Book The Best Hotels in Gainesboro, VA for 2026 from CA $99 - Fully Refundable Options

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Our top choices for Gainesboro hotels

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

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 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.

1. Microtel Inn & Suites by Wyndham Winchester

Winchester

Christopher

CA $119

CA $132 total

includes taxes & fees

Nov 15 - Nov 16

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.

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

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

2. TRU By Hilton Winchester

Winchester

Kailyn

CA $121

CA $134 total

includes taxes & fees

Nov 1 - Nov 2

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

3. Quality Inn Winchester

Winchester

DARLA

CA $112

CA $124 total

includes taxes & fees

Nov 15 - Nov 16

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 lobby with a large dining area, wooden accents, and contemporary lighting fixtures.

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

4. SpringHill Suites by Marriott Winchester

Winchester

Michael

CA $161

CA $179 total

includes taxes & fees

Nov 8 - Nov 9

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

5. Courtyard by Marriott Winchester

Winchester

John

CA $151

CA $169 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

6. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

CA $145

CA $161 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

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.

7. Spark by Hilton Winchester

Winchester

carrie

CA $108

CA $123 total

includes taxes & fees

Oct 27 - Oct 28

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.

8. Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

David

CA $156

CA $173 total

includes taxes & fees

Nov 16 - Nov 17

A hotel room with two beds, a desk, a TV, and a window with a view.

A conference room with a projector screen, arranged chairs, and a carpeted floor.

A Hampton Inn hotel with a modern facade, multiple windows, and a welcoming entrance.

A gym with treadmills, weight machines, and a mirror.

9. Hampton Inn Winchester N/Conference Center, VA

Winchester

Michael

CA $149

CA $169 total

includes taxes & fees

Oct 29 - Oct 30

A hotel room with two beds, a blue armchair, a nightstand with a lamp, and a wall-mounted painting.

A seating area with two chairs and a lamp, a sign indicating continental breakfast hours, and a door with a small window.

A hotel with a registration sign, a parking lot, and a tree in front.

A laundry area with stacked washers and dryers, a window with a view of a tree and gravel path, and visible plumbing.

10. Days Inn by Wyndham Winchester

Winchester

Allyn

CA $89

CA $99 total

includes taxes & fees

Oct 26 - Oct 27

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

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.

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

11. Fairfield Inn & Suites by Marriott Winchester

Winchester

Thomas

CA $131

CA $146 total

includes taxes & fees

Nov 1 - Nov 2

A hotel dining area with multiple tables and chairs, large windows, and a television screen.

A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

12. Comfort Inn & Suites Winchester

Winchester

Lisa

CA $142

CA $158 total

includes taxes & fees

Nov 8 - Nov 9

A spacious living room with a fireplace, wooden staircase, and a bookshelf.

A woman using a stationary bike in a gym with red walls and multiple exercise machines.

A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

A poolside area with lounge chairs and a stack of towels on a table.

13. Country Inn & Suites by Radisson, Winchester, VA

Winchester

Allen

CA $124

CA $138 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor patio with a grill, seating, and string lights.

A hotel room with a bed, a sofa, a small table, a lamp, a mirror, and a picture on the wall.

A modern restaurant with a high ceiling, a flat-screen TV, and a variety of seating options including booths and tables.

A compact kitchen with a refrigerator, microwave, coffee maker, and dishwasher.

14. Home2 Suites By Hilton Winchester

Winchester

Mandy

CA $125

CA $142 total

includes taxes & fees

Nov 1 - Nov 2

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 spacious indoor area with a long table and chairs, a statue, and a large 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 hotel room with a sofa, a desk, a TV, a dresser, and a bed.

15. Travelodge by Wyndham Winchester

Winchester

john

CA $100

CA $111 total

includes taxes & fees

Oct 25 - Oct 26

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 swimming pool with lounge chairs and a changing room.

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

16. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jeffrey

CA $140

CA $160 total

includes taxes & fees

Nov 16 - Nov 17

A hotel lobby with seating, a reception desk, and a refrigerated display.

A compact kitchen with a microwave, stove, dishwasher, and sink. There is a dining area with a table and chairs, and a living room with a sofa.

A hotel room with a bed, a desk, a chair, a small table, and a window with curtains.

An outdoor patio with round tables and chairs, red umbrellas, and a brick building in the background.

17. TownePlace Suites by Marriott Winchester

Winchester

Lori

CA $160

CA $178 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

A rectangular swimming pool with a brick wall and trees in the background.

A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.

18. Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

Michael

CA $117

CA $131 total

includes taxes & fees

Nov 16 - Nov 17

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

19. Hampton Inn Winchester-University/Mall Area

Winchester

Henedina

CA $136

CA $154 total

includes taxes & fees

Nov 1 - Nov 2

A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.

A living room with a brown sofa, two armchairs, a coffee table, and two lamps. There are two windows with blinds, and a wall with a leaf pattern.

A modern hotel lobby with a reception desk, a coffee station, and a seating area.

An indoor swimming pool with clear signage, a lifeguard duty sign, and a pool lift.

20. Sleep Inn & Suites Winchester near University

Winchester

Connor

CA $108

CA $120 total

includes taxes & fees

Nov 8 - Nov 9

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Top Gainesboro Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"Great location near Old Town, Shenandoah University, and Virginia wineries. The rooms were very clean and the fitness room was great for a hotel. We would definitely stay here again."

Travelodge by Wyndham Winchester

8/10 Good

"Room was comfortable. Staff very helpful. Property was a bit shabby."

Tru By Hilton Martinsburg

10/10 Excellent

"Clean room"

Comfort Inn & Suites Winchester

10/10 Excellent

"We were allowed early check in which allowed us to enjoy the day’s activities."

Quality Inn Winchester

8/10 Good

"Breakfast was excellent. The staff are so friendly and helpful! We stay on our way to Fl. and are never disappointed."

Country Inn & Suites by Radisson, Winchester, VA

8/10 Good

"The rooms were clean and the climate control was good. The staff were friendly. The property had a cheerful seasonal display to greet guests. The property needs updated carpets and room ameneties. Our refrigerator was old and in disrepair. There were patches on the walls in the bathroom that were not painted over. I have stayed many times over the years and have noticed that the service is great but the place is in the need of refreshing!"

Fairfield Inn & Suites by Marriott Winchester

8/10 Good

"It was great."

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Location is excellent. Walking distance to restaurants, coffee shops and bars as well as historical sites. Staff is always excellent, neatly dressed, well spoken and professional. The property is an architectural gem. The lobby, bar and general interior details like the interior woodwork, floors, elevators and mail chutes are remarkable. Best shower ever! Go to Knead Bread for breakfast. It would be a standout in any major city."

Hilton Garden Inn Martinsburg

10/10 Excellent

"Very friendly staff. Check in was easy and quick. Property was clean. Very thoughtful items for sale near the front desk for convenience if you need a late night snack or forgot to bring an item with you (phone charger, etc.)"