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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/Motels & Accommodations

Goodstone Inn & Restaurant
+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 ~7.37 miles east of Upperville
  • 3 star Rural hotel
  • Check-in time: 4:00 PM
More Photos Photo of Goodstone Inn & Restaurant
From£264
Average 3.0 /5 Latest Reviews Call BookMore Details
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Salamander Resort & Spa
+1-888-675-2083

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500 North Pendelton St., Middleburg, VA 20117 ~7.93 miles east of Upperville
  • Luxury 5 star Resort property
  • 4 floors in hotel
More Photos Exterior of Salamander Resort & Spa
From£218
Very good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows in 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 ~15.64 miles west of Upperville
  • Affordable Golf Course hotel
  • 26 suites in hotel
More Photos Photo of Doubletree by Hilton Front Royal Blue Ridge Shadows
From£60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Stes Front Marriott : 85 Caroline Dr.
+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 ~16.03 miles west of Upperville
  • Three Star hotel
  • 4 floors in hotel
More Photos Exterior of Towneplace Stes Front Marriott
From£68
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Front Royal
+1-888-965-1860

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9800 Winchester Rd., Front Royal, VA 22630 ~16.59 miles west of Upperville
  • 3-star Suburban property
  • 102 rooms in property
More Photos Photo of Hampton Inn Front Royal
From£80
Very good 4.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park - Front Royal
+1-888-788-5576

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10 South Commerce Ave., Front Royal, VA 22630 ~16.66 miles west of Upperville
  • Low-priced Suburban hotel
  • Check-in time: 3:00 PM
More Photos Image of Baymont by Wyndham Front Royal Near Shenandoah National Park
From£45
Average 3.0 /5 Reviews Call BookMore Details
Motel 6 Front Royal, VA
+1-888-897-9207

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141 West 15th St., Front Royal, VA 22630 ~16.95 miles west of Upperville
  • Low-priced property
  • Check-in: 2:00 PM
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From£45
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Airlie Hotel in Warrenton
+1-888-311-4278

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6809 Airlie Rd., Warrenton, VA 20187 ~16.97 miles south of Upperville
  • Four-star property
  • Check in time: 15:00
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From£120
Very good 4.0 /5 Latest 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 ~17.15 miles west of Upperville
  • Two-star Mountain hotel
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From£45
Average 3.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA : 1077 Millwood Pike
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1077 Millwood Pike, Winchester, VA 22602 ~18.24 miles northwest of Upperville
  • Inexpensive hotel
  • Check-in time: 11:00 AM
More Photos Exterior of Super 8 by Wyndham Winchester VA
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 ~18.28 miles northwest of Upperville
  • Low priced Suburban hotel
  • Hotel has an eco-friendly policy Read more
More Photos Exterior of La Quinta Inn & Suites by Wyndham Winchester
From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Winchester, VA
+1-888-455-5160

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991 Millwood Pike, Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • 2 star Suburban property
  • Check in: 3:00 pm
More Photos Image of Red Roof Inn Winchester, VA
From£35
Average 3.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Winchester near University in Winchester
+1-888-965-8297

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140 Costello Dr., Winchester, VA 22602 ~18.35 miles northwest of Upperville
  • Economy Suburban property
  • 72 rooms in property
More Photos Photo of Sleep Inn & Suites Winchester near University
From£45
Very good 4.0 /5 Read Reviews Call BookMore Details
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Hilton Garden Inn Haymarket - Haymarket
+1-888-906-6358

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15001 Washington St., Haymarket, VA 20169 ~18.36 miles southeast of Upperville
  • Midscale Suburban property
  • 2 conference rooms in property
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From£82
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Holiday Inn Winchester Se-Historic Gateway by IHG in Winchester
+1-888-749-6785

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333 Front Royal Pike, Winchester, VA 22602 ~18.39 miles northwest of Upperville
  • 3 star Suburban property
  • Hotel has a green policy Learn more
More Photos Image of Holiday Inn Winchester Se-Historic Gateway by IHG
From£52
Very good 4.0 /5 Latest Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Winchester - Winchester
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22601 ~18.45 miles northwest of Upperville
  • 3 star Suburban hotel
  • 3 floors in hotel
More Photos Image of Fairfield Inn & Suites by Marriott Winchester
From£66
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South in Stephens City
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 ~18.47 miles west of Upperville
  • Three Star Highway hotel
  • 59 rooms in property
More Photos Exterior of Quality Inn Stephens City - Winchester South
From£45
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22602 ~18.50 miles northwest of Upperville
  • 3-star Suburban hotel
  • Fitness center on property
More Photos Exterior of Fairfield Inn & Suites by Marriott
From£64
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express 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 Ln, Stephens City, VA 22655 ~18.52 miles west of Upperville
  • 3 star Rural hotel
  • 3 floors in hotel
More Photos Image of Holiday Inn Express
From£51
Very good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham 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 ~18.52 miles northwest of Upperville
  • 2-star Suburban property
  • 3 floors in property
More Photos Photo of Travelodge by Wyndham Winchester
From£37
Average 3.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites
+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 ~18.61 miles west of Upperville
  • Three Star Suburban property
  • Hotel has an eco-friendly policy See more
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From£60
Average 3.0 /5 Review Score 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 ~18.62 miles west of Upperville
  • 2 star Suburban property
  • Check in time: 3:00pm
More Photos Photo of Comfort Inn & Suites Winchester
From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn & Conference Center
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
711 Millwood Ave., Winchester, VA 22601 ~18.74 miles northwest of Upperville
  • 2 star Highway hotel
  • Gym / Fitness Center Available
More Photos Image of Clarion Inn & Conference Center
From£41
Very good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+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 ~18.75 miles northwest of Upperville
  • Mid-scale Suburban hotel
  • Comp. Breakfast
More Photos Exterior of Towneplace Suites by Marriott Winchester
From£55
Very good 4.0 /5 Recent Reviews Call BookMore Details
Apm Inn & Suites - Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1347 Berryville Ave., Winchester, VA 22601 ~18.89 miles northwest of Upperville
  • Low priced hotel
  • 100 sleeping rooms in hotel
More Photos Image of Apm Inn & Suites
From£37
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+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 ~18.94 miles northwest of Upperville
  • 3-star Highway hotel
  • 100 rooms in property
More Photos Image of Hampton Inn Winchester University / Mall Area
From£61
Very good 4.0 /5 Recent 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 ~18.98 miles northwest of Upperville
  • Three Star Highway hotel
  • 3 meeting rooms in hotel
More Photos Exterior of Hampton Inn Winchester N/Conference Center, VA
From£63
Very good 4.0 /5 Read Reviews Call BookMore Details
Baymont Inn & Suites : 7373 Comfort Inn Dr.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
7373 Comfort Inn Dr., Warrenton, VA 20187 ~19.00 miles south of Upperville
  • Economy property
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From£45
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Warrenton - Warrenton
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
501 Blackwell Rd., Warrenton, VA 20186 ~19.02 miles south of Upperville
  • 3 star hotel
  • 2 meeting rooms in property
More Photos hotel room
From£60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 ~19.03 miles south of Upperville
  • Inexpensive Suburban hotel
  • Free complimentary breakfast
More Photos Image of Baymont Inn & Suites Warrenton
From£45
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn 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
120 Wingate Dr., Winchester, VA 22601 ~19.20 miles northwest of Upperville
  • Mid-scale Highway hotel
  • 12 suites in hotel
More Photos Photo of Hilton Garden Inn Winchester
From£68
Very good 4.5 /5 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 ~19.33 miles south of Upperville
  • Low Cost hotel
  • Check in time: 15:00
More Photos Photo of Red Roof Inn Warrenton
From£45
Very good 4.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester Va in Winchester
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2951 Valley Ave., Winchester, VA 22601 ~19.36 miles northwest of Upperville
  • 2 star Suburban property
  • Free breakfast available
More Photos Exterior of Motel 6 Winchester Va
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG : 410 Holiday Court
+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 ~19.41 miles south of Upperville
  • Three Star Suburban hotel
  • Fitness / Gym is on-site
More Photos Exterior of Holiday Inn Express Hotel & Suites Warrenton by IHG
From£60
Average 3.0 /5 Hotel Reviews 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 ~19.85 miles north of Upperville
  • Expensive Rural property
  • 9 sleeping rooms in hotel
More Photos Photo of Hillbrook Inn
From£112
Very good 4.5 /5 Recent 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 ~19.89 miles northwest of Upperville
  • Low-priced Highway hotel
  • Complimentary breakfast is offered
More Photos Image of Microtel Inn & Suites by Wyndham Winchester
From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel - Winchester
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 ~19.90 miles northwest of Upperville
  • 3 star Downtown property
  • Hotel has 10 suites
More Photos Photo of The George Washington a Wyndham Grand Hotel
From£74
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG : 80 Prosperity Ave.
+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 ~19.91 miles east of Upperville
  • 3 star property
  • Gym / Fitness Center Available
More Photos Photo of Holiday Inn Express & Suites Leesburg - Historic District by IHG
From£82
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites
+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 ~19.95 miles northwest of Upperville
  • Cheap hotel
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From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Extended Stay America Select Suites Gainesville - Gainesville
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
14141 Dave's Store Lane, Gainesville, VA 20155 ~19.95 miles southeast of Upperville
  • Inexpensive Suburban hotel
  • 121 rooms in hotel
More Photos Photo of Extended Stay America Select Suites Gainesville
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Leesburg, VA
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
721 East Market St., Leesburg, VA 22075 ~19.99 miles east of Upperville
  • 3-star hotel
  • Check-in time: 12:00 PM
More Photos Image of Red Roof Inn Leesburg, VA
From£60
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 ~20.08 miles east of Upperville
  • 3-star Suburban hotel
  • 4 conference rooms in property
More Photos Exterior of Best Western Leesburg Hotel & Conference Center
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Leesburg - Leesburg
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~20.23 miles east of Upperville
  • 3-star Suburban hotel
  • Check in time: 3:00PM
More Photos Exterior of Hampton Inn & Suites Leesburg
From£60
Average 3.0 /5 Review Score 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 ~20.24 miles east of Upperville
  • Midscale Downtown property
  • Hotel has 91 suites
More Photos Photo of Homewood Suites by Hilton Leesburg Va
From£89
Very good 4.0 /5 Recent 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 ~20.24 miles southeast of Upperville
  • 3 star Rural hotel
  • Complimentary breakfast is offered
More Photos Image of Hampton Inn by Hilton Gainesville-Haymarket
From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn 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
1593 Martinsburg Pike, Winchester, VA 22603 ~20.56 miles northwest of Upperville
  • 2 star Highway property
  • 49 sleeping rooms in hotel
More Photos Exterior of Days Inn by Wyndham Winchester
From£34
Average 3.5 /5 Latest Reviews Call BookMore Details
Quality Inn Winchester
+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 ~20.58 miles northwest of Upperville
  • Economy Highway property
  • 2 floors in hotel
More Photos Image of Quality Inn Winchester
From£58
Very good 4.0 /5 Recent 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 ~20.60 miles west of Upperville
  • Low priced property
  • Comp. Breakfast
More Photos Exterior of Econo Lodge Inn & Suites
From£37
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites 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 ~20.61 miles northwest of Upperville
  • Affordable Suburban property
  • Hotel has 4 floors
More Photos hotel room
From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Winchester : 280 Maket St.
+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 ~20.61 miles northwest of Upperville
  • 3 star hotel
More Photos hotel room
From£68
Very good 4.0 /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 & 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 & 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 & 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 & 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 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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