Gainesboro Holiday Rentals, Winchester: Private House Rentals

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Our top choices for Gainesboro hotels

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 gym with treadmills, elliptical machines, and dumbbells.

A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

1. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Earl

฿3,774

฿4,201 total

includes taxes & fees

1 Oct - 2 Oct

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.

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

2. TRU By Hilton Winchester

Winchester

Kailyn

฿3,258

฿3,626 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A hotel room with a television, desk, chair, sofa, and kitchenette.

3. Comfort Inn & Suites Winchester

Winchester

John

฿3,133

฿3,487 total

includes taxes & fees

18 Oct - 19 Oct

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.

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.

4. SpringHill Suites by Marriott Winchester

Winchester

Michael

฿4,084

฿4,545 total

includes taxes & fees

4 Oct - 5 Oct

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 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.

5. Microtel Inn & Suites by Wyndham Winchester

Winchester

Marcia

฿3,401

฿3,785 total

includes taxes & fees

25 Oct - 26 Oct

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.

6. Hampton Inn Winchester N/Conference Center, VA

Winchester

Michael

฿3,211

฿3,638 total

includes taxes & fees

19 Oct - 20 Oct

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.

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

7. Holiday Inn Express Hotel & Suites Winchester by IHG

Winchester

Gregory.

฿3,950

฿4,396 total

includes taxes & fees

25 Oct - 26 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 coffee station with multiple coffee dispensers and a sign above.

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

8. Fairfield Inn & Suites by Marriott Winchester

Winchester

Dawn

฿3,101

฿3,452 total

includes taxes & fees

28 Sept - 29 Sept

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.

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.

9. Courtyard by Marriott Winchester

Winchester

Karen

฿3,576

฿3,980 total

includes taxes & fees

6 Oct - 7 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 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.

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.

10. Spark by Hilton Winchester

Winchester

Peter

฿2,611

฿2,958 total

includes taxes & fees

4 Oct - 5 Oct

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

11. Quality Inn Winchester

Winchester

Joseph

฿2,810

฿3,127 total

includes taxes & fees

27 Oct - 28 Oct

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 blue leather chairs and a beverage vending machine.

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

12. Days Inn by Wyndham Winchester

Winchester

Allyn

฿2,103

฿2,341 total

includes taxes & fees

28 Sept - 29 Sept

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

฿4,353

฿4,932 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

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.

14. TownePlace Suites by Marriott Winchester

Winchester

Katherine

฿3,774

฿4,201 total

includes taxes & fees

4 Oct - 5 Oct

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.

15. Travelodge by Wyndham Winchester

Winchester

john

฿2,310

฿2,547 total

includes taxes & fees

28 Sept - 29 Sept

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 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.

16. Hampton Inn Winchester-University/Mall Area

Winchester

Henedina

฿3,634

฿4,117 total

includes taxes & fees

25 Oct - 26 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.

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

Winchester

Allen

฿3,150

฿3,506 total

includes taxes & fees

25 Oct - 26 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 bar area with a counter, multiple bar stools, and a television screen.

18. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

฿3,448

฿3,937 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, a brown sofa, a round table, a lamp, a window with a decorative screen, and a framed picture on the wall.

A kitchenette with a coffee machine, a fruit basket, and a mini-fridge.

A reception area with a wooden desk, a black rug, and a patterned wall.

A modern hotel room with a large desk, a comfortable sofa, a flat-screen TV, and a large window with a view.

19. Candlewood Suites Winchester by IHG

Winchester

Bridget

฿3,247

฿3,614 total

includes taxes & fees

29 Sept - 30 Sept

A modern interior with a geometric ceiling design, recessed lighting, and hanging pendant lights.

A reception area with a wooden reception desk, a wine cooler, and a microwave.

A modern kitchen with a long counter, built-in bar, and seating area.

A spacious indoor pool area with multiple seating areas and a clear view of the outdoors through large windows.

20. Hilton Garden Inn Winchester

Winchester

Wendy

฿3,897

฿4,416 total

includes taxes & fees

5 Oct - 6 Oct

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Top Gainesboro Hotel Reviews

TRU By Hilton Winchester

10/10 Excellent

"Overnight stay on a road trip. Wonderful front desk staff, friendly & professional. Room was in excellent condition. Very comfy bed, clean bathroom with great towels, delicious breakfast buffet with plenty of options. Definitely on the list to stay again!"

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Good bed, nice size room, desk clerk was very helpful in getting us on the non-highway side of the property (which was then very quiet). Breakfast OK, lots of restaurants around the property and a movie theatre. Good location for Winchester"

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"great ,good price"

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent

"Fabulous mini-frills hotel. Staff is exemplary and efficient, courteous and kind. Rooms are spacious and clean. Great stop on your way here, there, and everywhere!"

Holiday Inn Express Winchester South-Stephens City by IHG

8/10 Good

"The hotel and all amenities were fine. When I went to check in I was told I had gone through a search site to book the room, which I had not. I booked directly with them, I had to get that clear before I could use my AAA discount."

More cheap stays in Gainesboro

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

฿2,310

฿2,547 total

28 Sept - 29 Sept

includes taxes & fees

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

฿2,810

฿3,127 total

27 Oct - 28 Oct

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

฿3,133

฿3,487 total

18 Oct - 19 Oct

includes taxes & fees

9.4/10 Exceptional! (1,135 reviews)

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

฿3,258

฿3,626 total

4 Oct - 5 Oct

includes taxes & fees

9.2/10 Wonderful! (1,003 reviews)

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

฿3,258

฿3,681 total

18 Oct - 19 Oct

includes taxes & fees

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

฿3,401

฿3,785 total

25 Oct - 26 Oct

includes taxes & fees

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.

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 358 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.

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Book Hotels in Gainesboro on Expedia.com

Find hotels in Gainesboro, VA from ฿2,341

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. La Quinta Inn & Suites by Wyndham Winchester

2. TRU By Hilton Winchester

3. Comfort Inn & Suites Winchester

4. SpringHill Suites by Marriott Winchester

5. Microtel Inn & Suites by Wyndham Winchester

6. Hampton Inn Winchester N/Conference Center, VA

7. Holiday Inn Express Hotel & Suites Winchester by IHG

8. Fairfield Inn & Suites by Marriott Winchester

9. Courtyard by Marriott Winchester

10. Spark by Hilton Winchester

11. Quality Inn Winchester

12. Days Inn by Wyndham Winchester

13. The George Washington Hotel, A Wyndham Grand Hotel

14. TownePlace Suites by Marriott Winchester

15. Travelodge by Wyndham Winchester

16. Hampton Inn Winchester-University/Mall Area

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

18. Holiday Inn Winchester Se-Historic Gateway by IHG

19. Candlewood Suites Winchester by IHG

20. Hilton Garden Inn Winchester

Top Gainesboro Hotel Reviews

TRU By Hilton Winchester

Country Inn & Suites by Radisson, Winchester, VA

Fairfield Inn & Suites by Marriott Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

More cheap stays in Gainesboro

Travelodge by Wyndham Winchester

Quality Inn Winchester

Comfort Inn & Suites Winchester

TRU By Hilton Winchester

Hampton Inn Martinsburg

Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

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