Top 10 Hotels in Gainesboro, VA (from $72) 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.

A bar area with a piano, seating, and a bar counter with bottles.

A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.

A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

1. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Jeanette

$129 nightly

$146 total

Sep 16 - Sep 17

Total with taxes and fees

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

A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

A gym with treadmills, elliptical machines, and dumbbells.

2. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Lori

$113 nightly

$126 total

Sep 9 - Sep 10

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.

A hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.

A modern lounge area with seating, a TV, and a children's play area.

A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

3. Microtel Inn & Suites by Wyndham Winchester

Winchester

Robin

$86 nightly

$96 total

Sep 9 - Sep 10

Total with taxes and fees

A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

A hotel lobby with a reception desk, refrigerated display cases, shelves with snacks, and a trash bin.

A lobby with yellow patterned chairs, a round table, a TV on the wall, and a patterned rug.

A modern kitchen with wooden cabinets, a countertop, and a window with a view.

4. Hampton Inn Winchester N/Conference Center, VA

Winchester

Aimee

$106 nightly

$120 total

Sep 13 - Sep 14

Total with taxes and fees

A gym with treadmills, exercise balls, and a mirrored wall.

A kitchenette with a coffee machine, toaster, and a display case with pastries.

A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped front yard.

A hotel room with a wooden floor, a round table, and two chairs. There is a lamp on a side table and a large window with curtains.

5. Hampton Inn Winchester-University/Mall Area

Winchester

Sylvia

$107 nightly

$122 total

Sep 15 - Sep 16

Total with taxes and fees

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

A modern hotel with a covered entrance, a sign reading "SPRINGHILL SUITES BY MARRIOTT," and a landscaped area with plants.

An indoor swimming pool with clear water, metal railings, and lounge chairs.

A hotel room with two beds, a desk, a chair, and a large window.

6. SpringHill Suites by Marriott Winchester

Winchester

Lindsey

$122 nightly

$136 total

Sep 13 - Sep 14

Total with taxes and fees

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

A coffee station with multiple coffee dispensers and a sign above.

A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

Linda

$93 nightly

$103 total

Sep 9 - Sep 10

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.

A hotel reception area with a stone counter, a chandelier, a desk with a computer, and a seating area with chairs and a table.

A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a view of the outdoors through the window.

A spacious indoor area with a long table and chairs, a statue, and a large window.

8. Travelodge by Wyndham Winchester

Winchester

Thomas

$76 nightly

$84 total

Sep 15 - Sep 16

Total with taxes and fees

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

A hotel room with a bed, a desk with a computer, a chair, and a TV.

A swimming pool with lounge chairs and a changing room.

A bar area with a counter, multiple bar stools, and a television screen.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Gregory

$108 nightly

$120 total

Sep 13 - Sep 14

Total with taxes and fees

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

A modern hotel room with a dining area, a sofa, a desk, and a kitchen area.

An indoor swimming pool with wooden beams on the ceiling, a tiled border, and several chairs and umbrellas outside.

A modern lounge area with seating, a television, and a bar area.

10. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Gul

$114 nightly

$129 total

Sep 13 - Sep 14

Total with taxes and fees

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

A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".

A modern hotel lobby with seating areas, a reception desk, and large windows offering a view of the outdoors.

A hotel reception area with a counter, a vending machine, and a sign indicating a minibar.

11. TownePlace Suites by Marriott Front Royal

Front Royal

Kristen

$141 nightly

$155 total

Sep 27 - Sep 28

Total with taxes and fees

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

An outdoor seating area with wicker furniture and a small table, surrounded by greenery and a building in the background.

A bar area with a display case of baked goods, a fruit basket, and a television screen displaying news.

A hotel room with two beds, a desk, a chair, a desk lamp, and a large window with curtains.

12. Courtyard by Marriott Winchester

Winchester

Michelle

$107 nightly

$119 total

Sep 13 - Sep 14

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".

A modern hotel room with a bed, sofa, and a small table. There are two doors, one blue and one white, and a small table with chairs.

An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.

13. Spark by Hilton Winchester

Winchester

Sharon

$77 nightly

$87 total

Sep 28 - Sep 29

Total with taxes and fees

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

A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.

A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.

14. Quality Inn Winchester

Winchester

Amelia

$80 nightly

$89 total

Sep 13 - Sep 14

Total with taxes and fees

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

A riverside view of a historic brick building with a white porch and a stone wall.

A bar area with wooden furniture, a variety of bottles, and framed pictures on the walls.

An outdoor patio with stone flooring, metal and white wicker furniture, and flowering trees.

15. The Country Inn of Berkeley Springs

Berkeley Springs

Alan

$130 nightly

$147 total

Sep 8 - Sep 9

Total with taxes and fees

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

A modern kitchen with a central island, bar stools, and a dining table with chairs.

A hotel with a prominent "HOME" sign, outdoor seating area, and a covered entrance.

A modern kitchen with a refrigerator, microwave, and sink. There is a dining area with a table and chairs, and a small seating area with a lamp.

16. Home2 Suites by Hilton Charles Town

Charles Town

Christopher

$147 nightly

$164 total

Sep 13 - Sep 14

Total with taxes and fees

A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

A Holiday Inn Express & Suites building with a covered entrance, large windows, and a fire lane.

A hotel room with a bed, a desk, a chair, a window with a view, and a TV on the wall.

An indoor swimming pool with a lifeguard chair, a pool lift, and a window.

17. Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

Lorraine

$122 nightly

$136 total

Sep 13 - Sep 14

Total with taxes and fees

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

A gym with stationary bikes, a rowing machine, and a variety of exercise balls.

18. Hampton Inn Martinsburg

Martinsburg

Jeremy

$93 nightly

$106 total

Oct 1 - Oct 2

Total with taxes and fees

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

A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and a large TV screen.

A bar area with a buffalo-themed mural, multiple screens, and bar stools.

19. The Inn at Charles Town - Hollywood Casino

Charles Town

Gina

$125 nightly

$140 total

Sep 16 - Sep 17

Total with taxes and fees

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

A fitness center with a water dispenser, seating area, and exercise machines.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.

A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.

20. TRU By Hilton Winchester

Winchester

Kristin

$89 nightly

$99 total

Sep 13 - Sep 14

Total with taxes and fees

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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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Shenandoah University

8.8/10 (276 reviews)

A go-to area recognized for its vibrant culture, Shenandoah University in Winchester, Virginia, offers a unique blend of history and education. Located about 12 miles by car from Gainesboro, this historic institution enriches your visit with engaging events and beautiful campus scenery, making it a convenient stop for travelers.

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Shenandoah Valley Discovery Museum

8.6/10 (78 reviews)

Ideal for families seeking engaging activities, the Shenandoah Valley Discovery Museum offers a vibrant environment filled with hands-on exhibits that celebrate culture and creativity. Located about 11 miles by car from Gainesboro, this museum provides a delightful stop for learning and fun during your visit.

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Peacemaker National Training Center

Considered a premier spot for outdoor enthusiasts, Peacemaker National Training Center offers a unique experience with its extensive facilities for excursions and relaxation. Located about 7 miles from Gainesboro, this serene destination is perfect for those seeking a memorable getaway, making it easy to enjoy the surrounding beauty.

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Handley Regional Library

9.6/10 (4 reviews)

A standout venue known for its family-friendly atmosphere, Handley Regional Library offers a welcoming space for visitors to explore diverse cultural resources. Located about 10 miles by car from Gainesboro, this library is a perfect spot to unwind and enjoy community events, making it a convenient stop during your visit.

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Patsy Cline Historic House

8.4/10 (104 reviews)

A fascinating mix of history and culture awaits music lovers at the Patsy Cline Historic House. Located 11 miles by car from Gainesboro, this charming site offers an intimate glimpse into the life of the legendary country singer. Staying nearby allows easy access to this unique experience.

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Stonewall Jackson's Headquarters

10.0/10 (1 review)

Perfectly suited for history buffs, Stonewall Jackson's Headquarters offers a glimpse into Civil War history with its rich cultural vibes. Located about 10 miles by car from Gainesboro, this historic house provides an engaging experience that makes staying nearby a great choice for exploring the area's heritage.

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Cacapon Resort State Park

9.0/10 (98 reviews)

A must-see for outdoor lovers, Cacapon Resort State Park offers stunning scenery and countless adventures. Located about 16 miles from Gainesboro, this park features hiking trails, fishing spots, and beautiful views, making it an ideal retreat for nature enthusiasts. Staying nearby allows easy access to explore its natural beauty.

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Top Gainesboro Hotel Reviews

Travelodge by Wyndham Winchester

8/10 Good

"The registration staff was very helpful. I expressed that I did not want a room on the wing that they have long term guests that I believe are homeless. I have been placed there in the past because I have a service dog and did not like it. I was given a much nicer room. However, stayed 3 nights and never did a housekeeper come in and empty trash or give clean towels. The outside has cigarette butts all over. We have been going to this hotel for many years, several times a year and it seems it has gone downhill which is very disappointing to me. The long term people hang out at the entrance smoking. Who wants to deal with that upon entering. I hope this review calls these issues to managements attention and they bring this hotel back to the nice place it once was."

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"BF"

TRU By Hilton Winchester

10/10 Excellent

"Dejeuner tres varie et tres bon, tres propre. Bon rapport qualité prix"

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Perfect for our needs. Located near to family, good neighborhood located nearby for walk/run in free time. Available hot breakfast nice and filling, limited fitness room also available with a nearby indoor pool. Rooms are compact but it fit our travel needs as a couple looking for a place to sleep over the weekend perfectly. Staff were also really helpful and had our keycards ready to go immediately, our fastest recent check-in and helpful for a later evening arrival. We‘ll stay here again while in the area."

Quality Inn Winchester

8/10 Good

"Staff was very helpful"

Tru By Hilton Martinsburg

10/10 Excellent

"Colorful"

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and welcoming The amenities at the hotel met our needs perfectly ! It was really nice to be in a walkable area with many shops and restaurants ,pubs .No complaints from 5 women in our group 😁"

Courtyard by Marriott Winchester

10/10 Excellent

"Excellent"

Days Inn by Wyndham Winchester

8/10 Good

"Not too shabby. I would stay again"

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

1593 Martinsburg Pike Winchester VA

$65 nightly

$72 total

Sep 8 - Sep 9

Total with taxes and fees

Red Roof Inn Winchester, VA

991 Millwood Pike Winchester VA

$69 nightly

$77 total

Sep 16 - Sep 17

Total with taxes and fees

7.4/10 Good! (1,001 reviews)

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

$76 nightly

$84 total

Sep 15 - Sep 16

Total with taxes and fees

8.6/10 Excellent! (1,071 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

$80 nightly

$89 total

Sep 13 - Sep 14

Total with taxes and fees

9.4/10 Exceptional! (1,003 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

$86 nightly

$96 total

Sep 9 - Sep 10

Total with taxes and fees

9.2/10 Wonderful! (1,456 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$93 nightly

$103 total

Oct 4 - Oct 5

Total with taxes and fees

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 $72 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 $72

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Gainesboro

Check prices for these dates

Filter by

Star rating

Guest rating

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

Stay near popular attractions around Gainesboro

Museum of the Shenandoah Valley

Shenandoah University

Shenandoah Valley Discovery Museum

Peacemaker National Training Center

Handley Regional Library

Patsy Cline Historic House

Stonewall Jackson's Headquarters

Cacapon Resort State Park

Top Gainesboro Hotel Reviews

Travelodge by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

TRU By Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Tru By Hilton Martinsburg

The George Washington Hotel, A Wyndham Grand Hotel

Courtyard by Marriott Winchester

Days Inn by Wyndham Winchester

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

Red Roof Inn Winchester, VA

Travelodge by Wyndham Winchester

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Hotels in Gainesboro with star-rating

Frequently asked questions

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