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Upperville Virginia Hotels & Motels

Find hotels in Upperville using the list and search tools below. Search for cheap and discounted hotel and motel rates in or near Upperville, VA for your upcoming personal or group travel. We list the best Upperville, Virginia motel and hotel rooms. Browse the Upperville area hotels to find the perfect lodging! Please use the provided map of the Upperville hotels.

The Upperville center is around 18 miles east of The Family Drive In and 19 miles southeast of Abram's Delight Museum.

Upperville Hotels/Accommodations

Goodstone Inn & Restaurant - Middleburg
+1-888-389-4121

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36205 Snake Hill Rd., Middleburg, VA 20117 ~7.39 miles east of Upperville
  • Mid-scale hotel
More Photos hotel room
From£239
Average 3.0 /5 Recent Reviews Call BookMore Details
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Salamander Resort And Spa
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
500 North Pendelton St., Middleburg, VA 20117 ~7.95 miles east of Upperville
  • Luxurious 5 Star Resort hotel
  • Check-in: 4:pm
More Photos Exterior of Salamander Resort And Spa
From£230
Very good 4.0 /5 Latest Reviews Call BookMore Details
DoubleTree by Hilton Front Royal Blue Ridge Shadows - Front Royal
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
111 Hospitality Dr., Front Royal, VA 22630 ~15.67 miles west of Upperville
  • Affordable Golf Course hotel
  • 6 meeting rooms in property
More Photos Exterior of DoubleTree by Hilton Front Royal Blue Ridge Shadows
From£63
Very good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Stes Front Marriott in Front Royal
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
85 Caroline Dr., Front Royal, VA 22630 ~16.06 miles west of Upperville
  • 3 star property
  • Check-in time: 15:00
More Photos Image of Towneplace Stes Front Marriott
From£71
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Front Royal - Front Royal
+1-888-965-1860

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9800 Winchester Rd., Front Royal, VA 22630 ~16.61 miles west of Upperville
  • Affordable Suburban property
  • Hotel has 9 suites
More Photos Image of Hampton Inn Front Royal
From£85
Very good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park : 10 South Commerce Ave.
+1-888-788-5576

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10 South Commerce Ave., Front Royal, VA 22630 ~16.70 miles west of Upperville
  • Cheap Suburban hotel
  • Hotel has 5 suites
More Photos Image of Baymont by Wyndham Front Royal Near Shenandoah National Park
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Front Royal, VA
+1-888-897-9207

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141 West 15th St., Front Royal, VA 22630 ~16.98 miles west of Upperville
  • Low priced hotel
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From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Airlie Hotel in Warrenton
+1-888-311-4278

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6809 Airlie Rd., Warrenton, VA 20187 ~17.00 miles south of Upperville
  • Four-star property
  • 2 suites in hotel
More Photos Image of Airlie Hotel
From£127
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Front Royal
+1-888-469-4795

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111 South St., Front Royal, VA 22630 ~17.19 miles west of Upperville
  • Inexpensive Mountain property
More Photos Image of Super 8 by Wyndham Front Royal
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Winchester, an IHG Hotel - Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1135 Millwood Pike, Winchester, VA 22602 ~18.15 miles northwest of Upperville
  • Low priced Suburban hotel
  • 15 suites in hotel
More Photos Photo of Candlewood Suites Winchester, an IHG Hotel
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA : 1077 Millwood Pike
+1-888-841-5292

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1077 Millwood Pike, Winchester, VA 22602 ~18.26 miles northwest of Upperville
  • Inexpensive property
More Photos Image of Super 8 by Wyndham Winchester VA
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester in Winchester
+1-888-455-5160

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1055 Millwood Pike, Winchester, VA 22602 ~18.29 miles northwest of Upperville
  • Cheap Suburban hotel
  • 6 floors in hotel
More Photos Exterior of La Quinta Inn & Suites by Wyndham Winchester
From£47
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Winchester, VA - Winchester
+1-888-965-8297

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991 Millwood Pike, Winchester, VA 22602 ~18.36 miles northwest of Upperville
  • 2-star Suburban hotel
  • 97 rooms in hotel
More Photos Image of Red Roof Inn Winchester, VA
From£37
Average 3.0 /5 Reviews Call BookMore Details
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Sleep Inn & Suites - Winchester
+1-888-906-6358

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140 Costello Dr., Winchester, VA 22602 ~18.37 miles northwest of Upperville
  • Low-priced Suburban property
  • Fitness center on property
More Photos Exterior of Sleep Inn & Suites
From£47
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Haymarket
+1-888-749-6785

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15001 Washington St., Haymarket, VA 20169 ~18.40 miles southeast of Upperville
  • 3 star property
  • Check-in time: 3:00 PM
More Photos Photo of Hilton Garden Inn Haymarket
From£78
Average 3.0 /5 Review Score Call BookMore Details
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Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel : 333 Front Royal Pike
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
333 Front Royal Pike, Winchester, VA 22602 ~18.40 miles northwest of Upperville
  • Affordable Suburban hotel
  • Check-in time: 3:00pm
More Photos Exterior of Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
From£55
Very good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester in Winchester
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 ~18.46 miles northwest of Upperville
  • Midscale Suburban hotel
  • 2 meeting rooms in property
More Photos Image of Fairfield Inn & Suites by Marriott Winchester
From£70
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • Mid-scale Highway hotel
  • Check in: 3:00pm
More Photos Image of Quality Inn Stephens City - Winchester South
From£47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
165 Town Run Lane, Stephens City, VA 22655 ~18.50 miles west of Upperville
  • 3 star Rural hotel
  • Free breakfast
More Photos Photo of Holiday Inn Express Winchester South-Stephens City, an IHG Hotel
From£51
Average 3.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Winchester - Winchester
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 ~18.54 miles northwest of Upperville
  • Inexpensive Suburban hotel
  • 8 suites in property
More Photos Photo of Travelodge by Wyndham Winchester
From£39
Average 3.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va - Winchester
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.58 miles west of Upperville
  • Affordable Suburban property
  • Gym / Fitness Center Available
More Photos Image of Country Inn & Suites by Radisson Winchester Va
From£67
Very good 4.5 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Winchester : 195 Kernstown Commons Blvd.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
195 Kernstown Commons Blvd., Winchester, VA 22602 Website ~18.63 miles west of Upperville
  • Low-priced Suburban property
  • Hotel has 33 suites
More Photos Exterior of Comfort Inn & Suites Winchester
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Conference Center : 711 Millwood Ave.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 ~18.76 miles northwest of Upperville
  • Low-priced Highway hotel
  • Check-in: 11:00
More Photos Image of Clarion Inn & Conference Center
From£43
Very good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 ~18.77 miles northwest of Upperville
  • Affordable Suburban property
  • Gym / Fitness Center Available
More Photos Photo of Towneplace Suites by Marriott Winchester
From£59
Very good 4.0 /5 Reviews Call BookMore Details
Apm Inn & Suites
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1347 Berryville Ave., Winchester, VA 22601 ~18.91 miles northwest of Upperville
  • Low Cost property
  • Hotel has 3 floors
More Photos Exterior of Apm Inn & Suites
From£39
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 ~18.96 miles northwest of Upperville
  • 3-star Highway property
  • Check in time: 3.00pm
More Photos Photo of Hampton Inn Winchester University / Mall Area
From£65
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA in Winchester
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 ~19.00 miles northwest of Upperville
  • 3-star Highway property
  • 100 rooms in hotel
More Photos Photo of Hampton Inn Winchester N/Conference Center, VA
From£66
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
7373 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • 2 star property
More Photos hotel room
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.06 miles south of Upperville
  • 2-star Suburban hotel
  • Hotel has a green policy Learn more
More Photos Exterior of Baymont Inn & Suites Warrenton
From£47
Average 3.0 /5 Reviews Call BookMore Details
Starhotel Ritz - Milano
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
Via Spallanzani 40, Milano, 20129 Italy ~19.09 miles northeast of Upperville
  • 4-star Downtown hotel
  • Check in: 12:00
More Photos Photo of Starhotel Ritz
From£99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Winchester - Winchester
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
120 Wingate Dr., Winchester, VA 22601 ~19.21 miles northwest of Upperville
  • Three Star Highway hotel
  • Access to gym on-site
More Photos Exterior of Hilton Garden Inn Winchester
From£71
Very good 4.5 /5 Guest Reviews Call BookMore Details
Red Roof Inn Warrenton
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
6 Broadview Ave., Warrenton, VA 20186 ~19.36 miles south of Upperville
  • 2 star hotel
  • 2 floors in hotel
More Photos Photo of Red Roof Inn Warrenton
From£47
Very good 4.0 /5 Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 ~19.37 miles northwest of Upperville
  • 2 star Suburban hotel
  • 67 rooms in property
More Photos Exterior of Motel 6 Winchester Va
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel - Warrenton
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 ~19.44 miles south of Upperville
  • 3 star Suburban hotel
  • 3 floors in property
More Photos Image of Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
From£63
Average 3.0 /5 Reviews Call BookMore Details
Hillbrook Inn
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
4490 Summit Point Rd., Charles Town, WV 25414 ~19.88 miles north of Upperville
  • Four star Rural property
  • Free comp. breakfast
More Photos Image of Hillbrook Inn
From£118
Very good 4.5 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 ~19.90 miles northwest of Upperville
  • Cheap Highway hotel
  • 4 floors in hotel
More Photos Photo of Microtel Inn & Suites by Wyndham Winchester
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 ~19.91 miles northwest of Upperville
  • Mid-scale Downtown property
  • 90 rooms in hotel
More Photos Exterior of The George Washington a Wyndham Grand Hotel
From£78
Very good 4.0 /5 Read Reviews Call BookMore Details
Comfort Suites Leesburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 Website ~19.93 miles east of Upperville
  • Midscale property
  • Hotel has 9 suites
More Photos Photo of Comfort Suites Leesburg
From£86
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
30 Wolfe St. Apt 2e, Winchester, VA 22601 ~19.96 miles northwest of Upperville
  • Cheap hotel
More Photos hotel room
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Extended Stay America Select Suites Gainesville - Gainesville
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
14141 Dave's Store Lane, Gainesville, VA 20155 ~20.00 miles southeast of Upperville
  • Cheap Suburban property
  • 121 rooms in property
More Photos Image of Extended Stay America Select Suites Gainesville
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Leesburg - Leesburg
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
721 East Market St., Leesburg, VA 22075 ~20.00 miles east of Upperville
  • Midscale hotel
  • Check in: 12:00 PM
More Photos Image of Red Roof Inn Leesburg
From£63
Average 3.0 /5 Review Score Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~20.10 miles east of Upperville
  • Affordable Suburban property
  • 2 suites in property
More Photos Photo of Best Western Leesburg Hotel & Conference Center
From£65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites - Leesburg
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • 3 star Suburban hotel
  • Free breakfast
More Photos Photo of Hampton Inn & Suites
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va - Leesburg
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Mid-scale Downtown property
  • Hotel has 91 suites
More Photos Exterior of Homewood Suites by Hilton Leesburg Va
From£94
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 ~20.29 miles southeast of Upperville
  • Affordable Rural property
  • 4 suites in property
More Photos Exterior of Hampton Inn by Hilton Gainesville Haymarket
From£70
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Winchester
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1593 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Inexpensive Highway property
  • Check in time: 2:00 PM
More Photos Exterior of Days Inn by Wyndham Winchester
From£35
Average 3.5 /5 Guest Reviews Call BookMore Details
Quality Inn : 1601 Martinsburg Pike
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 Website ~20.59 miles northwest of Upperville
  • Two star Highway property
  • Complimentary breakfast is offered
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From£61
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Inn & Suites
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
91 Reliance Rd., Middletown, VA 22645 ~20.63 miles west of Upperville
  • Cheap hotel
  • Free complimentary breakfast
More Photos Exterior of Econo Lodge Inn & Suites
From£39
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Winchester : 280 Maket St.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
280 Maket St., Winchester, VA 22603 ~20.63 miles northwest of Upperville
  • 3-star property
More Photos hotel room
From£71
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites Winchester - Winchester
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
280 Market St., Winchester, VA 22603 ~20.63 miles northwest of Upperville
  • Three Star Suburban property
  • Check-in: 3:00 PM
More Photos hotel room
From£63
Average 3.0 /5 Hotel Reviews Call BookMore Details

Next: See My Upperville Hotels with Pricing

Graph: Upcoming 20 Days of Upperville Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Upperville, VA discounts available. The chart reflects the cheapest Upperville hotel for each day and each star rating category.

FAQs about hotels in Upperville

What are the best rated hotels in Upperville?

Country Inn & Suites by Radisson Winchester Va, Hilton Garden Inn Winchester and Hillbrook Inn are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Upperville?

Salamander Resort And Spa, Airlie Hotel and Starhotel Ritz are the top 3 luxury hotels near Upperville city center.

What hotels are closest to the city center of Upperville?

Goodstone Inn & Restaurant, Salamander Resort And Spa, and DoubleTree by Hilton Front Royal Blue Ridge Shadows are the properties closest to Upperville city center.

What are the most popular independent hotels in Upperville?

Hillbrook Inn, Salamander Resort And Spa and Airlie Hotel are the best rated independent hotels (not part of a big brand).

What are the most popular Marriott hotels in Upperville?

Fairfield Inn & Suites by Marriott Winchester, Towneplace Suites by Marriott Winchester and Starhotel Ritz are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Upperville?

Sleep Inn & Suites, Quality Inn Stephens City - Winchester South and Clarion Inn & Conference Center are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best IHG hotels in Upperville?

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel, Holiday Inn Express Winchester South-Stephens City, an IHG Hotel and Candlewood Suites Winchester, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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