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

Go beyond your typical stay in Gainesboro

Pet friendly

Apartment

Condo

Hot tub

Pool

Chalet

Cottage

Family friendly

Cabin

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

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

1. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Carol

$130 nightly

$148 total

Oct 5 - Oct 6

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.

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

A gym with treadmills, elliptical machines, and dumbbells.

2. La Quinta Inn & Suites by Wyndham Winchester

Winchester

yuan

$113 nightly

$126 total

Oct 1 - Oct 2

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 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.

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

3. Microtel Inn & Suites by Wyndham Winchester

Winchester

Jacqui

$102 nightly

$113 total

Oct 25 - Oct 26

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

Ernest

$96 nightly

$109 total

Oct 19 - Oct 20

Total with taxes and fees

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

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.

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

5. Hampton Inn Winchester-University/Mall Area

Winchester

Luis

$108 nightly

$122 total

Oct 25 - Oct 26

Total with taxes and fees

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

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.

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

6. SpringHill Suites by Marriott Winchester

Winchester

Lauren

$122 nightly

$136 total

Oct 5 - Oct 6

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 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.

7. Fairfield Inn & Suites by Marriott Winchester

Winchester

Patti

$93 nightly

$103 total

Oct 5 - Oct 6

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

8. Travelodge by Wyndham Winchester

Winchester

Patricia J

$69 nightly

$76 total

Sep 30 - Oct 1

Total with taxes and fees

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

A swimming pool with lounge chairs and a changing room.

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

Lisa

$113 nightly

$125 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.

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

Angela

$116 nightly

$131 total

Oct 12 - Oct 13

Total with taxes and fees

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

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

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

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 14 - Oct 15

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

Fabiola

$107 nightly

$119 total

Oct 5 - Oct 6

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

carrie

$81 nightly

$92 total

Oct 25 - Oct 26

Total with taxes and fees

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

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.

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

14. Quality Inn Winchester

Winchester

Joseph

$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 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.

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

15. The Country Inn of Berkeley Springs

Berkeley Springs

Lois

$130 nightly

$147 total

Sep 30 - Oct 1

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 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

Dick

$139 nightly

$155 total

Oct 5 - Oct 6

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.

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.

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

17. Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

Lorraine

$125 nightly

$139 total

Oct 27 - Oct 28

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.

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

18. Hampton Inn Martinsburg

Martinsburg

Eric

$98 nightly

$110 total

Oct 11 - Oct 12

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

Julie

$112 nightly

$126 total

Sep 30 - Oct 1

Total with taxes and fees

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 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.

20. TRU By Hilton Winchester

Winchester

Susan

$89 nightly

$99 total

Oct 5 - Oct 6

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

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Clean room, great shower. A block from the walking mall with lots of food, shopping, and a few breweries. Highly recommend."

Days Inn by Wyndham Winchester

10/10 Excellent

"Second time staying- the people who own this hotel are so nice that we remembered them on our next drive to Massachusetts from NC on our stop over. Rooms are clean and comfortable- great value."

TRU By Hilton Winchester

10/10 Excellent

"Very nice motel. I plan to stay there again, the next time I drive on the Summit Point race track nearby."

Tru By Hilton Martinsburg

10/10 Excellent

"Need more presentable and respectable staff"

Comfort Inn & Suites Winchester

8/10 Good

"We had a very nice room on the 4th floor. Staff was quite friendly and helpful. The breakfadt attendant especially took my attention as she was helpful to a tired mom struggling with a toddler, eagerly cleaned the area afterwards when mom was trying to multitask. She doted over customers, took pride to make sure everyone had what she could offer for breakfast and the area was spotless. Our room was clean, however the bar soap from previous guests sat out on our sink; slimey and in standing water on the tray. The fridge did not have a freezer, so we had to use ice instead of our ice packs for our cooler for the next days adventures. Not horrible issues and we didnt stay for any length of time. Would definitely visit again. Parking was convenient for our 3/4 ton pick-up. Was honestly much better than I thought it would be. Fairly newer build."

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"👍"

Holiday Inn Express Winchester South-Stephens City by IHG

8/10 Good

"a good value and met my expectations"

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"The parking lot has no control. Everyone parked how ever they want to park. The some of the trailers parked and blocked 6 parking space"

Spark by Hilton Winchester

10/10 Excellent

"Very nice and welcoming staff, nice location, pool and included breakfast available!"

More cheap stays in Gainesboro

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

$69 nightly

$76 total

Sep 30 - Oct 1

Total with taxes and fees

8.6/10 Excellent! (1,080 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

$84 nightly

$94 total

Oct 25 - Oct 26

Total with taxes and fees

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

$89 nightly

$99 total

Oct 5 - Oct 6

Total with taxes and fees

9.2/10 Wonderful! (1,004 reviews)

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

$98 nightly

$110 total

Oct 11 - Oct 12

Total with taxes and fees

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

$102 nightly

$113 total

Oct 25 - Oct 26

Total with taxes and fees

9.2/10 Wonderful! (1,459 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$102 nightly

$113 total

Oct 25 - Oct 26

Total with taxes and fees

9.4/10 Exceptional! (1,138 reviews)

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 $70 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.

Explore a world of travel with Expedia

Things to do in Winchester

Find hotels in Gainesboro, VA from $70

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

The George Washington Hotel, A Wyndham Grand Hotel

Days Inn by Wyndham Winchester

TRU By Hilton Winchester

Tru By Hilton Martinsburg

Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

La Quinta Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

More cheap stays in Gainesboro

Travelodge by Wyndham Winchester

Quality Inn Winchester

TRU By Hilton Winchester

Hampton Inn Martinsburg

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Hotels in Gainesboro with star-rating

Frequently asked questions

Explore a world of travel with Expedia