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, Motels & Accommodations

Goodstone Inn & Restaurant
+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 +1-888-389-4121 ~7.39 miles east of Upperville
  • 3 star Rural hotel
  • 18 sleeping rooms in hotel
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From£224
Average 3.0 /5 Review Score Call BookMore Details
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 +1-888-675-2083 ~7.95 miles east of Upperville
  • Luxurious 5 Star Resort property
  • 4 floors in property
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From£216
Very good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows
+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 +1-800-716-8490 ~15.67 miles west of Upperville
  • Mid-scale Golf Course hotel
  • 124 sleeping rooms in hotel
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From£59
Very good 4.0 /5 Hotel 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 +1-800-805-5223 ~16.06 miles west of Upperville
  • Midscale hotel
  • 84 suites in hotel
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From£67
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Front Royal : 9800 Winchester Rd.
+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 +1-888-965-1860 ~16.61 miles west of Upperville
  • Affordable Suburban property
  • 102 rooms in hotel
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From£80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park - Front Royal
+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 +1-888-788-5576 ~16.70 miles west of Upperville
  • Low Cost Suburban hotel
  • 3 floors in property
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From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Front Royal, VA
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
141 West 15th St., Front Royal, VA 22630 +1-888-897-9207 ~16.98 miles west of Upperville
  • Economy hotel
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From£44
Average 3.0 /5 Review Score Call BookMore Details
Airlie Hotel - Warrenton
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
6809 Airlie Rd., Warrenton, VA 20187 +1-888-311-4278 ~17.00 miles south of Upperville
  • Expensive hotel
  • 149 rooms in property
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From£119
Very good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Front Royal
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
111 South St., Front Royal, VA 22630 +1-888-469-4795 ~17.19 miles west of Upperville
  • Inexpensive Mountain property
  • Check-in time: 2.00 Pm
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From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA in 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 +1-888-734-9421 ~18.26 miles northwest of Upperville
  • Two-star hotel
  • Check in time: 11:00 AM
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From£44
Average 3.0 /5 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 +1-888-841-5292 ~18.29 miles northwest of Upperville
  • Economical Suburban hotel
  • Gym / Fitness Center Available
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Winchester, VA in Winchester
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
991 Millwood Pike, Winchester, VA 22602 +1-888-455-5160 ~18.36 miles northwest of Upperville
  • 2-star Suburban hotel
  • Check in time: 3:00 pm
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From£35
Average 3.0 /5 Recent Reviews 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 +1-888-965-8297 ~18.37 miles northwest of Upperville
  • Economy Suburban hotel
  • Access to gym on-site
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From£44
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Haymarket in Haymarket
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
15001 Washington St., Haymarket, VA 20169 +1-888-906-6358 ~18.40 miles southeast of Upperville
  • Affordable property
  • 4 suites in hotel
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From£74
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway by IHG - Winchester
+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 +1-888-749-6785 ~18.40 miles northwest of Upperville
  • Three Star Suburban hotel
  • Gym is available on property
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From£51
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester : 250 Front Royal Pike
+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 +1-888-878-9982 ~18.46 miles northwest of Upperville
  • Affordable Suburban hotel
  • Hotel has 2 meeting rooms
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From£65
Very good 4.0 /5 Recent 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 +1-888-389-4485 ~18.49 miles west of Upperville
  • 3-star Highway hotel
  • Gym is available on property
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From£44
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express - Stephens City
+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 +1-888-389-4121 ~18.53 miles west of Upperville
  • Mid-scale Rural property
  • 71 sleeping rooms in hotel
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From£50
Very good 4.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Winchester
+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 +1-888-675-2083 ~18.54 miles northwest of Upperville
  • Low-priced Suburban hotel
  • Hotel has 5 meeting rooms
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From£36
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites - Winchester
+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 +1-800-716-8490 ~18.62 miles west of Upperville
  • Three Star Suburban hotel
  • Complimentary breakfast is offered
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Winchester
+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 +1-800-805-5223 ~18.63 miles west of Upperville
  • Low priced Suburban hotel
  • 33 suites in property
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 +1-888-965-1860 ~18.76 miles northwest of Upperville
  • Cheap Highway property
  • 4 conference rooms in property
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From£41
Very good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln
+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 +1-888-788-5576 ~18.77 miles northwest of Upperville
  • 3 star Suburban property
  • Fitness + Health Center
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From£55
Very good 4.0 /5 Latest Reviews Call BookMore Details
Apm Inn & Suites
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1347 Berryville Ave., Winchester, VA 22601 +1-888-897-9207 ~18.91 miles northwest of Upperville
  • Two star hotel
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From£37
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area - Winchester
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-311-4278 ~18.96 miles northwest of Upperville
  • 3 star Highway property
  • Check in: 3.00pm
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From£61
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA in Winchester
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 +1-888-469-4795 ~19.00 miles northwest of Upperville
  • Affordable Highway property
  • Check-in: 3:00PM
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From£62
Very good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites in Warrenton
+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 +1-888-734-9421 ~19.03 miles south of Upperville
  • Two-star property
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Warrenton - 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 +1-888-841-5292 ~19.05 miles south of Upperville
  • Affordable property
  • Check in time: 3:00pm
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From£59
Average 3.0 /5 Guest Reviews Call BookMore Details
Baymont Inn & Suites 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 +1-888-455-5160 ~19.06 miles south of Upperville
  • 2 star Suburban property
  • Free comp. breakfast
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From£44
Average 3.0 /5 Recent 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 +1-888-965-8297 ~19.21 miles northwest of Upperville
  • Affordable Highway hotel
  • 12 suites in hotel
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From£67
Very good 4.5 /5 Review Score Call BookMore Details
Red Roof Inn Warrenton - 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 +1-888-906-6358 ~19.36 miles south of Upperville
  • Economical property
  • Check in: 15:00
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From£44
Very good 4.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va
+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 +1-888-749-6785 ~19.37 miles northwest of Upperville
  • Two-star Suburban property
  • Free breakfast
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From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG - Warrenton
+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 +1-888-878-9982 ~19.44 miles south of Upperville
  • Midscale Suburban property
  • Free comp. breakfast
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Hillbrook Inn
+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 +1-888-389-4485 ~19.88 miles north of Upperville
  • 4-star Rural hotel
  • Check-in time: 12:00 pm
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From£111
Very good 4.5 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester - 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 +1-888-389-4121 ~19.90 miles northwest of Upperville
  • Cheap Highway property
  • 4 floors in property
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From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+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 +1-888-675-2083 ~19.91 miles northwest of Upperville
  • Mid-scale Downtown hotel
  • 6 floors in property
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From£74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District by IHG in Leesburg
+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 +1-800-716-8490 ~19.93 miles east of Upperville
  • 3-star property
  • Free comp. breakfast
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From£81
Very good 4.0 /5 Guest 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 +1-800-805-5223 ~19.96 miles northwest of Upperville
  • 2-star hotel
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From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Select Suites Gainesville in Gainesville
+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 +1-888-965-1860 ~20.00 miles southeast of Upperville
  • Economical Suburban property
  • Check-in time: 3pm
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From£59
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Leesburg, VA : 721 East Market St.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
721 East Market St., Leesburg, VA 22075 +1-888-788-5576 ~20.00 miles east of Upperville
  • Affordable hotel
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From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St.
+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 +1-888-897-9207 ~20.10 miles east of Upperville
  • 3 star Suburban hotel
  • 99 sleeping rooms in hotel
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From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites 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 +1-888-311-4278 ~20.25 miles east of Upperville
  • 3-star Suburban hotel
  • Gym / Fitness Center Available
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From£59
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+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 +1-888-469-4795 ~20.25 miles east of Upperville
  • Midscale Downtown property
  • 91 suites in hotel
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From£88
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket
+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 +1-888-734-9421 ~20.29 miles southeast of Upperville
  • Three Star Rural hotel
  • 5 floors in hotel
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From£66
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Winchester - Winchester
+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 +1-888-841-5292 ~20.58 miles northwest of Upperville
  • Two-star Highway hotel
  • 49 rooms in property
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From£33
Average 3.5 /5 Guest Reviews Call BookMore Details
Quality Inn - Winchester
+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 +1-888-455-5160 ~20.59 miles northwest of Upperville
  • Cheap Highway hotel
  • 2 floors in hotel
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From£57
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Inn & Suites - Middletown
+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 +1-888-965-8297 ~20.63 miles west of Upperville
  • Two star hotel
  • Complimentary breakfast is offered
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From£36
Poor 2.0 /5 Guest Reviews 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 +1-888-906-6358 ~20.63 miles northwest of Upperville
  • Midscale Suburban property
  • 96 suites in property
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From£59
Average 3.0 /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 +1-888-749-6785 ~20.63 miles northwest of Upperville
  • 3 star property
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From£67
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 +1-888-878-9982 ~20.71 miles northwest of Upperville
  • Affordable property
  • 3 floors in property
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From£67
Very good 4.0 /5 Read Reviews Call BookMore Details

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