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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
36205 Snake Hill Rd., Middleburg, VA 20117 ~7.39 miles east of Upperville
  • Midscale Rural property
  • Free breakfast available
From$300
Average 3.0 /5 Latest Reviews Call BookMore Details
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Salamander Resort And Spa - Middleburg
+1-888-675-2083
500 North Pendelton St., Middleburg, VA 20117 ~7.95 miles east of Upperville
  • Luxurious 5-star Resort property
  • Hotel has 17 suites
From$289
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows
+1-800-716-8490
111 Hospitality Dr., Front Royal, VA 22630 ~15.67 miles west of Upperville
  • Three Star Golf Course property
  • 7 floors in hotel
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Stes Front Marriott
+1-800-805-5223
85 Caroline Dr., Front Royal, VA 22630 ~16.06 miles west of Upperville
  • Mid-scale hotel
  • Check in time: 15:00
From$90
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Front Royal
+1-888-965-1860
9800 Winchester Rd., Front Royal, VA 22630 ~16.61 miles west of Upperville
  • Midscale Suburban property
  • Fitness / Gym is on-site
From$107
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park : 10 South Commerce Ave.
+1-888-788-5576
10 South Commerce Ave., Front Royal, VA 22630 ~16.70 miles west of Upperville
  • Cheap Suburban property
  • Check-in time: 3:00 PM
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Front Royal, VA - Front Royal
+1-888-897-9207
141 West 15th St., Front Royal, VA 22630 ~16.98 miles west of Upperville
  • Cheap hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Airlie Hotel - Warrenton
+1-888-311-4278
6809 Airlie Rd., Warrenton, VA 20187 ~17.00 miles south of Upperville
  • Four star hotel
  • Fitness + Health Center
From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Front Royal
+1-888-469-4795
111 South St., Front Royal, VA 22630 ~17.19 miles west of Upperville
  • Cheap Mountain property
  • Check in: 2.00 Pm
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA
+1-888-734-9421
1077 Millwood Pike, Winchester, VA 22602 ~18.26 miles northwest of Upperville
  • Cheap property
  • Check-in time: 11:00 AM
From$60
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-841-5292
1055 Millwood Pike, Winchester, VA 22602 ~18.29 miles northwest of Upperville
  • Inexpensive Suburban hotel
  • 100 rooms in hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Winchester, VA - Winchester
+1-888-455-5160
991 Millwood Pike, Winchester, VA 22602 ~18.36 miles northwest of Upperville
  • Economy Suburban hotel
  • Free comp. breakfast
From$47
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites
+1-888-965-8297
140 Costello Dr., Winchester, VA 22602 ~18.37 miles northwest of Upperville
  • Low-priced Suburban property
  • Check-in: 4:00 PM
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Haymarket
+1-888-906-6358
15001 Washington St., Haymarket, VA 20169 ~18.40 miles southeast of Upperville
  • Three Star property
  • 4 suites in hotel
From$99
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway by IHG : 333 Front Royal Pike
+1-888-749-6785
333 Front Royal Pike, Winchester, VA 22602 ~18.40 miles northwest of Upperville
  • Affordable Suburban hotel
  • Check-in: 3:00pm
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Winchester : 250 Front Royal Pike
+1-888-878-9982
250 Front Royal Pike, Winchester, VA 22601 ~18.46 miles northwest of Upperville
  • 3-star Suburban property
  • 85 sleeping rooms in hotel
From$88
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-389-4485
167 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • Three Star Highway hotel
  • Hotel has 59 rooms
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express in Stephens City
+1-888-389-4121
165 Town Run Ln, Stephens City, VA 22655 ~18.53 miles west of Upperville
  • Three Star Rural hotel
  • Check-in: 3pm
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Winchester : 160 Front Royal Pike
+1-888-675-2083
160 Front Royal Pike, Winchester, VA 22602 ~18.54 miles northwest of Upperville
  • Cheap Suburban hotel
  • 3 floors in property
From$49
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va
+1-800-716-8490
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.58 miles west of Upperville
  • Midscale Suburban property
  • Free breakfast available
From$85
Very Good 4.5 /5 Reviews Call BookMore Details
Comfort Inn & Suites Winchester in Winchester
+1-800-805-5223
195 Kernstown Commons Blvd., Winchester, VA 22602 Website ~18.63 miles west of Upperville
  • Low Cost Suburban hotel
  • 83 sleeping rooms in hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-888-965-1860
711 Millwood Ave., Winchester, VA 22601 ~18.76 miles northwest of Upperville
  • 2-star Highway hotel
  • Check in time: 11:00
From$55
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-788-5576
170 Getty Ln, Winchester, VA 22603 ~18.77 miles northwest of Upperville
  • Mid-scale Suburban property
  • Free comp. breakfast
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Apm Inn & Suites : 1347 Berryville Ave.
+1-888-897-9207
1347 Berryville Ave., Winchester, VA 22601 ~18.91 miles northwest of Upperville
  • Economical hotel
  • 100 rooms in hotel
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-311-4278
640 East Jubal Early Dr., Winchester, VA 22601 ~18.96 miles northwest of Upperville
  • 3 star Highway hotel
  • 4 floors in property
From$82
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-469-4795
1204 Berryville Ave., Winchester, VA 22601 ~19.00 miles northwest of Upperville
  • Midscale Highway property
  • Check-in time: 3:00PM
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites in Warrenton
+1-888-734-9421
7373 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • Cheap hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Warrenton - Warrenton
+1-888-841-5292
501 Blackwell Rd., Warrenton, VA 20186 ~19.05 miles south of Upperville
  • Three Star property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-455-5160
7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.06 miles south of Upperville
  • Low priced Suburban hotel
  • Free complimentary breakfast
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Winchester
+1-888-965-8297
120 Wingate Dr., Winchester, VA 22601 ~19.21 miles northwest of Upperville
  • Midscale Highway hotel
  • 102 rooms in hotel
From$90
Very Good 4.5 /5 Read Reviews Call BookMore Details
Red Roof Inn Warrenton
+1-888-906-6358
6 Broadview Ave., Warrenton, VA 20186 ~19.36 miles south of Upperville
  • Low-priced property
  • 79 rooms in property
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va
+1-888-749-6785
2951 Valley Ave., Winchester, VA 22601 ~19.37 miles northwest of Upperville
  • 2-star Suburban property
  • Free comp. breakfast
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG
+1-888-878-9982
410 Holiday Court, Warrenton, VA 20186 ~19.44 miles south of Upperville
  • 3 star Suburban hotel
  • Check-in time: 3:00 PM
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hillbrook Inn
+1-888-389-4485
4490 Summit Point Rd., Charles Town, WV 25414 ~19.88 miles north of Upperville
  • Four star Rural property
  • Hotel has 2 floors
From$149
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester : 150 Faraday Plaza
+1-888-389-4121
150 Faraday Plaza, Winchester, VA 22603 ~19.90 miles northwest of Upperville
  • Economy Highway property
  • Check in: 3:00 PM
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
103 East Piccadilly St., Winchester, VA 22601 ~19.91 miles northwest of Upperville
  • 3 star Downtown property
  • 5 meeting rooms in hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express and Suites Leesburg Historic District by IHG
+1-800-716-8490
80 Prosperity Ave., Leesburg, VA 20175 Website ~19.93 miles east of Upperville
  • Mid-scale property
  • Shuttle to airport available
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites
+1-800-805-5223
30 Wolfe St. Apt 2e, Winchester, VA 22601 ~19.96 miles northwest of Upperville
  • Low-priced hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Extended Stay America Select Suites Gainesville : 14141 Dave's Store Lane
+1-888-965-1860
14141 Dave's Store Lane, Gainesville, VA 20155 ~20.00 miles southeast of Upperville
  • Low-priced Suburban hotel
  • 121 rooms in hotel
From$79
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Leesburg, VA - Leesburg
+1-888-788-5576
721 East Market St., Leesburg, VA 22075 ~20.00 miles east of Upperville
  • 3 star hotel
  • Check-in: 12:00 PM
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center : 726 East Market St.
+1-888-897-9207
726 East Market St., Leesburg, VA 20176 ~20.10 miles east of Upperville
  • Midscale Suburban property
  • Airport shuttle provided
From$82
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-888-311-4278
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Midscale Suburban hotel
  • 101 sleeping rooms in hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Leesburg Va - Leesburg
+1-888-469-4795
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Affordable Downtown property
  • 91 rooms in hotel
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket
+1-888-734-9421
7300 Atlas Walk Way, Gainesville, VA 20155 ~20.29 miles southeast of Upperville
  • Mid-scale Rural property
  • 4 suites in property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Winchester - Winchester
+1-888-841-5292
1593 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Two-star Highway hotel
  • 49 rooms in property
From$45
Average 3.5 /5 Guest Reviews Call BookMore Details
Quality Inn
+1-888-455-5160
1601 Martinsburg Pike, Winchester, VA 22603 Website ~20.59 miles northwest of Upperville
  • Economical Highway hotel
  • Hotel has 2 floors
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites : 91 Reliance Rd.
+1-888-965-8297
91 Reliance Rd., Middletown, VA 22645 ~20.63 miles west of Upperville
  • Economical hotel
  • Free comp. breakfast
Springhill Suites Winchester in Winchester
+1-888-906-6358
280 Market St., Winchester, VA 22603 ~20.63 miles northwest of Upperville
  • Midscale Suburban hotel
  • 4 floors in property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Winchester in Winchester
+1-888-749-6785
280 Maket St., Winchester, VA 22603 ~20.63 miles northwest of Upperville
  • Midscale hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Winchester : 118 Mercedes Court
+1-888-878-9982
118 Mercedes Court, Winchester, VA 22603 ~20.71 miles northwest of Upperville
  • Three Star hotel
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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Graph: Upcoming 20 Days of Upperville Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Upperville, VA discounts available. The chart reflects the cheapest Upperville hotel for each day and each star rating category.

FAQs about hotels in Upperville

What are the best rated hotels in Upperville?

Country Inn & Suites by Radisson Winchester Va, Hilton Garden Inn Winchester and Hillbrook Inn are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Upperville?

Salamander Resort And Spa, Airlie Hotel and Hillbrook Inn are the top 3 luxury hotels near Upperville city center.

What hotels are closest to the city center of Upperville?

Goodstone Inn & Restaurant, Salamander Resort And Spa, and Doubletree by Hilton Front Royal Blue Ridge Shadows are the properties closest to Upperville city center.

What are the most popular independent hotels in Upperville?

Hillbrook Inn, Salamander Resort And Spa and Airlie Hotel are the best rated independent hotels (not part of a big brand).

What are the most popular Marriott hotels in Upperville?

Fairfield Inn & Suites by Marriott Winchester, Towneplace Suites by Marriott Winchester and Springhill Suites by Marriott Winchester are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Upperville?

Sleep Inn & Suites, Quality Inn Stephens City - Winchester South and Clarion Inn & Conference Center are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best IHG hotels in Upperville?

Holiday Inn Winchester Se-Historic Gateway by IHG, Holiday Inn Express and Holiday Inn Express and Suites Leesburg Historic District by IHG are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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