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
  • Affordable Rural property
  • Check in time: 4:00 PM
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From£231
Average 3.0 /5 Read Reviews 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
  • Luxury 5 star Resort property
  • 168 sleeping rooms in hotel
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From£222
Very good 4.0 /5 Read 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 +1-800-716-8490 ~15.67 miles west of Upperville
  • 3 star Golf Course hotel
  • 26 suites in property
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From£61
Very good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Stes Front Marriott - 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 +1-800-805-5223 ~16.06 miles west of Upperville
  • Midscale property
  • Hotel has 4 floors
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From£69
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn 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 +1-888-965-1860 ~16.61 miles west of Upperville
  • 3 star Suburban property
  • 4 floors in property
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From£82
Very good 4.0 /5 Review Score 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 +1-888-788-5576 ~16.70 miles west of Upperville
  • Economical Suburban hotel
  • 3 floors in hotel
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From£46
Average 3.0 /5 Read 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
  • 2-star hotel
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From£46
Average 3.0 /5 Guest Reviews 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
  • 4 star hotel
  • Check in: 15:00
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From£123
Very good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Front Royal in 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
  • Low Cost Mountain property
  • Check-in time: 2.00 Pm
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From£46
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA
+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
  • Inexpensive hotel
  • Check-in time: 11:00 AM
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From£46
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 +1-888-841-5292 ~18.29 miles northwest of Upperville
  • Inexpensive Suburban hotel
  • Hotel has 6 floors
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From£46
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Winchester, VA
+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
  • Low priced Suburban property
  • Free comp. breakfast
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From£36
Average 3.0 /5 Hotel 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
  • Low priced Suburban property
  • Free complimentary breakfast
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From£46
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Haymarket - 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
  • Mid-scale hotel
  • Hotel has 117 rooms
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From£76
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway by IHG
+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
  • Midscale Suburban property
  • 5 meeting rooms in property
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From£53
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester in 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 +1-888-878-9982 ~18.46 miles northwest of Upperville
  • Affordable Suburban hotel
  • 2 meeting rooms in hotel
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From£67
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+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
  • Check in: 3:00pm
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From£46
Very good 4.0 /5 Review Score 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 +1-888-389-4121 ~18.53 miles west of Upperville
  • Three Star Rural hotel
  • 3 floors in property
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From£52
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Winchester in 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
  • Two-star Suburban property
  • Free breakfast available
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From£37
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va : 141 Kernstown Commons Blvd.
+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 ~18.58 miles west of Upperville
  • 3-star Suburban hotel
  • 3 floors in property
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From£65
Very good 4.5 /5 Reviews 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 +1-800-805-5223 ~18.63 miles west of Upperville
  • Low priced Suburban property
  • 33 suites in property
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From£46
Average 3.0 /5 Review Score 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 +1-888-965-1860 ~18.76 miles northwest of Upperville
  • Inexpensive Highway hotel
  • Check in: 11:00
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From£42
Very good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-788-5576

How should we direct your call?

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
  • Mid-scale Suburban hotel
  • 104 suites in property
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From£57
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Apm Inn & Suites in 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 +1-888-897-9207 ~18.91 miles northwest of Upperville
  • Cheap hotel
  • 100 rooms in property
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From£38
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester University / Mall Area
+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
  • Midscale Highway property
  • 100 sleeping rooms in hotel
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From£63
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA - 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
  • Three Star Highway hotel
  • Check-in time: 3:00PM
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From£64
Very good 4.0 /5 Latest Reviews 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 +1-888-734-9421 ~19.03 miles south of Upperville
  • Economy hotel
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From£46
Average 3.0 /5 Read 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 +1-888-841-5292 ~19.05 miles south of Upperville
  • 3-star property
  • Check in: 3:00pm
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From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - 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
  • Low Cost Suburban property
  • Gym / Fitness Center Available
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From£46
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Winchester - 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
  • 3 star Highway property
  • Hotel has 12 suites
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From£69
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Red Roof Inn 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
  • Economy hotel
  • Check in time: 15:00
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From£46
Very good 4.0 /5 Review Score Call BookMore Details
Motel 6 Winchester Va in Winchester
+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
  • Low Cost Suburban hotel
  • 67 rooms in hotel
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From£46
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG
+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
  • 3-star Suburban hotel
  • Check-in: 3:00 PM
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From£61
Average 3.0 /5 Review Score Call BookMore Details
Hillbrook Inn : 4490 Summit Point Rd.
+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
  • Expensive Rural hotel
  • Check in: 12:00 pm
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From£114
Very good 4.5 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester : 150 Faraday Plaza
+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
  • Two star Highway property
  • 78 rooms in hotel
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From£46
Average 3.0 /5 Read Reviews 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 +1-888-675-2083 ~19.91 miles northwest of Upperville
  • 3 star Downtown hotel
  • Check-in time: 4:00pm
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From£76
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District by IHG : 80 Prosperity Ave.
+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
  • Three Star property
  • Hotel has 4 floors
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From£84
Very good 4.0 /5 Read 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
  • Inexpensive property
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From£46
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 +1-888-965-1860 ~20.00 miles southeast of Upperville
  • 2 star Suburban property
  • Check-in time: 3pm
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From£60
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Leesburg, VA
+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
  • Midscale hotel
  • Check in: 12:00 PM
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From£61
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center - Leesburg
+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
  • Midscale Suburban hotel
  • Hotel has an eco-friendly policy Learn more
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From£63
Average 3.0 /5 Guest 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
  • Hotel has 101 rooms
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From£61
Average 3.0 /5 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 +1-888-469-4795 ~20.25 miles east of Upperville
  • Affordable Downtown property
  • 91 suites in property
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From£91
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
  • Mid-scale Rural property
  • 95 sleeping rooms in hotel
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From£68
Very good 4.0 /5 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 sleeping rooms in hotel
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From£34
Average 3.5 /5 Read Reviews Call BookMore Details
Quality Inn : 1601 Martinsburg Pike
+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
  • Economy Highway property
  • 2 meeting rooms in hotel
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From£59
Very good 4.0 /5 Latest Reviews 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 +1-888-965-8297 ~20.63 miles west of Upperville
  • Low-priced property
  • Check in: 11:00
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From£37
Poor 2.0 /5 Guest Reviews Call BookMore Details
Springhill Suites Winchester : 280 Market St.
+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
  • Mid-scale Suburban property
  • Has environment-friendly policy See more
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From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Winchester in 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 +1-888-749-6785 ~20.63 miles northwest of Upperville
  • 3-star hotel
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From£69
Very good 4.0 /5 Review Score 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
  • 3-star property
  • Access to gym on-site
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From£69
Very good 4.0 /5 Read Reviews Call BookMore Details

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