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

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Gainesboro

Pet friendly

Apartment

Condo

Hot tub

Pool

Chalet

Family friendly

Cabin

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Gainesboro hotels

A banquet hall with round tables, chairs, chandeliers, and floral centerpieces.

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

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

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

1. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Carol

$130 nightly

$148 total

Oct 28 - Oct 29

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.

An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

2. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Chris

$103 nightly

$114 total

Oct 8 - Oct 9

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

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

Lisa

$92 nightly

$102 total

Nov 1 - Nov 2

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

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

4. Hampton Inn Winchester N/Conference Center, VA

Winchester

Allen

$106 nightly

$120 total

Nov 2 - Nov 3

Total with taxes and fees

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

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.

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

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

5. Hampton Inn Winchester-University/Mall Area

Winchester

Luis

$92 nightly

$104 total

Nov 1 - Nov 2

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

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

6. SpringHill Suites by Marriott Winchester

Winchester

Lauren

$122 nightly

$136 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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.

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

Thomas

$93 nightly

$103 total

Nov 1 - Nov 2

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

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

8. Travelodge by Wyndham Winchester

Winchester

Gary

$71 nightly

$78 total

Oct 11 - Oct 12

Total with taxes and fees

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

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

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.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Kenna

$106 nightly

$118 total

Nov 4 - Nov 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 lounge area with seating, a television, and a bar area.

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

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

10. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Jamie

$114 nightly

$129 total

Nov 1 - Nov 2

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

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

Oct 25 - Oct 26

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

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

12. Courtyard by Marriott Winchester

Winchester

John

$101 nightly

$113 total

Oct 18 - Oct 19

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.

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

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

Brittany

$77 nightly

$87 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

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.

14. Quality Inn Winchester

Winchester

Jeffrey

$84 nightly

$94 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

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

Bethany

$130 nightly

$147 total

Oct 12 - Oct 13

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 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.

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

16. Home2 Suites by Hilton Charles Town

Charles Town

Scott

$126 nightly

$141 total

Oct 14 - Oct 15

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.

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.

17. Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

Lorraine

$117 nightly

$130 total

Oct 25 - Oct 26

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.

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

18. Hampton Inn Martinsburg

Martinsburg

Wendy

$84 nightly

$95 total

Nov 1 - Nov 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 lobby with a fireplace, comfortable seating, and a large wall with 'The Inn at Charles Town' signage.

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

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

19. The Inn at Charles Town - Hollywood Casino

Charles Town

Kira

$101 nightly

$113 total

Oct 19 - Oct 20

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.

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

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

20. TRU By Hilton Winchester

Winchester

Nancy

$85 nightly

$95 total

Nov 1 - Nov 2

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Top Gainesboro Hotel Reviews

TRU By Hilton Winchester

10/10 Excellent

"The mattress was excellent. I woke up refreshed without a back ache which I came in with due to the long car ride. My room was quiet, and clean. My only complaint is wondering why there is such a strong smell of air deodorizer throughout the hotel. It hits you as you walk in the lobby. The smell lingered on my clothes and inside my suitcases through the next day. I prefer fresh air, not artificial air freshener scents. I don’t believe they are healthy."

Hampton Inn Martinsburg

10/10 Excellent

"Nice big room, good lighting and comfortable furniture"

Comfort Inn & Suites Winchester

10/10 Excellent

"Excellent professional staff, great room"

Travelodge by Wyndham Winchester

8/10 Good

"The property, well-staffed, has tired but neat decor, convenient parking, an adequately responsive elevator, and lies in an utterly convenient location for intercity trips along I-81. We will return."

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"Great place to stay in Winchester."

Hilton Garden Inn Martinsburg

10/10 Excellent

"We had an absolutely fantastic stay at this hotel and cannot recommend it highly enough. From the moment we arrived, the impeccable service, stunning design, and thoughtful amenities made our trip unforgettable."

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"The bed was amazingly comfortable and the room was very clean."

Quality Inn Winchester

8/10 Good

"Great staff Very helpful,friendly Place is quite spartan but well kept Close to highway Great bargain"

Red Roof Inn Winchester, VA

10/10 Excellent

"Ok"

More cheap stays in Gainesboro

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

$71 nightly

$78 total

Oct 11 - Oct 12

Total with taxes and fees

8.6/10 Excellent! (1,076 reviews)