Gainesboro Holiday Rentals, Winchester: Private House Rentals

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Our top choices for Gainesboro hotels

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

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

1. Fairfield Inn & Suites by Marriott Winchester

Winchester

Dawn

Rp1.658.713

Rp1.846.147 total

includes taxes & fees

28 Sept - 29 Sept

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 gym with treadmills, elliptical machines, and dumbbells.

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

2. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Earl

Rp1.951.427

Rp2.171.992 total

includes taxes & fees

27 Sept - 28 Sept

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 hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.

3. Microtel Inn & Suites by Wyndham Winchester

Winchester

Marcia

Rp1.818.945

Rp2.024.486 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

4. Quality Inn Winchester

Winchester

Joseph

Rp1.506.537

Rp1.676.775 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 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 hotel room with a large bed, a bedside table with a lamp, a small desk, and a kitchenette area.

5. Hampton Inn Winchester N/Conference Center, VA

Winchester

Michael

Rp1.717.614

Rp1.946.056 total

includes taxes & fees

26 Oct - 27 Oct

A buffet setup with various food items, a decorative tree, and a window with natural light.

A modern kitchen with a bar area featuring wooden stools and a large island.

A spacious lobby with high ceilings, a reception desk, seating areas, and large windows allowing natural light.

A conference room with a long table, blue chairs, a fireplace, and large windows offering a view of greenery.

6. Hilton Garden Inn Martinsburg

Martinsburg

Robert

Rp2.040.584

Rp2.285.454 total

includes taxes & fees

5 Oct - 6 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.

7. Comfort Inn & Suites Winchester

Winchester

John

Rp1.675.721

Rp1.865.077 total

includes taxes & fees

18 Oct - 19 Oct

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.

8. TRU By Hilton Winchester

Winchester

Kailyn

Rp1.746.975

Rp1.944.384 total

includes taxes & fees

18 Oct - 19 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 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.

9. Travelodge by Wyndham Winchester

Winchester

john

Rp1.235.307

Rp1.362.544 total

includes taxes & fees

27 Sept - 28 Sept

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.

10. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

Rp1.844.009

Rp2.106.091 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

11. SpringHill Suites by Marriott Winchester

Winchester

Michael

Rp2.189.895

Rp2.437.353 total

includes taxes & fees

5 Oct - 6 Oct

A modern conference room with a large table, multiple chairs, pendant lighting, a flat-screen TV, and a kitchen area in the background.

A reception area with a reception desk, a digital kiosk, and a 'Corner Market' sign.

A modern living room with a stone fireplace, beige sofa, green armchair, and a coffee table.

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

12. Fairfield Inn & Suites by Marriott Martinsburg

Martinsburg

kim

Rp1.963.064

Rp2.218.263 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk, a chair, a window with a view of greenery, and a patterned ceiling.

A modern lounge area with seating arrangements, including a blue sofa, red chairs, and a hanging chair.

A breakfast area with a sign reading "TOP IT BREAKFAST" and various food and drink dispensers.

13. Tru By Hilton Martinsburg

Martinsburg

Crystal

Rp1.673.572

Rp1.891.136 total

includes taxes & fees

5 Oct - 6 Oct

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 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.

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

14. Spark by Hilton Winchester

Winchester

Peter

Rp1.401.390

Rp1.587.775 total

includes taxes & fees

4 Oct - 5 Oct

15. Hampton Inn Martinsburg South-Inwood

Inwood

Rachel

Rp1.748.243

Rp1.958.031 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

A modern breakfast area with seating, a counter for hot food, and a view of the outdoors.

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

Stephens City

Kevin

Rp1.611.270

Rp1.793.344 total

includes taxes & fees

25 Oct - 26 Oct

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

A snack kiosk with refrigerated drink dispensers and shelves stocked with snacks.

A modern breakfast bar with a variety of food items, a coffee machine, and a fruit display.

17. Home2 Suites By Hilton Winchester

Winchester

Mandy

Rp1.688.253

Rp1.912.790 total

includes taxes & fees

26 Oct - 27 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 modern hotel room with a large desk, a comfortable sofa, a flat-screen TV, and a large window with a view.

A modern kitchen with dark cabinets, a white countertop, a built-in microwave, and a coffee maker.

18. Candlewood Suites Winchester by IHG

Winchester

Bridget

Rp1.736.591

Rp1.932.825 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

Winchester

Allen

Rp1.685.030

Rp1.875.438 total

includes taxes & fees

25 Oct - 26 Oct

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.

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.

20. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Lynn Anne

Rp2.086.139

Rp2.357.338 total

includes taxes & fees

12 Oct - 13 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

Rp1.235.307

Rp1.362.544 total

27 Sept - 28 Sept

includes taxes & fees

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

Rp1.506.537

Rp1.676.775 total

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

Rp1.675.721

Rp1.865.077 total

18 Oct - 19 Oct

includes taxes & fees

9.4/10 Exceptional! (1,135 reviews)

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

Rp1.746.975

Rp1.944.384 total

18 Oct - 19 Oct

includes taxes & fees

9.2/10 Wonderful! (1,003 reviews)

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

Rp1.746.975

Rp1.974.083 total

18 Oct - 19 Oct

includes taxes & fees

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

Rp1.818.945

Rp2.024.486 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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Find hotels in Gainesboro, VA from Rp1.255.358

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. Fairfield Inn & Suites by Marriott Winchester

2. La Quinta Inn & Suites by Wyndham Winchester

3. Microtel Inn & Suites by Wyndham Winchester

4. Quality Inn Winchester

5. Hampton Inn Winchester N/Conference Center, VA

6. Hilton Garden Inn Martinsburg

7. Comfort Inn & Suites Winchester

8. TRU By Hilton Winchester

9. Travelodge by Wyndham Winchester

10. Holiday Inn Winchester Se-Historic Gateway by IHG

11. SpringHill Suites by Marriott Winchester

12. Fairfield Inn & Suites by Marriott Martinsburg

13. Tru By Hilton Martinsburg

14. Spark by Hilton Winchester

15. Hampton Inn Martinsburg South-Inwood

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

17. Home2 Suites By Hilton Winchester

18. Candlewood Suites Winchester by IHG

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

20. Home2 Suites by Hilton Martinsburg, WV

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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