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
+1-888-389-4121

How should we direct your call?

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
  • Three Star property
More Photos
From$300
Average 3.0 /5 Latest Reviews Call BookMore Details
Salamander Resort And Spa in Middleburg
+1-888-675-2083

How should we direct your call?

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 property
  • Fitness / Gym is on-site
More Photos
From$289
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows : 111 Hospitality Dr.
+1-800-716-8490

How should we direct your call?

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 property
  • Check in time: 4:00 pm
More Photos
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Stes Front Marriott : 85 Caroline Dr.
+1-800-805-5223

How should we direct your call?

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
  • Three Star property
  • Check-in: 15:00
More Photos
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Front Royal : 9800 Winchester Rd.
+1-888-965-1860

How should we direct your call?

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
  • Three Star Suburban property
  • Access to gym on-site
More Photos
From$107
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park
+1-888-788-5576

How should we direct your call?

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-priced Suburban hotel
  • Fitness / Gym is on-site
More Photos
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Front Royal, VA
+1-888-897-9207

How should we direct your call?

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
  • Low Cost hotel
More Photos
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Airlie Hotel
+1-888-311-4278

How should we direct your call?

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
  • High end property
  • Gym / Fitness Center Available
More Photos
From$160
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Front Royal - Front Royal
+1-888-469-4795

How should we direct your call?

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-priced Mountain hotel
  • Check in: 2.00 Pm
More Photos
From$60
Average 3.0 /5 Review Score Call BookMore Details
Candlewood Suites Winchester, an IHG Hotel
+1-888-734-9421

How should we direct your call?

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
  • Two-star Suburban property
  • Check-in time: 3:00 PM
More Photos
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA - Winchester
+1-888-841-5292

How should we direct your call?

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
  • 2-star hotel
  • Check-in time: 11:00 AM
More Photos
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-455-5160

How should we direct your call?

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
  • Two-star Suburban property
  • Hotel has 100 rooms
More Photos
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Winchester, VA in Winchester
+1-888-965-8297

How should we direct your call?

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
  • Low priced Suburban property
  • Hotel has 2 floors
More Photos
From$47
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites in Winchester
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-888-906-6358 ~18.37 miles northwest of Upperville
  • 2 star Suburban hotel
  • Hotel has 4 floors
More Photos
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Haymarket
+1-888-749-6785

How should we direct your call?

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
  • Mid-scale hotel
  • 4 floors in hotel
More Photos
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel - Winchester
+1-888-878-9982

How should we direct your call?

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
  • Midscale Suburban property
  • Hotel has an eco-friendly policy See policy
More Photos
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-389-4485

How should we direct your call?

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
  • Mid-scale Suburban hotel
  • 2 conference rooms in property
More Photos
From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-389-4121

How should we direct your call?

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
  • 3-star Highway hotel
  • Check in: 3:00pm
More Photos
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express - Stephens City
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 +1-888-675-2083 ~18.53 miles west of Upperville
  • Mid-scale Rural hotel
  • Fitness + Health Center
More Photos
From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Winchester in 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 ~18.54 miles northwest of Upperville
  • Economical Suburban hotel
  • Hotel has 8 suites
More Photos
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va 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 ~18.58 miles west of Upperville
  • Affordable Suburban hotel
  • Fitness center on property
More Photos
From$85
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Winchester : 195 Kernstown Commons Blvd.
+1-888-965-1860

How should we direct your call?

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
  • Cheap Suburban property
  • 4 floors in property
More Photos
From$60
Average 3.0 /5 Guest 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
  • Low Cost Highway property
  • 4 meeting rooms in property
More Photos
From$55
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln
+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 ~18.77 miles northwest of Upperville
  • Three Star Suburban property
  • Fitness center on property
More Photos
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Apm Inn & Suites in Winchester
+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-priced property
  • Hotel has 100 rooms
More Photos
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area in Winchester
+1-888-469-4795

How should we direct your call?

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
  • 100 sleeping rooms in hotel
More Photos
From$82
Very Good 4.0 /5 Latest 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 ~19.00 miles northwest of Upperville
  • Midscale Highway hotel
  • Gym is available on property
More Photos
From$84
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites - 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 ~19.03 miles south of Upperville
  • Economical property
More Photos
From$60
Average 3.0 /5 Read 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
  • Economy Suburban hotel
  • Access to gym on-site
More Photos
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn 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 4 meeting rooms
More Photos
From$90
Very Good 4.5 /5 Guest 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
  • Low Cost hotel
  • 2 floors in property
More Photos
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Motel 6 Winchester Va - 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
  • 2 star Suburban property
  • 2 floors in property
More Photos
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
+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
  • Has environment-friendly policy See policy
More Photos
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hillbrook Inn in 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 +1-888-389-4485 ~19.88 miles north of Upperville
  • Four star Rural property
  • 2 floors in hotel
More Photos
From$149
Very Good 4.5 /5 Recent 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
  • Free comp. breakfast
More Photos
From$60
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+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 property
  • Check in: 4:00pm
More Photos
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Suites Leesburg : 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
  • Midscale property
  • Comp. Breakfast
More Photos
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield 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
30 Wolfe St. Apt 2e, Winchester, VA 22601 +1-800-805-5223 ~19.96 miles northwest of Upperville
  • Low priced hotel
More Photos
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Extended Stay America Select Suites 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
  • Inexpensive Suburban hotel
  • Check-in time: 3pm
More Photos
From$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Leesburg
+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 property
  • Check in: 12:00 PM
More Photos
From$80
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 +1-888-897-9207 ~20.10 miles east of Upperville
  • 3 star Suburban hotel
  • Check-in time: 3:00 PM
More Photos
From$82
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites
+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
  • Check in time: 3:00PM
More Photos
From$80
Average 3.0 /5 Review Score 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
  • Three Star Downtown hotel
  • Hotel has 91 suites
More Photos
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket in Gainesville
+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
  • 3-star Rural hotel
  • Hotel has 4 suites
More Photos
From$89
Very Good 4.0 /5 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 +1-888-841-5292 ~20.58 miles northwest of Upperville
  • Cheap Highway property
  • 49 rooms in property
More Photos
From$45
Average 3.5 /5 Guest 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 +1-888-455-5160 ~20.59 miles northwest of Upperville
  • Two star Highway property
  • Check-in: 1500
More Photos
From$77
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Inn & Suites : 91 Reliance Rd.
+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
  • Inexpensive hotel
  • Check-in time: 11:00
More Photos
From$49
Poor 2.0 /5 Read Reviews Call BookMore Details
Springhill Suites Winchester in 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
  • Affordable Suburban hotel
  • 96 suites in hotel
More Photos
From$80
Average 3.0 /5 Read 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 +1-888-749-6785 ~20.63 miles northwest of Upperville
  • 3-star property
More Photos
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
TRU by Hilton Winchester in 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
  • Midscale property
  • 90 rooms in property
More Photos
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My Upperville Hotels with Pricing
Back to Top