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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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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
36205 Snake Hill Rd., Middleburg, VA 20117 ~7.39 miles east of Upperville
  • Mid-scale Rural hotel
  • 18 rooms in hotel
More Photos hotel room
From£237
Average 3.0 /5 Reviews Call BookMore Details
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Salamander Resort And Spa
+1-888-675-2083

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500 North Pendelton St., Middleburg, VA 20117 ~7.95 miles east of Upperville
  • Luxury Five Star Resort hotel
  • Fitness center on property
More Photos Image of Salamander Resort And Spa
From£228
Very good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows : 111 Hospitality Dr.
+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
  • Mid-scale Golf Course hotel
  • 26 suites 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
+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
  • Three Star property
  • Check-in: 15:00
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From£71
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Front Royal - Front Royal
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
9800 Winchester Rd., Front Royal, VA 22630 ~16.61 miles west of Upperville
  • Mid-scale Suburban property
  • 9 suites in hotel
More Photos Photo of Hampton Inn Front Royal
From£84
Very good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
10 South Commerce Ave., Front Royal, VA 22630 ~16.70 miles west of Upperville
  • Economical Suburban hotel
  • Gym is available on property
More Photos Photo 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 in Front Royal
+1-888-897-9207

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141 West 15th St., Front Royal, VA 22630 ~16.98 miles west of Upperville
  • Inexpensive property
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From£47
Average 3.0 /5 Reviews Call BookMore Details
Airlie Hotel : 6809 Airlie Rd.
+1-888-311-4278

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6809 Airlie Rd., Warrenton, VA 20187 ~17.00 miles south of Upperville
  • 4-star hotel
  • 149 rooms in hotel
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From£126
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Front Royal : 111 South St.
+1-888-469-4795

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111 South St., Front Royal, VA 22630 ~17.19 miles west of Upperville
  • Cheap Mountain property
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From£47
Average 3.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Winchester VA - Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1077 Millwood Pike, Winchester, VA 22602 ~18.26 miles northwest of Upperville
  • 2-star property
  • Check in: 11:00 AM
More Photos Image of Super 8 by Wyndham Winchester VA
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 ~18.29 miles northwest of Upperville
  • Cheap Suburban hotel
  • 6 floors in hotel
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From£47
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Winchester, VA - Winchester
+1-888-455-5160

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991 Millwood Pike, Winchester, VA 22602 ~18.36 miles northwest of Upperville
  • Low-priced Suburban property
  • 97 rooms in property
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From£37
Average 3.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites : 140 Costello Dr.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 ~18.37 miles northwest of Upperville
  • 2-star Suburban property
  • Hotel has 72 rooms
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From£47
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Hilton Garden Inn Haymarket
+1-888-906-6358

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15001 Washington St., Haymarket, VA 20169 ~18.40 miles southeast of Upperville
  • Three Star property
  • Hotel has 117 rooms
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From£78
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Holiday Inn Winchester Se-Historic Gateway by IHG : 333 Front Royal Pike
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
333 Front Royal Pike, Winchester, VA 22602 ~18.40 miles northwest of Upperville
  • 3-star Suburban hotel
  • 5 floors in property
More Photos Image of Holiday Inn Winchester Se-Historic Gateway by IHG
From£54
Very good 4.0 /5 Latest Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Winchester
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 ~18.46 miles northwest of Upperville
  • Mid-scale Suburban hotel
  • 2 meeting rooms in hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Winchester
From£69
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • Three Star Highway hotel
  • 2 floors in hotel
More Photos Image of Quality Inn Stephens City - Winchester South
From£47
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 ~18.53 miles west of Upperville
  • Mid-scale Rural property
  • Hotel has 3 floors
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From£53
Very good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Winchester : 160 Front Royal Pike
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 ~18.54 miles northwest of Upperville
  • Cheap Suburban hotel
  • Free comp. breakfast
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From£38
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Winchester Va
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.58 miles west of Upperville
  • Midscale Suburban property
  • Hotel has 81 rooms
More Photos Exterior of Country Inn & Suites by Radisson Winchester Va
From£67
Very good 4.5 /5 Review Score Call BookMore Details
Comfort Inn & Suites Winchester : 195 Kernstown Commons Blvd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
195 Kernstown Commons Blvd., Winchester, VA 22602 Website ~18.63 miles west of Upperville
  • Low Cost Suburban hotel
  • Check in time: 3:00pm
More Photos Exterior of Comfort Inn & Suites Winchester
From£47
Average 3.0 /5 Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 ~18.76 miles northwest of Upperville
  • Economical Highway hotel
  • Hotel has 139 rooms
More Photos Photo of Clarion Inn & Conference Center
From£43
Very good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 ~18.77 miles northwest of Upperville
  • Affordable Suburban hotel
  • Complimentary breakfast is offered
More Photos Image of Towneplace Suites by Marriott Winchester
From£58
Very good 4.0 /5 Guest Reviews Call BookMore Details
Apm Inn & Suites - Winchester
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1347 Berryville Ave., Winchester, VA 22601 ~18.91 miles northwest of Upperville
  • Inexpensive property
  • Check-in: 3:00 PM
More Photos Exterior of Apm Inn & Suites
From£39
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 ~18.96 miles northwest of Upperville
  • 3 star Highway property
  • Complimentary breakfast is offered
More Photos Exterior of Hampton Inn Winchester University / Mall Area
From£64
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA in Winchester
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 ~19.00 miles northwest of Upperville
  • 3-star Highway property
  • 3 meeting rooms in property
More Photos Photo of Hampton Inn Winchester N/Conference Center, VA
From£66
Very good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
7373 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • Economy hotel
More Photos hotel room
From£47
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Warrenton
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
501 Blackwell Rd., Warrenton, VA 20186 ~19.05 miles south of Upperville
  • 3 star hotel
  • Check in time: 3:00pm
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From£63
Average 3.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Warrenton : 7379 Comfort Inn Dr.
+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
  • Two-star Suburban hotel
  • Gym / Fitness Center Available
More Photos Photo of Baymont Inn & Suites Warrenton
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Winchester in Winchester
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
120 Wingate Dr., Winchester, VA 22601 ~19.21 miles northwest of Upperville
  • 3 star Highway hotel
  • 5 floors in hotel
More Photos Image of Hilton Garden Inn Winchester
From£71
Very good 4.5 /5 Read Reviews Call BookMore Details
Red Roof Inn Warrenton in Warrenton
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
6 Broadview Ave., Warrenton, VA 20186 ~19.36 miles south of Upperville
  • 2-star property
  • 79 rooms in property
More Photos Image of Red Roof Inn Warrenton
From£47
Very good 4.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 ~19.37 miles northwest of Upperville
  • 2-star Suburban property
  • Check in: 1:00 PM
More Photos Photo of Motel 6 Winchester Va
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel : 410 Holiday Court
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 ~19.44 miles south of Upperville
  • 3 star Suburban property
  • 15 suites in property
More Photos Exterior of Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Hillbrook Inn - Charles Town
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
4490 Summit Point Rd., Charles Town, WV 25414 ~19.88 miles north of Upperville
  • High end Rural property
  • Free breakfast
More Photos Photo of Hillbrook Inn
From£117
Very good 4.5 /5 Review Score Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 ~19.90 miles northwest of Upperville
  • Economy Highway property
  • 78 rooms in hotel
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From£47
Average 3.0 /5 Review Score Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 ~19.91 miles northwest of Upperville
  • Midscale Downtown property
  • Hotel has 90 rooms
More Photos Photo of The George Washington a Wyndham Grand Hotel
From£78
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District, an IHG
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 Website ~19.93 miles east of Upperville
  • Three Star hotel
  • Free comp. breakfast
More Photos Exterior of Holiday Inn Express and Suites Leesburg Historic District, an IHG
From£86
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
30 Wolfe St. Apt 2e, Winchester, VA 22601 ~19.96 miles northwest of Upperville
  • Cheap hotel
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From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Extended Stay America Select Suites Gainesville : 14141 Dave's Store Lane
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
14141 Dave's Store Lane, Gainesville, VA 20155 ~20.00 miles southeast of Upperville
  • Low-priced Suburban property
  • 4 floors in property
More Photos Photo of Extended Stay America Select Suites Gainesville
From£62
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Leesburg, VA
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
721 East Market St., Leesburg, VA 22075 ~20.00 miles east of Upperville
  • Three Star hotel
More Photos Image of Red Roof Inn Leesburg, VA
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~20.10 miles east of Upperville
  • Affordable Suburban property
  • Hotel has 2 floors
More Photos Photo of Best Western Leesburg Hotel & Conference Center
From£64
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Midscale Suburban property
  • Hotel has 24 suites
More Photos Image of Hampton Inn & Suites Leesburg
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Midscale Downtown property
  • Check-in: 4:00pm
More Photos Photo of Homewood Suites by Hilton Leesburg Va
From£94
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket : 7300 Atlas Walk Way
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 ~20.29 miles southeast of Upperville
  • Mid-scale Rural hotel
  • 4 suites in property
More Photos Image of Hampton Inn by Hilton Gainesville-Haymarket
From£70
Very good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Winchester : 1593 Martinsburg Pike
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1593 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Low Cost Highway property
  • 49 rooms in hotel
More Photos Photo of Days Inn by Wyndham Winchester
From£35
Average 3.5 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 Website ~20.59 miles northwest of Upperville
  • Low-priced Highway hotel
  • Hotel has 82 rooms
More Photos Photo of Quality Inn
From£60
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
91 Reliance Rd., Middletown, VA 22645 ~20.63 miles west of Upperville
  • Cheap property
  • Hotel has 47 rooms
More Photos Exterior of Econo Lodge Inn & Suites
From£38
Poor 2.0 /5 Review Score Call BookMore Details
Springhill Suites Winchester
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
280 Market St., Winchester, VA 22603 ~20.63 miles northwest of Upperville
  • 3-star Suburban hotel
  • Free breakfast
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From£63
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Winchester
+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 Latest Reviews Call BookMore Details
TRU by Hilton Winchester
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
118 Mercedes Court, Winchester, VA 22603 ~20.71 miles northwest of Upperville
  • Mid-scale hotel
  • Hotel has 90 rooms
More Photos Photo of TRU by Hilton Winchester
From£71
Very good 4.0 /5 Recent 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 Hillbrook Inn 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 Springhill Suites by Marriott Winchester 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 by IHG, Holiday Inn Express and Holiday Inn Express and Suites Leesburg Historic District, an IHG are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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