Best Gainesboro Hotels in 2026 from HK$550 - Fully Refundable Options

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Our top choices for Gainesboro hotels

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

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

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

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

1. TRU By Hilton Winchester

Winchester

Kailyn

HK$668

HK$744 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

2. Microtel Inn & Suites by Wyndham Winchester

Winchester

Christopher

HK$652

HK$726 total

includes taxes & fees

22 Nov - 23 Nov

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

3. SpringHill Suites by Marriott Winchester

Winchester

Michael

HK$890

HK$990 total

includes taxes & fees

8 Nov - 9 Nov

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.

4. Quality Inn Winchester

Winchester

DARLA

HK$613

HK$682 total

includes taxes & fees

22 Nov - 23 Nov

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

A reception desk with a coffee station, a welcome sign, and a landscape painting.

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

A large conference room with multiple tables and chairs, carpeted floor, and ceiling lights.

5. Hampton Inn Winchester N/Conference Center, VA

Winchester

Elizabeth

HK$752

HK$852 total

includes taxes & fees

9 Nov - 10 Nov

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.

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

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.

6. Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

David

HK$862

HK$959 total

includes taxes & fees

22 Nov - 23 Nov

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.

7. Courtyard by Marriott Winchester

Winchester

Jessica

HK$839

HK$934 total

includes taxes & fees

29 Oct - 30 Oct

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

A gym with treadmills, elliptical machines, and dumbbells.

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.

8. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

HK$839

HK$934 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

9. Spark by Hilton Winchester

Winchester

carrie

HK$509

HK$577 total

includes taxes & fees

15 Nov - 16 Nov

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

A modern lobby with two armchairs, a coffee station, and a snack bar.

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.

10. TownePlace Suites by Marriott Winchester

Winchester

Lori

HK$886

HK$986 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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

11. Fairfield Inn & Suites by Marriott Winchester

Winchester

Thomas

HK$726

HK$808 total

includes taxes & fees

1 Nov - 2 Nov

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

Kenneth

HK$784

HK$873 total

includes taxes & fees

15 Nov - 16 Nov

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.

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.

13. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Carol

HK$1,022

HK$1,158 total

includes taxes & fees

29 Oct - 30 Oct

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 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.

14. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jeffrey

HK$745

HK$852 total

includes taxes & fees

22 Nov - 23 Nov

A gym with exercise equipment, including a bench, red exercise balls, and a variety of weights.

A Hampton Inn hotel with a clear blue sky, a parking lot, and well-maintained landscaping.

A hotel with a clear sign reading "Hampton Inn."

A hotel room with a desk, a television, a framed picture on the wall, and a chair.

15. Hampton Inn Winchester-University/Mall Area

Winchester

Henedina

HK$746

HK$845 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a desk, chair, sofa, ottoman, lamp, and a bed.

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

A gym with treadmills, a weight bench, a squat rack, and a variety of weights.

16. Home2 Suites By Hilton Winchester

Winchester

Jean

HK$693

HK$785 total

includes taxes & fees

1 Nov - 2 Nov

A spacious hotel dining area with multiple tables and chairs, large windows, and a kitchen area visible in the background.

A modern kitchen with a bar area, seating, and a large window.

17. Hilton Garden Inn Winchester

Winchester

Wendy

HK$926

HK$1,049 total

includes taxes & fees

22 Nov - 23 Nov

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

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

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.

18. Days Inn by Wyndham Winchester

Winchester

Allyn

HK$494

HK$550 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

Winchester

Zohair

HK$686

HK$763 total

includes taxes & fees

22 Nov - 23 Nov

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 a sofa, a desk, a TV, a dresser, and a bed.

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.

20. Travelodge by Wyndham Winchester

Winchester

john

HK$556

HK$614 total

includes taxes & fees

26 Oct - 27 Oct

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Top Gainesboro Hotel Reviews

Comfort Inn & Suites Winchester

10/10 Excellent

"This was a last minute stop and I wish we could have stayed longer. Check in was fast and easy. The room was immaculate, spacious and comfortable. Our room was facing the highway and I was worried that the noise would be an issue but I slept like a rock. The breakfast was good."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Front desk upgraded our room so we could fit our bikes in the room. Bed was too soft. Otherwise room was nice. Breakfast was good."

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"Great room, attentive staff, breakfast hit all the notes"

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"rooms are clean, spacious, and serviced everyday. Good breakfast on offer and the Bar is good too. Greal location and good parking. Staff very helpful and knowledgeable about the area. Shenandoah mountains are wonderful. Lots of wineries and farmers market near by"

Travelodge by Wyndham Winchester

10/10 Excellent

"Clean friendly"

Spark by Hilton Winchester

10/10 Excellent

"What a pleasure staying a night in such a new, sparkling clean hotel! Location was fantastic with lots of stores and restaurants and the Highway very close! Our room was extremely clean and comfy! The front desk clerk on the night of Oct 18 was fantastic and friendly! Breakfast was just Continental, but better than nothing!"

Hilton Garden Inn Martinsburg

10/10 Excellent

"Clean, comfortable room. Friendly and efficient staff. What more could you ask for?"

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

1593 Martinsburg Pike Winchester VA

HK$494

HK$550 total

26 Oct - 27 Oct

includes taxes & fees

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

HK$556

HK$614 total

26 Oct - 27 Oct

includes taxes & fees

8.6/10 Excellent! (1,078 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

HK$613

HK$682 total

22 Nov - 23 Nov

includes taxes & fees

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

HK$652

HK$726 total

22 Nov - 23 Nov

includes taxes & fees

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

HK$668

HK$744 total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

HK$784

HK$873 total

15 Nov - 16 Nov

includes taxes & fees

9.4/10 Exceptional! (1,137 reviews)

Frequently asked questions

What's the best place for a stay in Gainesboro?

The George Washington Hotel, A Wyndham Grand Hotel, located 8.2 mi (13.2 km) from the heart of Gainesboro, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Travelodge by Wyndham Winchester and TRU By Hilton Winchester. See all available top hotels, or vacation rentals in Gainesboro.

What are some of the best holiday rentals that Gainesboro has to offer?

A-Frame Mountain Retreat: This holiday home rental outside of Gainesboro offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. See all vacation rentals in Gainesboro.

If I need to cancel my hotel reservation in Gainesboro, will I receive a refund?

Yes! The majority of room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Gainesboro.

What is staying in Gainesboro like?

Visitors to Gainesboro will definitely find plenty to explore and enjoy. There are 359 hotels and other accommodation options in the surrounding area. Find out more about Gainesboro.

What should I see while I'm in Gainesboro?

Places to visit in the wider area include Peacemaker National Training Center, Rock Harbor Golf Course and Museum of the Shenandoah Valley. You'll also find Bright Box Theater and Shenandoah Valley Discovery Museum in the area. Take a look at what more there is to see and do in Expedia's Gainesboro guide.

What's the seasonal weather like in Gainesboro?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Gainesboro is 1172 mm.

Gainesboro hotels from HK$550

Change your mind

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. TRU By Hilton Winchester

2. Microtel Inn & Suites by Wyndham Winchester

3. SpringHill Suites by Marriott Winchester

4. Quality Inn Winchester

5. Hampton Inn Winchester N/Conference Center, VA

6. Holiday Inn Express Hotel & Suites Winchester by IHG

7. Courtyard by Marriott Winchester

8. La Quinta Inn & Suites by Wyndham Winchester

9. Spark by Hilton Winchester

10. TownePlace Suites by Marriott Winchester

11. Fairfield Inn & Suites by Marriott Winchester

12. Comfort Inn & Suites Winchester

13. The George Washington Hotel, A Wyndham Grand Hotel

14. Holiday Inn Winchester Se-Historic Gateway by IHG

15. Hampton Inn Winchester-University/Mall Area

16. Home2 Suites By Hilton Winchester

17. Hilton Garden Inn Winchester

18. Days Inn by Wyndham Winchester

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

20. Travelodge by Wyndham Winchester

Top Gainesboro Hotel Reviews

Comfort Inn & Suites Winchester

Country Inn & Suites by Radisson, Winchester, VA

Fairfield Inn & Suites by Marriott Winchester

The George Washington Hotel, A Wyndham Grand Hotel

Travelodge by Wyndham Winchester

Spark by Hilton Winchester

Hilton Garden Inn Martinsburg

More cheap stays in Gainesboro

Days Inn by Wyndham Winchester

Travelodge by Wyndham Winchester

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

TRU By Hilton Winchester

Comfort Inn & Suites Winchester

Frequently asked questions

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