Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

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 - Middleburg
+1-888-389-4121
36205 Snake Hill Rd., Middleburg, VA 20117 ~7.39 miles east of Upperville
  • Midscale hotel
From$300
Average 3.0 /5 Latest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Upperville" Get Alexa Skill →
Salamander Resort And Spa
+1-888-675-2083
500 North Pendelton St., Middleburg, VA 20117 ~7.95 miles east of Upperville
  • Luxurious 5 Star Resort property
  • Check-in time: 4:pm
From$289
Very Good 4.0 /5 Read 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 ~15.67 miles west of Upperville
  • Affordable Golf Course property
  • Hotel has an eco-friendly policy Learn more
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Stes Front Marriott - Front Royal
+1-800-805-5223
85 Caroline Dr., Front Royal, VA 22630 ~16.06 miles west of Upperville
  • Affordable hotel
  • Hotel has 4 floors
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Front Royal in Front Royal
+1-888-965-1860
9800 Winchester Rd., Front Royal, VA 22630 ~16.61 miles west of Upperville
  • Affordable Suburban hotel
  • Access to gym on-site
From$107
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park
+1-888-788-5576
10 South Commerce Ave., Front Royal, VA 22630 ~16.70 miles west of Upperville
  • Low-priced Suburban property
  • Fitness + Health Center
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Front Royal, VA : 141 West 15th St.
+1-888-897-9207
141 West 15th St., Front Royal, VA 22630 ~16.98 miles west of Upperville
  • Economical hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Airlie Hotel
+1-888-311-4278
6809 Airlie Rd., Warrenton, VA 20187 ~17.00 miles south of Upperville
  • High end hotel
  • Gym / Fitness Center Available
From$160
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Front Royal : 111 South St.
+1-888-469-4795
111 South St., Front Royal, VA 22630 ~17.19 miles west of Upperville
  • Economy Mountain property
  • Check-in time: 2.00 Pm
From$60
Average 3.0 /5 Review Score Call BookMore Details
Candlewood Suites Winchester, an IHG Hotel
+1-888-734-9421
1135 Millwood Pike, Winchester, VA 22602 ~18.15 miles northwest of Upperville
  • 2 star Suburban hotel
  • Check-in: 3:00 PM
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA
+1-888-841-5292
1077 Millwood Pike, Winchester, VA 22602 ~18.26 miles northwest of Upperville
  • Low-priced property
  • Check-in time: 11:00 AM
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester : 1055 Millwood Pike
+1-888-455-5160
1055 Millwood Pike, Winchester, VA 22602 ~18.29 miles northwest of Upperville
  • Two star Suburban hotel
  • Hotel has 6 floors
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Winchester, VA : 991 Millwood Pike
+1-888-965-8297
991 Millwood Pike, Winchester, VA 22602 ~18.36 miles northwest of Upperville
  • Cheap Suburban hotel
  • Complimentary breakfast is offered
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites in Winchester
+1-888-906-6358
140 Costello Dr., Winchester, VA 22602 ~18.37 miles northwest of Upperville
  • 2 star Suburban hotel
  • Hotel has 13 suites
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Haymarket : 15001 Washington St.
+1-888-749-6785
15001 Washington St., Haymarket, VA 20169 ~18.40 miles southeast of Upperville
  • Affordable property
  • Hotel has 117 rooms
From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Upperville" Get Alexa Skill →
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel - Winchester
+1-888-878-9982
333 Front Royal Pike, Winchester, VA 22602 ~18.40 miles northwest of Upperville
  • Three Star Suburban property
  • Access to gym on-site
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-389-4485
250 Front Royal Pike, Winchester, VA 22601 ~18.46 miles northwest of Upperville
  • Mid-scale Suburban hotel
  • 85 sleeping rooms in hotel
From$88
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South
+1-888-389-4121
167 Town Run Lane, Stephens City, VA 22655 ~18.49 miles west of Upperville
  • 3 star Highway property
  • Check-in: 3:00pm
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express : 165 Town Run Ln
+1-888-675-2083
165 Town Run Ln, Stephens City, VA 22655 ~18.53 miles west of Upperville
  • Midscale Rural property
  • 71 sleeping rooms in hotel
From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-800-716-8490
160 Front Royal Pike, Winchester, VA 22602 ~18.54 miles northwest of Upperville
  • Inexpensive Suburban hotel
  • 130 rooms in hotel
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va - Winchester
+1-800-805-5223
141 Kernstown Commons Blvd., Winchester, VA 22602 ~18.58 miles west of Upperville
  • Affordable Suburban hotel
  • Fitness / Gym is on-site
From$85
Very Good 4.5 /5 Review Score Call BookMore Details
Comfort Inn & Suites Winchester - Winchester
+1-888-965-1860
195 Kernstown Commons Blvd., Winchester, VA 22602 Website ~18.63 miles west of Upperville
  • Cheap Suburban hotel
  • Free breakfast
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn & Conference Center in Winchester
+1-888-788-5576
711 Millwood Ave., Winchester, VA 22601 ~18.76 miles northwest of Upperville
  • 2-star Highway hotel
  • 4 meeting rooms in hotel
From$55
Very Good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-897-9207
170 Getty Ln, Winchester, VA 22603 ~18.77 miles northwest of Upperville
  • Mid-scale Suburban property
  • Gym / Fitness Center Available
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Apm Inn & Suites
+1-888-311-4278
1347 Berryville Ave., Winchester, VA 22601 ~18.91 miles northwest of Upperville
  • Two star property
  • Check-in time: 3:00 PM
From$50
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-888-469-4795
640 East Jubal Early Dr., Winchester, VA 22601 ~18.96 miles northwest of Upperville
  • 3-star Highway hotel
  • Hotel has a green policy See policy
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA : 1204 Berryville Ave.
+1-888-734-9421
1204 Berryville Ave., Winchester, VA 22601 ~19.00 miles northwest of Upperville
  • Mid-scale Highway hotel
  • Hotel has 100 rooms
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont Inn & Suites
+1-888-841-5292
7373 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • Economy hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Warrenton
+1-888-455-5160
501 Blackwell Rd., Warrenton, VA 20186 ~19.05 miles south of Upperville
  • 3-star property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Baymont Inn & Suites Warrenton : 7379 Comfort Inn Dr.
+1-888-965-8297
7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.06 miles south of Upperville
  • Cheap Suburban hotel
  • Fitness + Health Center
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Winchester - Winchester
+1-888-906-6358
120 Wingate Dr., Winchester, VA 22601 ~19.21 miles northwest of Upperville
  • Midscale Highway property
  • Check in: 3:00 PM
From$90
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Warrenton
+1-888-749-6785
6 Broadview Ave., Warrenton, VA 20186 ~19.36 miles south of Upperville
  • Two-star hotel
  • Check in time: 15:00
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-878-9982
2951 Valley Ave., Winchester, VA 22601 ~19.37 miles northwest of Upperville
  • Low-priced Suburban hotel
  • 2 floors in property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel
+1-888-389-4485
410 Holiday Court, Warrenton, VA 20186 ~19.44 miles south of Upperville
  • Midscale Suburban hotel
  • 15 suites in hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hillbrook Inn
+1-888-389-4121
4490 Summit Point Rd., Charles Town, WV 25414 ~19.88 miles north of Upperville
  • 4 star Rural property
  • 9 rooms in hotel
From$149
Very Good 4.5 /5 Review Score Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester : 150 Faraday Plaza
+1-888-675-2083
150 Faraday Plaza, Winchester, VA 22603 ~19.90 miles northwest of Upperville
  • Low Cost Highway property
  • Free breakfast
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-800-716-8490
103 East Piccadilly St., Winchester, VA 22601 ~19.91 miles northwest of Upperville
  • Mid-scale Downtown property
  • 90 sleeping rooms in hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites Leesburg in Leesburg
+1-800-805-5223
80 Prosperity Ave., Leesburg, VA 20175 Website ~19.93 miles east of Upperville
  • Mid-scale hotel
  • 4 floors in hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites
+1-888-965-1860
30 Wolfe St. Apt 2e, Winchester, VA 22601 ~19.96 miles northwest of Upperville
  • Cheap property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Select Suites Gainesville
+1-888-788-5576
14141 Dave's Store Lane, Gainesville, VA 20155 ~20.00 miles southeast of Upperville
  • 2 star Suburban hotel
  • 4 floors in property
From$79
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Leesburg, VA : 721 East Market St.
+1-888-897-9207
721 East Market St., Leesburg, VA 22075 ~20.00 miles east of Upperville
  • Midscale property
  • 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.
+1-888-311-4278
726 East Market St., Leesburg, VA 20176 ~20.10 miles east of Upperville
  • Three Star Suburban hotel
  • 99 rooms in hotel
From$82
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-469-4795
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Mid-scale Suburban property
  • Hotel has 4 floors
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va : 115 Fort Evans Rd. Ne
+1-888-734-9421
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.25 miles east of Upperville
  • Three Star Downtown property
  • Check-in time: 4:00pm
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket - Gainesville
+1-888-841-5292
7300 Atlas Walk Way, Gainesville, VA 20155 ~20.29 miles southeast of Upperville
  • Mid-scale Rural property
  • Hotel has 5 floors
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Winchester
+1-888-455-5160
1593 Martinsburg Pike, Winchester, VA 22603 ~20.58 miles northwest of Upperville
  • Cheap Highway property
  • Check-in time: 2:00 PM
From$45
Average 3.5 /5 Hotel Reviews Call BookMore Details
Quality Inn - Winchester
+1-888-965-8297
1601 Martinsburg Pike, Winchester, VA 22603 Website ~20.59 miles northwest of Upperville
  • Two-star Highway hotel
  • Check-in: 1500
From$77
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Inn & Suites : 91 Reliance Rd.
+1-888-906-6358
91 Reliance Rd., Middletown, VA 22645 ~20.63 miles west of Upperville
  • Economical property
  • Check in: 11:00
From$49
Poor 2.0 /5 Reviews Call BookMore Details
Springhill Suites Winchester - Winchester
+1-888-749-6785
280 Market St., Winchester, VA 22603 ~20.63 miles northwest of Upperville
  • Mid-scale Suburban hotel
  • Hotel has an eco-friendly policy Learn more
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Winchester
+1-888-878-9982
280 Maket St., Winchester, VA 22603 ~20.63 miles northwest of Upperville
  • Midscale property
From$90
Very Good 4.0 /5 Guest 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?

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, an IHG Hotel, Holiday Inn Express and Candlewood Suites Winchester, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Back to Top