 reviews)
"Room was clean, staff pleasant. "
United States
Brad
The price is £73
includes taxes & fees
26 Apr - 27 Apr
Red Roof Inn Leesburg, VA

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,003 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is £60
includes taxes & fees
22 Apr - 23 Apr
Rodeway Inn & Suites Charles Town

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is £74
includes taxes & fees
26 Apr - 27 Apr
Spark by Hilton Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (961 reviews)
"Great location"
Canada
jim
The price is £86
includes taxes & fees
6 May - 7 May
Courtyard by Marriott Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,090 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is £57
includes taxes & fees
20 Apr - 21 Apr
Travelodge by Wyndham Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
The price is £101
includes taxes & fees
10 May - 11 May
Hampton Inn Front Royal

Motel 6 Charles Town, WV

Motel 6 Charles Town, WV
2.0 star property
Charles Town
7.6 out of 10, Good, (783 reviews)
"Room was very clean, and the bed was comfortable. The desk people were friendly and helpful."
United States
Karen
The price is £49
includes taxes & fees
26 Apr - 27 Apr
Motel 6 Charles Town, WV
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

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.

Welcome sign to Upperville Virginia in Fauquier County.

Top Upperville Hotel Reviews

More cheap stays in Upperville

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 £57 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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