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 in 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 ~7.39 miles east of Upperville
  • 3 star property
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From£236
Average 3.0 /5 Latest 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 Five Star Resort hotel
  • 15 meeting rooms in property
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From£227
Very good 4.0 /5 Hotel 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 ~15.67 miles west of Upperville
  • Affordable Golf Course hotel
  • 6 meeting rooms in hotel
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From£62
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 +1-800-805-5223 ~16.06 miles west of Upperville
  • 3-star hotel
  • Check-in time: 15:00
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From£70
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Front Royal in 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
  • Mid-scale Suburban hotel
  • 4 floors in property
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From£84
Very good 4.0 /5 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 ~16.70 miles west of Upperville
  • 2-star Suburban property
  • Hotel has 3 floors
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From£47
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Front Royal, VA - Front Royal
+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
  • Inexpensive property
  • Check-in: 2:00 PM
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From£47
Average 3.0 /5 Recent 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
  • Four-star hotel
  • Check in time: 15:00
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From£125
Very good 4.0 /5 Hotel 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 +1-888-469-4795 ~17.19 miles west of Upperville
  • Inexpensive Mountain hotel
  • Check-in: 2.00 Pm
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From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Winchester, an IHG Hotel
+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 +1-888-734-9421 ~18.15 miles northwest of Upperville
  • Low priced Suburban hotel
  • Fitness + Health Center
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From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA : 1077 Millwood Pike
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1077 Millwood Pike, Winchester, VA 22602 +1-888-841-5292 ~18.26 miles northwest of Upperville
  • Two-star property
  • Check-in time: 11:00 AM
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From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 +1-888-455-5160 ~18.29 miles northwest of Upperville
  • 2 star Suburban hotel
  • 6 floors in property
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From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Winchester, VA - Winchester
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
991 Millwood Pike, Winchester, VA 22602 +1-888-965-8297 ~18.36 miles northwest of Upperville
  • 2-star Suburban property
  • Free breakfast available
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From£36
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites : 140 Costello Dr.
+1-888-906-6358

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140 Costello Dr., Winchester, VA 22602 +1-888-906-6358 ~18.37 miles northwest of Upperville
  • Economical Suburban hotel
  • 72 sleeping rooms in hotel
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From£47
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Haymarket - Haymarket
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
15001 Washington St., Haymarket, VA 20169 +1-888-749-6785 ~18.40 miles southeast of Upperville
  • 3-star property
  • 117 sleeping rooms in hotel
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From£77
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel - Winchester
+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 +1-888-878-9982 ~18.40 miles northwest of Upperville
  • 3 star Suburban hotel
  • Hotel has 5 meeting rooms
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From£54
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester : 250 Front Royal Pike
+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 +1-888-389-4485 ~18.46 miles northwest of Upperville
  • Affordable Suburban property
  • 85 sleeping rooms in hotel
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From£69
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South in 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 +1-888-389-4121 ~18.49 miles west of Upperville
  • Affordable Highway property
  • 59 rooms in property
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From£47
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel 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 Lane, Stephens City, VA 22655 +1-888-675-2083 ~18.50 miles west of Upperville
  • Mid-scale Rural hotel
  • Free comp. breakfast
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From£51
Average 3.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Winchester in 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 +1-800-716-8490 ~18.54 miles northwest of Upperville
  • Low Cost Suburban hotel
  • 3 floors in hotel
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From£38
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va : 141 Kernstown Commons Blvd.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-800-805-5223 ~18.58 miles west of Upperville
  • Midscale Suburban property
  • Hotel has 3 floors
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From£66
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites 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 ~18.63 miles west of Upperville
  • Economical Suburban hotel
  • Fitness center on property
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From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Conference Center - 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 ~18.76 miles northwest of Upperville
  • Two-star Highway hotel
  • Check in time: 11:00
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From£43
Very good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 +1-888-897-9207 ~18.77 miles northwest of Upperville
  • Affordable Suburban hotel
  • Hotel has a green policy See policy
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From£58
Very good 4.0 /5 Recent 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 ~18.91 miles northwest of Upperville
  • Low Cost property
  • 100 rooms in property
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From£39
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+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 ~18.96 miles northwest of Upperville
  • Three Star Highway hotel
  • Fitness / Gym is on-site
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From£64
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester N / Conference Center Va
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1204 Berryville Ave., Winchester, VA 22601 +1-888-734-9421 ~19.00 miles northwest of Upperville
  • 3-star Highway hotel
  • Hotel has an eco-friendly policy See policy
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From£66
Very good 4.0 /5 Read 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 +1-888-841-5292 ~19.03 miles south of Upperville
  • 2 star hotel
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From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Baymont Inn & Suites Warrenton : 7379 Comfort Inn Dr.
+1-888-455-5160

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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 hotel
  • Hotel has a green policy Learn more
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From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Starhotel Ritz : Via Spallanzani 40
+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 +1-888-965-8297 ~19.09 miles northeast of Upperville
  • High end Downtown property
  • Hotel has a green policy See more
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From£98
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Winchester - Winchester
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
120 Wingate Dr., Winchester, VA 22601 +1-888-906-6358 ~19.21 miles northwest of Upperville
  • Mid-scale Highway property
  • 5 floors in hotel
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From£70
Very good 4.5 /5 Read Reviews Call BookMore Details
Red Roof Inn 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 ~19.36 miles south of Upperville
  • 2-star hotel
  • Hotel has 2 floors
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From£47
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va - 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 +1-888-878-9982 ~19.37 miles northwest of Upperville
  • Inexpensive Suburban hotel
  • Hotel has 67 rooms
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From£47
Average 3.0 /5 Latest 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 +1-888-389-4485 ~19.44 miles south of Upperville
  • Three Star Suburban hotel
  • 15 suites in property
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From£62
Average 3.0 /5 Review Score Call BookMore Details
Hillbrook Inn in 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 ~19.88 miles north of Upperville
  • Four-star Rural property
  • Check-in time: 12:00 pm
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From£117
Very good 4.5 /5 Latest 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 ~19.90 miles northwest of Upperville
  • Two-star Highway hotel
  • Hotel has 78 rooms
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From£47
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+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 ~19.91 miles northwest of Upperville
  • 3 star Downtown property
  • Gym is available on property
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From£77
Very good 4.0 /5 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 +1-800-805-5223 ~19.93 miles east of Upperville
  • Mid-scale hotel
  • 9 suites in property
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From£85
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites - Winchester
+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 ~19.96 miles northwest of Upperville
  • 2-star property
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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
+1-888-788-5576

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 ~20.00 miles southeast of Upperville
  • Low-priced Suburban property
  • 4 floors in property
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From£62
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn 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 +1-888-897-9207 ~20.00 miles east of Upperville
  • Three Star hotel
  • Check-in: 12:00 PM
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From£62
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-311-4278 ~20.10 miles east of Upperville
  • 3-star Suburban property
  • 4 conference rooms in property
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From£64
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites : 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 ~20.25 miles east of Upperville
  • Affordable Suburban property
  • 24 suites in property
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From£62
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+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 ~20.25 miles east of Upperville
  • Affordable Downtown hotel
  • 91 sleeping rooms in hotel
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From£93
Very good 4.0 /5 Hotel 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 +1-888-841-5292 ~20.29 miles southeast of Upperville
  • Three Star Rural hotel
  • 95 rooms in property
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From£70
Very good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Winchester in 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 ~20.58 miles northwest of Upperville
  • Economical Highway property
  • Check in time: 2:00 PM
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From£35
Average 3.5 /5 Review Score Call BookMore Details
Quality Inn
+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 ~20.59 miles northwest of Upperville
  • Inexpensive Highway hotel
  • 2 conference rooms in property
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From£60
Very good 4.0 /5 Latest 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 +1-888-906-6358 ~20.63 miles west of Upperville
  • Cheap property
  • Complimentary breakfast is offered
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From£38
Poor 2.0 /5 Read Reviews Call BookMore Details
Springhill Suites 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 Market St., Winchester, VA 22603 +1-888-749-6785 ~20.63 miles northwest of Upperville
  • 3 star Suburban hotel
  • Check in time: 3:00 PM
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From£62
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott 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 Maket St., Winchester, VA 22603 +1-888-878-9982 ~20.63 miles northwest of Upperville
  • Affordable property
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From£70
Very good 4.0 /5 Read Reviews Call BookMore Details

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