Top 10 Hotels in Gainesboro, VA (from $70) 2026 - Competitive Prices

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Our top choices for Gainesboro hotels

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

1. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Paul

$130 nightly

Nov 5 - Nov 6

Total with taxes and fees

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

2. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Paula

$114 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

Winchester

Kathleen

$84 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

Winchester

Elizabeth

$106 nightly

Nov 8 - Nov 9

Total with taxes and fees

5. Hampton Inn Winchester-University/Mall Area

Winchester

Luis

$96 nightly

Nov 29 - Nov 30

Total with taxes and fees

An outdoor patio with a fire feature, seating, and a covered area.

6. SpringHill Suites by Marriott Winchester

Winchester

sanjay

$114 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

Edward

$93 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

8. Travelodge by Wyndham Winchester

Winchester

Mary

$71 nightly

Nov 1 - Nov 2

Total with taxes and fees

A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Debra

$98 nightly

Nov 29 - Nov 30

Total with taxes and fees

An outdoor patio area with a long wooden table and chairs, a red umbrella, and a grill station.

10. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Jessica

$91 nightly

Nov 22 - Nov 23

Total with taxes and fees

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

11. TownePlace Suites by Marriott Front Royal

Front Royal

JoEllen

$137 nightly

Nov 29 - Nov 30

Total with taxes and fees

A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

12. Courtyard by Marriott Winchester

Winchester

Jessica

$107 nightly

Nov 5 - Nov 6

Total with taxes and fees

A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

13. Spark by Hilton Winchester

Winchester

Albert

$65 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

14. Quality Inn Winchester

Winchester

Vickie

$77 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story brick building with a balcony and columns, featuring multiple flags and outdoor seating.

15. The Country Inn of Berkeley Springs

Berkeley Springs

Luman

$130 nightly

Nov 1 - Nov 2

Total with taxes and fees

An outdoor patio area with wicker furniture, a stone fire feature, and a covered seating area with string lights.

16. Home2 Suites by Hilton Charles Town

Charles Town

maria

$147 nightly

Nov 8 - Nov 9

Total with taxes and fees

A buffet with multiple self-service stations, including omelets and other prepared foods.

17. Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

David

$110 nightly

Nov 29 - Nov 30

Total with taxes and fees

A modern hotel lobby with seating areas, a reception desk, and a 'Welcome' sign.

18. Hampton Inn Martinsburg

Martinsburg

Ashley

$101 nightly

Nov 5 - Nov 6

Total with taxes and fees

A spacious dining area with round tables and chairs, a large potted plant, and a wall with artwork.

19. The Inn at Charles Town - Hollywood Casino

Charles Town

Ralph

$117 nightly

Nov 11 - Nov 12

Total with taxes and fees

A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

20. TRU By Hilton Winchester

Winchester

Phillip

$80 nightly

Nov 8 - Nov 9

Total with taxes and fees

View all properties

Compare top hotels in Gainesboro

The George Washington Hotel, A Wyndham Grand Hotel 3.5 star property Old Town Winchester View	La Quinta Inn & Suites by Wyndham Winchester 3.0 star property Winchester View	Microtel Inn & Suites by Wyndham Winchester 2.5 star property Winchester View	Hampton Inn Winchester N/Conference Center, VA 2.5 star property Winchester View	Hampton Inn Winchester-University/Mall Area 2.5 star property Winchester View
9.4 Exceptional 1,000 reviews	9.2 Wonderful 2,263 reviews	9.2 Wonderful 1,444 reviews	9.2 Wonderful 961 reviews	9.0 Wonderful 1,000 reviews
$130 nightly The price is $148 Nov 5 - Nov 6 Total with taxes and fees	$114 nightly The price is $127 Nov 1 - Nov 2 Total with taxes and fees	$84 nightly The price is $93 Nov 3 - Nov 4 Total with taxes and fees	$106 nightly The price is $120 Nov 8 - Nov 9 Total with taxes and fees	$96 nightly The price is $109 Nov 29 - Nov 30 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.

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Top Gainesboro Hotel Reviews

Hampton Inn Martinsburg

10/10 Excellent

"Convenient location with lots of services at the exit"

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Very clean and the amenities were fantastic. Both suites were large enough to make us feel very comfortable. The breakfast was very nice and fresh. The greatest impact was the front desk attendant. I wish I had gotten her name. She met us with a smile, was very professional and was willing to make our stay as enjoyable as she was able. Definitely an asset, as her customer service skills were exceptional and hard to find anymore."

Hillbrook Inn

8/10 Good

"Most importantly, the cleanliness of the room and the staff were absolutely excellent. We stayed in the Hawthorn North Suite. Room: I would have enjoyed a firmer mattress. My wife had no complaints, but I had to place a pillow under my legs for back comfort. The soaking tub was quite nice; however, only one person could fit in the tub and there were no built-in water or air jets. Cottage: There was a beautiful, in-tune piano to which we had access. There was also a pool table in the basement that was not warped! Breakfast was quite tasty...would have loved more variety. Unfortunately, we did not take the opportunity to enjoy the on-site restaurant for dinner nor its on-site spa. We also did not visit any wineries. There were restaurants, small shopping areas, and the Harpers Ferry National Historical Park nearby."

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

1593 Martinsburg Pike Winchester VA

$63 nightly

$70 total

Nov 5 - Nov 6

Total with taxes and fees

6.6/10 (601 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 $70 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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Things to do in Winchester

Find hotels in Gainesboro, VA from $70

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Our top choices for Gainesboro hotels

1. The George Washington Hotel, A Wyndham Grand Hotel

2. La Quinta Inn & Suites by Wyndham Winchester

3. Microtel Inn & Suites by Wyndham Winchester

4. Hampton Inn Winchester N/Conference Center, VA

5. Hampton Inn Winchester-University/Mall Area

6. SpringHill Suites by Marriott Winchester

7. Fairfield Inn & Suites by Marriott Winchester

8. Travelodge by Wyndham Winchester

9. Holiday Inn Winchester Se-Historic Gateway by IHG

10. Home2 Suites by Hilton Martinsburg, WV

11. TownePlace Suites by Marriott Front Royal

12. Courtyard by Marriott Winchester

13. Spark by Hilton Winchester

14. Quality Inn Winchester

15. The Country Inn of Berkeley Springs

16. Home2 Suites by Hilton Charles Town

17. Holiday Inn Express Hotel & Suites Winchester by IHG

18. Hampton Inn Martinsburg

19. The Inn at Charles Town - Hollywood Casino

20. TRU By Hilton Winchester

Compare top hotels in Gainesboro

The George Washington Hotel, A Wyndham Grand Hotel

La Quinta Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester-University/Mall Area

Stay near popular attractions around Gainesboro

Museum of the Shenandoah Valley

Top Gainesboro Hotel Reviews

Hampton Inn Martinsburg

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

Hotels in Gainesboro with star-rating

Frequently asked questions

Explore a world of travel with Expedia

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