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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 - Middleburg
+1-888-389-4121
36205 Snake Hill Rd., Middleburg, VA 20117 ~7.37 miles east of Upperville
  • Midscale Rural property
  • Check in time: 4:00 PM
From$350
Average 3.0 /5 Latest Reviews Call BookMore Details
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Salamander Resort And Spa : 500 North Pendelton St.
+1-888-675-2083
500 North Pendelton St., Middleburg, VA 20117 ~7.93 miles east of Upperville
  • Luxury Five Star Resort property
  • 17 suites in property
From$289
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows : 111 Hospitality Dr.
+1-800-716-8490
111 Hospitality Dr., Front Royal, VA 22630 ~15.64 miles west of Upperville
  • Mid-scale Golf Course hotel
  • Gym is available on property
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Stes Front Marriott
+1-800-805-5223
85 Caroline Dr., Front Royal, VA 22630 ~16.03 miles west of Upperville
  • Midscale property
  • Hotel has 84 suites
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Front Royal in Front Royal
+1-888-965-1860
9800 Winchester Rd., Front Royal, VA 22630 ~16.59 miles west of Upperville
  • Three Star Suburban hotel
  • 102 rooms in property
From$107
Very Good 4.0 /5 Review Score 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 ~16.66 miles west of Upperville
  • Low Cost Suburban hotel
  • 72 rooms in property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Front Royal, VA
+1-888-897-9207
141 West 15th St., Front Royal, VA 22630 ~16.95 miles west of Upperville
  • Low priced property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Airlie Hotel
+1-888-311-4278
6809 Airlie Rd., Warrenton, VA 20187 ~16.97 miles south of Upperville
  • High end property
  • Check-in: 15:00
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Front Royal Near Shenandoah National Park in Front Royal
+1-888-469-4795
111 South St., Front Royal, VA 22630 ~17.15 miles west of Upperville
  • Low Cost Mountain property
  • Check in time: 2.00 Pm
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA - Winchester
+1-888-734-9421
1077 Millwood Pike, Winchester, VA 22602 ~18.24 miles northwest of Upperville
  • Two-star hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester - Winchester
+1-888-841-5292
1055 Millwood Pike, Winchester, VA 22602 ~18.28 miles northwest of Upperville
  • Mid-scale Suburban hotel
  • Hotel has an eco-friendly policy Learn more
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Winchester, VA
+1-888-455-5160
991 Millwood Pike, Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Low Cost Suburban hotel
  • 97 rooms in property
From$47
Average 3.0 /5 Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University
+1-888-965-8297
140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Cheap Suburban hotel
  • Check in time: 4:00 PM
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Haymarket in Haymarket
+1-888-906-6358
15001 Washington St., Haymarket, VA 20169 ~18.36 miles southeast of Upperville
  • Midscale Suburban hotel
  • 4 floors in hotel
From$109
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway by IHG in Winchester
+1-888-749-6785
333 Front Royal Pike, Winchester, VA 22602 ~18.39 miles northwest of Upperville
  • Three Star Suburban property
  • 5 floors in hotel
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Winchester
+1-888-878-9982
250 Front Royal Pike, Winchester, VA 22601 ~18.45 miles northwest of Upperville
  • Midscale Suburban hotel
  • Fitness / Gym is on-site
From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South in Stephens City
+1-888-389-4485
167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Mid-scale Highway hotel
  • Check in: 3:00pm
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott
+1-888-389-4121
250 Front Royal Pike, Winchester, VA 22602 ~18.50 miles northwest of Upperville
  • Midscale Suburban hotel
  • Check in: 4:00 PM
From$85
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express
+1-888-675-2083
165 Town Run Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • Midscale Rural property
  • 3 floors in property
From$68
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-800-716-8490
160 Front Royal Pike, Winchester, VA 22602 ~18.52 miles northwest of Upperville
  • Inexpensive Suburban hotel
  • Hotel has 3 floors
From$49
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites
+1-800-805-5223
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.61 miles west of Upperville
  • Three Star Suburban property
  • Hotel has 3 floors
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Winchester - Winchester
+1-888-965-1860
195 Kernstown Commons Blvd., Winchester, VA 22602 Website ~18.62 miles west of Upperville
  • Cheap Suburban property
  • 4 floors in property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites Ny Hilton Winchester in Winchester
+1-888-788-5576
Trex Wy Winchester, Winchester, VA 22601 ~18.66 miles northwest of Upperville
  • 3 star Highway property
  • Hotel has 90 suites
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn & Conference Center : 711 Millwood Ave.
+1-888-897-9207
711 Millwood Ave., Winchester, VA 22601 ~18.74 miles northwest of Upperville
  • 2 star Highway property
  • 4 meeting rooms in hotel
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-311-4278
170 Getty Ln, Winchester, VA 22603 ~18.75 miles northwest of Upperville
  • 3-star Suburban property
  • 4 floors in property
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Apm Inn & Suites
+1-888-469-4795
1347 Berryville Ave., Winchester, VA 22601 ~18.89 miles northwest of Upperville
  • Cheap property
  • 3 floors in property
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-734-9421
640 East Jubal Early Dr., Winchester, VA 22601 ~18.94 miles northwest of Upperville
  • Affordable Highway hotel
  • Fitness center on property
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-841-5292
1204 Berryville Ave., Winchester, VA 22601 ~18.98 miles northwest of Upperville
  • Affordable Highway property
  • Check-in time: 3:00PM
From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites - Warrenton
+1-888-455-5160
7373 Comfort Inn Dr., Warrenton, VA 20187 ~19.00 miles south of Upperville
  • Low priced hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Warrenton in Warrenton
+1-888-965-8297
501 Blackwell Rd., Warrenton, VA 20186 ~19.02 miles south of Upperville
  • 3-star hotel
  • Check-in: 3:00pm
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-906-6358
7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • 2-star Suburban hotel
  • Hotel has 100 rooms
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Winchester
+1-888-749-6785
120 Wingate Dr., Winchester, VA 22601 ~19.20 miles northwest of Upperville
  • 3 star Highway property
  • Check-in: 3:00 PM
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Red Roof Inn Warrenton
+1-888-878-9982
6 Broadview Ave., Warrenton, VA 20186 ~19.33 miles south of Upperville
  • Cheap property
  • Check in time: 15:00
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-389-4485
2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • Economical Suburban hotel
  • Check-in: 1:00 PM
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG : 410 Holiday Court
+1-888-389-4121
410 Holiday Court, Warrenton, VA 20186 ~19.41 miles south of Upperville
  • Mid-scale Suburban hotel
  • Hotel has a green policy Learn more
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hillbrook Inn - Charles Town
+1-888-675-2083
4490 Summit Point Rd., Charles Town, WV 25414 ~19.85 miles north of Upperville
  • 4-star Rural hotel
  • 2 floors in property
From$149
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester : 150 Faraday Plaza
+1-800-716-8490
150 Faraday Plaza, Winchester, VA 22603 ~19.89 miles northwest of Upperville
  • Two star Highway property
  • 6 suites in property
From$60
Average 3.0 /5 Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel in Winchester
+1-800-805-5223
103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • 3-star Downtown hotel
  • Hotel has 5 meeting rooms
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Leesburg Historic District by IHG in Leesburg
+1-888-965-1860
80 Prosperity Ave., Leesburg, VA 20175 ~19.91 miles east of Upperville
  • Mid-scale property
  • Fitness + Health Center
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites - Winchester
+1-888-788-5576
30 Wolfe St. Apt 2e, Winchester, VA 22601 ~19.95 miles northwest of Upperville
  • Low priced hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Select Suites Gainesville : 14141 Dave's Store Lane
+1-888-897-9207
14141 Dave's Store Lane, Gainesville, VA 20155 ~19.95 miles southeast of Upperville
  • Cheap Suburban hotel
  • 121 rooms in hotel
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Leesburg, VA
+1-888-311-4278
721 East Market St., Leesburg, VA 22075 ~19.99 miles east of Upperville
  • 3 star property
  • Check in time: 12:00 PM
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center in Leesburg
+1-888-469-4795
726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • 3 star Airport hotel
  • 2 meeting rooms in property
From$65
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-888-734-9421
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.23 miles east of Upperville
  • Midscale Suburban hotel
  • Free comp. breakfast
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-888-841-5292
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.24 miles east of Upperville
  • Affordable Downtown property
  • Fitness / Gym is on-site
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket - Gainesville
+1-888-455-5160
7300 Atlas Walk Way, Gainesville, VA 20155 ~20.24 miles southeast of Upperville
  • Affordable Rural hotel
  • 4 suites in property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Winchester in Winchester
+1-888-965-8297
1593 Martinsburg Pike, Winchester, VA 22603 ~20.56 miles northwest of Upperville
  • Low priced Highway property
  • Check-in: 2:00 PM
From$45
Average 3.5 /5 Review Score Call BookMore Details
Quality Inn Winchester - Winchester
+1-888-906-6358
1601 Martinsburg Pike, Winchester, VA 22603 Website ~20.58 miles northwest of Upperville
  • Low-priced Highway hotel
  • Check-in time: 1500
From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Middletown - Winchester South - Middletown
+1-888-749-6785
91 Reliance Rd., Middletown, VA 22645 ~20.60 miles west of Upperville
  • Economy property
  • Comp. Breakfast
Springhill Suites Winchester
+1-888-878-9982
280 Market St., Winchester, VA 22603 ~20.61 miles northwest of Upperville
  • Mid-scale Suburban property
  • 96 suites in hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details

Next: See My Upperville Hotels with Pricing

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?

Hilton Garden Inn Winchester, Hillbrook Inn and Salamander Resort And Spa 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 Towneplace Stes Front Marriott 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 Winchester Near University, 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 & 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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