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 +1-888-389-4121 ~7.37 miles east of Upperville
  • 3-star Rural hotel
  • Check-in time: 4:00 PM
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From£265
Average 3.0 /5 Hotel Reviews Call BookMore Details
Salamander Resort & Spa - Middleburg
+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 ~7.93 miles east of Upperville
  • Luxurious Five Star Resort property
  • Check-in: 4:pm
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From£218
Very good 4.0 /5 Read 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 +1-800-716-8490 ~15.64 miles west of Upperville
  • Mid-scale Golf Course hotel
  • 6 meeting rooms in property
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From£60
Very good 4.0 /5 Recent 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 +1-800-805-5223 ~16.03 miles west of Upperville
  • 3-star hotel
  • 84 suites in property
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From£68
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 ~16.59 miles west of Upperville
  • Three Star Suburban hotel
  • 4 floors in hotel
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From£81
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 +1-888-788-5576 ~16.66 miles west of Upperville
  • Low Cost Suburban property
  • Check-in time: 3:00 PM
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From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Front Royal, VA : 141 West 15th St.
+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 ~16.95 miles west of Upperville
  • Low priced hotel
  • Check-in: 2:00 PM
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From£45
Average 3.0 /5 Review Score Call BookMore Details
Airlie Hotel
+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 ~16.97 miles south of Upperville
  • 4-star property
  • Hotel has 2 suites
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From£121
Very good 4.0 /5 Review Score 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 ~17.15 miles west of Upperville
  • 2-star Mountain property
  • Check in: 2.00 Pm
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From£45
Average 3.0 /5 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 ~18.24 miles northwest of Upperville
  • 2-star hotel
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From£45
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester - 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 ~18.28 miles northwest of Upperville
  • Low priced Suburban property
  • Hotel has 100 rooms
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From£45
Average 3.0 /5 Latest 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 ~18.35 miles northwest of Upperville
  • Economical Suburban property
  • Free breakfast
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From£35
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Winchester near University
+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 ~18.35 miles northwest of Upperville
  • Low-priced Suburban hotel
  • Hotel has 4 floors
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From£45
Very good 4.0 /5 Read 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 ~18.36 miles southeast of Upperville
  • Affordable Suburban property
  • Check-in time: 3:00 PM
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From£82
Average 3.0 /5 Recent 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 ~18.39 miles northwest of Upperville
  • 3-star Suburban property
  • 130 rooms in hotel
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From£52
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester - 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 ~18.45 miles northwest of Upperville
  • Midscale Suburban property
  • Hotel has 3 floors
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From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South : 167 Town Run Lane
+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 ~18.47 miles west of Upperville
  • Midscale Highway property
  • Check in time: 3:00pm
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From£45
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22602 +1-888-389-4121 ~18.50 miles northwest of Upperville
  • 3-star Suburban hotel
  • Hotel has 3 floors
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From£64
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 +1-888-675-2083 ~18.52 miles west of Upperville
  • 3 star Rural property
  • 71 rooms in property
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From£51
Very good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 +1-800-716-8490 ~18.52 miles northwest of Upperville
  • Cheap Suburban hotel
  • Free comp. breakfast
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From£37
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites in 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 +1-800-805-5223 ~18.61 miles west of Upperville
  • Three Star Suburban hotel
  • 81 rooms in hotel
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From£60
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Winchester - Winchester
+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 +1-888-965-1860 ~18.62 miles west of Upperville
  • 2 star Suburban property
  • Free comp. breakfast
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From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Inn & Conference Center in Winchester
+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 +1-888-788-5576 ~18.74 miles northwest of Upperville
  • Cheap Highway property
  • 4 conference rooms in property
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From£41
Very good 4.0 /5 Read Reviews 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 +1-888-897-9207 ~18.75 miles northwest of Upperville
  • Mid-scale Suburban hotel
  • 104 suites in property
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From£56
Very good 4.0 /5 Guest 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 +1-888-311-4278 ~18.89 miles northwest of Upperville
  • 2-star hotel
  • Check in time: 3:00 PM
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From£37
Average 3.0 /5 Hotel 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 +1-888-469-4795 ~18.94 miles northwest of Upperville
  • 3-star Highway hotel
  • Free complimentary breakfast
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From£62
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+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 +1-888-734-9421 ~18.98 miles northwest of Upperville
  • Midscale Highway property
  • 100 rooms in hotel
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From£63
Very good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites in Warrenton
+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 +1-888-841-5292 ~19.00 miles south of Upperville
  • Cheap property
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From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Warrenton : 501 Blackwell Rd.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
501 Blackwell Rd., Warrenton, VA 20186 +1-888-455-5160 ~19.02 miles south of Upperville
  • Midscale hotel
  • Check in: 3:00pm
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From£60
Average 3.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Warrenton
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-965-8297 ~19.03 miles south of Upperville
  • Cheap Suburban property
  • Hotel has a green policy Read more
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From£45
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn 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 +1-888-906-6358 ~19.20 miles northwest of Upperville
  • Three Star Highway property
  • 5 floors in property
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From£68
Very good 4.5 /5 Read Reviews Call BookMore Details
Red Roof Inn Warrenton - Warrenton
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
6 Broadview Ave., Warrenton, VA 20186 +1-888-749-6785 ~19.33 miles south of Upperville
  • Low Cost hotel
  • 79 sleeping rooms in hotel
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From£45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+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 +1-888-878-9982 ~19.36 miles northwest of Upperville
  • Cheap Suburban hotel
  • 2 floors in hotel
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From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG in 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 +1-888-389-4485 ~19.41 miles south of Upperville
  • Affordable Suburban hotel
  • Hotel has 85 rooms
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From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hillbrook Inn - Charles Town
+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 +1-888-389-4121 ~19.85 miles north of Upperville
  • 4 star Rural property
  • Free complimentary breakfast
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From£112
Very good 4.5 /5 Hotel 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 +1-888-675-2083 ~19.89 miles northwest of Upperville
  • Low Cost Highway hotel
  • 6 suites in property
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From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in 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 +1-800-716-8490 ~19.90 miles northwest of Upperville
  • Midscale Downtown property
  • 90 sleeping rooms in hotel
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From£74
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG in 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 +1-800-805-5223 ~19.91 miles east of Upperville
  • Three Star hotel
  • 3 meeting rooms in property
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From£82
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 +1-888-965-1860 ~19.95 miles northwest of Upperville
  • 2 star property
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From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Extended Stay America Select Suites 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 +1-888-788-5576 ~19.95 miles southeast of Upperville
  • Inexpensive 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
+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 +1-888-897-9207 ~19.99 miles east of Upperville
  • Midscale hotel
  • Check-in time: 12:00 PM
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From£60
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center - Leesburg
+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 +1-888-311-4278 ~20.08 miles east of Upperville
  • 3-star Suburban hotel
  • 99 sleeping rooms in hotel
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From£62
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Leesburg : 117 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
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-469-4795 ~20.23 miles east of Upperville
  • Mid-scale Suburban property
  • 101 rooms in property
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From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in 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 +1-888-734-9421 ~20.24 miles east of Upperville
  • Affordable Downtown property
  • Hotel has 4 floors
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From£90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket : 7300 Atlas Walk Way
+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 +1-888-841-5292 ~20.24 miles southeast of Upperville
  • 3-star Rural property
  • Fitness / Gym is on-site
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From£67
Very good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Winchester - 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 +1-888-455-5160 ~20.56 miles northwest of Upperville
  • Economical Highway hotel
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From£34
Average 3.5 /5 Guest Reviews Call BookMore Details
Quality 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
1601 Martinsburg Pike, Winchester, VA 22603 Website +1-888-965-8297 ~20.58 miles northwest of Upperville
  • Low-priced Highway hotel
  • Check-in: 1500
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From£58
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites : 91 Reliance Rd.
+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 +1-888-906-6358 ~20.60 miles west of Upperville
  • Low priced property
  • 47 rooms in hotel
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From£37
Poor 2.0 /5 Reviews Call BookMore Details
Springhill Suites Winchester : 280 Market St.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
280 Market St., Winchester, VA 22603 +1-888-749-6785 ~20.61 miles northwest of Upperville
  • 3 star Suburban property
  • Hotel has an eco-friendly policy Learn more
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From£60
Average 3.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Winchester
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
280 Maket St., Winchester, VA 22603 +1-888-878-9982 ~20.61 miles northwest of Upperville
  • 3 star property
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From£68
Very good 4.0 /5 Guest Reviews Call BookMore Details

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