Top 10 Hotels in Gainesboro, VA (from $76) 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 large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

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

A spacious lobby with a round table, chairs, a chandelier, and an American flag.

1. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Jeanette

$130 nightly

$148 total

Sep 13 - Sep 14

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

$109 nightly

$121 total

Sep 6 - Sep 7

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 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.

A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

3. Microtel Inn & Suites by Wyndham Winchester

Winchester

Robin

$86 nightly

$96 total

Sep 6 - Sep 7

Total with taxes and fees

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

A hotel room with a large bed, a bedside table with a lamp, a small desk, and a kitchenette area.

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.

4. Hampton Inn Winchester N/Conference Center, VA

Winchester

Aimee

$106 nightly

$120 total

Sep 20 - Sep 21

Total with taxes and fees

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

A modern living room with a sofa, chairs, a coffee table, and a TV mounted on the wall.

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

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

5. Hampton Inn Winchester-University/Mall Area

Winchester

Sylvia

$110 nightly

$125 total

Sep 13 - Sep 14

Total with taxes and fees

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

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

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

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

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

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

Linda

$93 nightly

$103 total

Sep 7 - Sep 8

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

A hotel room with a sofa, a desk, a TV, a dresser, and a bed.

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

8. Travelodge by Wyndham Winchester

Winchester

Kathaleen

$76 nightly

$84 total

Sep 5 - Sep 6

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

A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Gregory

$106 nightly

$118 total

Oct 4 - Oct 5

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.

A modern hotel room with a sofa, ottoman, dining table, chairs, kitchenette, and a large window.

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

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 multi-story hotel with a swimming pool, parking lot, and a landscaped area.

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

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

11. TownePlace Suites by Marriott Front Royal

Front Royal

Kristen

$141 nightly

$155 total

Sep 20 - Sep 21

Total with taxes and fees

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

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

A modern hotel lobby with a curved sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

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 hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

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

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.

13. Spark by Hilton Winchester

Winchester

Stephanie

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

A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

14. Quality Inn Winchester

Winchester

Joann B

$80 nightly

$89 total

Sep 10 - Sep 11

Total with taxes and fees

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

A modern living room with a curved glass coffee table, a black leather sofa, and a large window offering a view of the outdoors.

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

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 6 - Sep 7

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

A modern hotel room with a kitchenette, a bed, a desk, and a chair.

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 hotel reception area with a modern design, featuring a blue geometric wall pattern, a reception desk, and a snack shelf with various packaged goods.

An outdoor seating area with tables and chairs, a potted plant with flowers, and a view of the street.

A swimming pool area with lounge chairs, a pool capacity sign, and a table with chairs.

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 hotel room with two beds, a television, a desk, and a chair.

18. Hampton Inn Martinsburg

Martinsburg

Jeremy

$103 nightly

$116 total

Sep 29 - Sep 30

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 lobby with a fireplace, comfortable seating, and a large wall with 'The Inn at Charles Town' signage.

19. The Inn at Charles Town - Hollywood Casino

Charles Town

Gina

$126 nightly

$141 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

A spacious restaurant with a central island, seating areas, and a mural on the back wall.

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

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

Quality Inn Winchester

10/10 Excellent

"Convenient and surprisingly nice for the price"

Travelodge by Wyndham Winchester

10/10 Excellent

"Clean room, convenient, bed was co.fortablr. great low price option."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Our stay here was wonderful! Very friendly and helpful staff. The cleanliness was excellent ! We will definitely stay here again."

Sleep Inn & Suites Winchester near University

10/10 Excellent

"Great place and staff was very nice and polite. Only down fall they don’t do rooms till You check out has to go and get towels and do the trash we were there 5 days."

Courtyard by Marriott Winchester

10/10 Excellent

"Excellent"

Days Inn by Wyndham Winchester

8/10 Good

"Not too shabby. I would stay again"

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"This was an updated, well-maintained property. The reception staff was very friendly, as were the ladies preparing the daily included breakfast. The rooms were well-stocked with towels, wash cloths etc. I really appreciated having a water dispenser in the lobby! Plenty of parking too. And there were quite a few food options in the vicinity."

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

1593 Martinsburg Pike Winchester VA

$68 nightly

$76 total

Sep 6 - Sep 7

Total with taxes and fees

6.6/10 (562 reviews)

Red Roof Inn Winchester, VA

991 Millwood Pike Winchester VA

$69 nightly

$77 total

Sep 7 - Sep 8

Total with taxes and fees

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

$76 nightly

$84 total

Sep 5 - Sep 6

Total with taxes and fees

8.6/10 Excellent! (1,067 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

$80 nightly

$89 total

Sep 10 - Sep 11

Total with taxes and fees

9.4/10 Exceptional! (1,002 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

$86 nightly

$96 total

Sep 6 - Sep 7

Total with taxes and fees

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 $76 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 $76

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

Quality Inn Winchester

Travelodge by Wyndham Winchester

Country Inn & Suites by Radisson, Winchester, VA

Sleep Inn & Suites Winchester near University

Courtyard by Marriott Winchester

Days Inn by Wyndham Winchester

Fairfield Inn & Suites by Marriott 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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