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Find hotels in Gainesboro, VA from $66

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Our top choices for Gainesboro hotels

An outdoor patio with brick walls, tables, chairs, and string lights.

1. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Gorgeous bar was great fun. The room was large."
United States
Nathan
3 days ago
$130 nightly
The price is $148
Nov 22 - Nov 23
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

2. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,271 reviews)
"Rooms are updated. The staff is very friendly. Parking is free."
United States
Dawn
2 days ago
$93 nightly
The price is $103
Nov 29 - Nov 30
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

3. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,442 reviews)
"Great stuff. Place to stop for the night. I would stop again for the price."
United States
Diana
5 days ago
$79 nightly
The price is $88
Nov 22 - Nov 23
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.

4. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (966 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel."
United States
Elizabeth
25 days ago
$106 nightly
The price is $120
Nov 21 - Nov 22
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA
A Hampton Inn by Hilton hotel with a clear sky and sunset.

5. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Quick check in , everything was smooth."
United States
Luis
September 6th, 2026
$91 nightly
The price is $103
Dec 6 - Dec 7
Total with taxes and fees
Hampton Inn Winchester-University/Mall Area
An outdoor patio with a fire feature, seating, and a covered area with a view of the building's interior.

6. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (916 reviews)
"Nice breakfast variety. Would stay again. Syaff was amazing."
United States
Lynette
12 days ago
$114 nightly
The price is $126
Nov 22 - Nov 23
Total with taxes and fees
SpringHill Suites by Marriott Winchester
A spacious lobby with seating areas, a large window with frosted glass, and artwork on the walls.

7. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (977 reviews)
"Very clean room, friendly staff, free parking and good breakfast."
United States
Martina
11 days ago
$93 nightly
The price is $103
Nov 18 - Nov 19
Total with taxes and fees
Fairfield Inn & Suites by Marriott Winchester
A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a view of the outdoors through the window.

8. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.8 out of 10, Excellent, (1,064 reviews)
"Clean room, good staff, good location."
United States
Gregory
13 days ago
$70 nightly
The price is $77
Dec 1 - Dec 2
Total with taxes and fees
Travelodge by Wyndham Winchester
A Holiday Inn Express hotel with a covered entrance, multiple floors, and flags.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,006 reviews)
"The staff was very helpful and friendly!"
United States
Richard
3 days ago
$102 nightly
The price is $113
Dec 13 - Dec 14
Total with taxes and fees
Holiday Inn Winchester Se-Historic Gateway by IHG
An outdoor seating area with a stone fire pit, cushioned benches, and string lights.

10. Home2 Suites by Hilton Martinsburg, WV

Home2 Suites by Hilton Martinsburg, WV
3.0 star property
Martinsburg
9.6 out of 10, Exceptional, (611 reviews)
"2nd year stayed there and the place, staff and amenities are just very impressive."
United States
ANTHONY
6 days ago
$103 nightly
The price is $116
Dec 5 - Dec 6
Total with taxes and fees
Home2 Suites by Hilton Martinsburg, WV
An outdoor patio with a stone fire feature, wicker furniture, and a building with large windows and a stone facade.

11. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (620 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
25 days ago
$129 nightly
The price is $142
Dec 3 - Dec 4
Total with taxes and fees
TownePlace Suites by Marriott Front Royal
A hotel room with a large bed, wooden headboard, two bedside tables with lamps, a flat-screen TV, and a window with curtains.

12. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Very clean and spacious room. Check in was easy and quick."
Canada
Kamila
12 days ago
$107 nightly
The price is $119
Nov 22 - Nov 23
Total with taxes and fees
Courtyard by Marriott Winchester
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

13. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"The hotel was amazing for value."
Canada
Lawrence R
10 days ago
$65 nightly
The price is $74
Nov 22 - Nov 23
Total with taxes and fees
Spark by Hilton Winchester
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

14. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Everything was great especially the price. And breakfast was great."
United States
Paul
4 days ago
$76 nightly
The price is $84
Nov 22 - Nov 23
Total with taxes and fees
Quality Inn Winchester
A two-story brick building with a balcony and columns, featuring multiple flags and outdoor seating.

15. The Country Inn of Berkeley Springs

The Country Inn of Berkeley Springs
3.5 star property
Berkeley Springs
9.0 out of 10, Wonderful, (1,001 reviews)
"We enjoyed our stay at the property."
United States
John
5 days ago
$130 nightly
The price is $147
Nov 15 - Nov 16
Total with taxes and fees
The Country Inn of Berkeley Springs
A hotel with a prominent "HOME" sign, outdoor seating area, and a covered entrance.

16. Home2 Suites by Hilton Charles Town

Home2 Suites by Hilton Charles Town
3.0 star property
Charles Town
9.6 out of 10, Exceptional, (918 reviews)
"They have a hotel cat outside that they care. From the casinos is wonderful."
United States
maria
19 days ago
$103 nightly
The price is $116
Dec 2 - Dec 3
Total with taxes and fees
Home2 Suites by Hilton Charles Town
A buffet with labeled containers of turkey sausage and cookies.

17. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (872 reviews)
"Very clean comfortable bed good breakfast."
United States
David
October 13th, 2026
$96 nightly
The price is $107
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express Hotel & Suites Winchester by IHG
Exterior

18. Hampton Inn Martinsburg

Hampton Inn Martinsburg
2.5 star property
Martinsburg
8.8 out of 10, Excellent, (1,003 reviews)
"Hampton Inn breakfast is usually the main reason I choose Hampton Inn."
United States
Brian
12 days ago
$105 nightly
The price is $119
Nov 21 - Nov 22
Total with taxes and fees
Hampton Inn Martinsburg
A dining area with a wooden table and chairs, large windows with glass doors, and a circular sign on the wall.

19. The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
Charles Town
8.6 out of 10, Excellent, (661 reviews)
"Staff were all very nice. Breakfast was good. The property was clean."
United States
Rebecca
16 days ago
$99 nightly
The price is $111
Nov 30 - Dec 1
Total with taxes and fees
The Inn at Charles Town - Hollywood Casino
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

20. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Rooms good sized, beds comfortable, quiet slept great , great breakfast."
United States
Jesse
7 days ago
$81 nightly
The price is $90
Nov 22 - Nov 23
Total with taxes and fees
TRU By Hilton Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare top hotels in Gainesboro

An outdoor patio with brick walls, tables, chairs, and string lights.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
View
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
View
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
View
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
Winchester
View
A Hampton Inn by Hilton hotel with a clear sky and sunset.

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
View
9.4
Exceptional
1,004 reviews
9.2
Wonderful
2,271 reviews
9.2
Wonderful
1,442 reviews
9.2
Wonderful
966 reviews
9.0
Wonderful
1,000 reviews
$130 nightly
The price is $148
Nov 22 - Nov 23
Total with taxes and fees
$93 nightly
The price is $103
Nov 29 - Nov 30
Total with taxes and fees
$79 nightly
The price is $88
Nov 22 - Nov 23
Total with taxes and fees
$106 nightly
The price is $120
Nov 21 - Nov 22
Total with taxes and fees
$91 nightly
The price is $103
Dec 6 - Dec 7
Total with taxes and fees
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
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Stay near popular attractions around Gainesboro

Discover the charm of Gainesboro, where outdoor adventures and rich history blend seamlessly. Enjoy family-friendly activities and explore scenic landscapes, making it the perfect getaway for those seeking culture and natural beauty. Embrace unforgettable experiences just waiting to be uncovered in this delightful destination.

Museum of the Shenandoah Valley

8.8/10 (129 reviews)
Considered a central hub for art lovers, the Museum of the Shenandoah Valley offers a unique blend of regional culture and history. Located about 8 miles from Gainesboro, this attraction invites visitors to explore its captivating exhibits and beautiful gardens, making it a convenient stop for a memorable day out.
See properties

Top Gainesboro Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Staff was very friendly, especially Mr. Randy!"
Jonathan 1-night trip
Posted 1 hour ago
The George Washington Hotel, A Wyndham Grand Hotel

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester

1593 Martinsburg Pike Winchester VA
$63 nightly
The price is $70 total per night from Nov 15 to Nov 16
$70 total
Nov 15 - Nov 16
Total with taxes and fees
6.6/10 (610 reviews)

Hotels in Gainesboro with star-rating

Frequently asked questions

When is the best time to go to Gainesboro?
The best time to go to Gainesboro, Virginia, is during the spring (April to June) and fall (September to October) when the weather is most pleasant for outdoor activities.

Spring in Gainesboro offers mild temperatures, blooming dogwoods, and azaleas, creating beautiful scenery. This period is ideal for exploring the Shenandoah National Park, which is easily accessible from Gainesboro, and enjoying activities like hiking and scenic drives along the Skyline Drive. Couples will appreciate the romantic backdrop of the blossoming landscapes and the opportunity for leisurely strolls.

Fall brings cooler temperatures, lower humidity, and the spectacular display of autumn foliage. The changing leaves make this a popular time for scenic drives and photography.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Gainesboro.
How much is the nightly rate at a Gainesboro hotel?
Prices for hotels in Gainesboro often vary, but you can find a great deal from $66 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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