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 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 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

Rp1.650.838

Rp1.837.382 total

includes taxes & fees

5 Oct - 6 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 modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

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.

2. Microtel Inn & Suites by Wyndham Winchester

Winchester

Marcia

Rp1.820.266

Rp2.025.957 total

includes taxes & fees

25 Oct - 26 Oct

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.

3. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Earl

Rp1.855.202

Rp2.064.840 total

includes taxes & fees

27 Sept - 28 Sept

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

A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

4. Quality Inn Winchester

Winchester

Joseph

Rp1.507.631

Rp1.677.993 total

includes taxes & fees

25 Oct - 26 Oct

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.

5. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

Rp1.845.348

Rp2.107.618 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 modern kitchen with wooden cabinets, a countertop, and a window with a view.

A lobby with yellow patterned chairs, a round table, a TV on the wall, and a patterned rug.

A hotel lobby with a reception desk, refrigerated display cases, shelves with snacks, and a trash bin.

6. Hampton Inn Winchester N/Conference Center, VA

Winchester

Michael

Rp1.718.861

Rp1.947.469 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

A spacious lobby with a purple sofa, a dining area with chairs and tables, and a large potted plant.

7. Hilton Garden Inn Martinsburg

Martinsburg

Robert

Rp1.930.270

Rp2.161.904 total

includes taxes & fees

26 Oct - 27 Oct

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.

8. Comfort Inn & Suites Winchester

Winchester

John

Rp1.676.938

Rp1.866.431 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 fitness center with a water dispenser, seating area, and exercise machines.

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

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

9. TRU By Hilton Winchester

Winchester

Kailyn

Rp1.748.243

Rp1.945.794 total

includes taxes & fees

4 Oct - 5 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 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.

10. SpringHill Suites by Marriott Winchester

Winchester

Michael

Rp2.179.498

Rp2.425.781 total

includes taxes & fees

4 Oct - 5 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 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.

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

11. Fairfield Inn & Suites by Marriott Martinsburg

Martinsburg

kim

Rp1.964.489

Rp2.219.872 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 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 hotel reception area with a stone counter, a chandelier, a desk with a computer, and a seating area with chairs and a table.

12. Travelodge by Wyndham Winchester

Winchester

john

Rp1.229.442

Rp1.356.128 total

includes taxes & fees

30 Sept - 1 Oct

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.

A hotel with a modern facade, a prominent 'tru by Hilton' sign, and a flagpole with an American flag.

13. Tru By Hilton Martinsburg

Martinsburg

Crystal

Rp1.666.518

Rp1.883.166 total

includes taxes & fees

8 Oct - 9 Oct

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

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

Winchester

Allen

Rp1.686.254

Rp1.876.800 total

includes taxes & fees

25 Oct - 26 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.

15. Spark by Hilton Winchester

Winchester

Peter

Rp1.401.390

Rp1.587.775 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a bed, a TV, a desk with a microwave, and a patterned carpet.

16. Hampton Inn Martinsburg South-Inwood

Inwood

Rachel

Rp1.748.243

Rp1.958.031 total

includes taxes & fees

4 Oct - 5 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 modern kitchen with dark cabinets, a white countertop, a built-in microwave, and a coffee maker.

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.

17. Candlewood Suites Winchester by IHG

Winchester

Bridget

Rp1.737.852

Rp1.934.229 total

includes taxes & fees

27 Sept - 28 Sept

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

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

18. Home2 Suites By Hilton Winchester

Winchester

Mandy

Rp1.674.788

Rp1.897.536 total

includes taxes & fees

26 Oct - 27 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.

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

Stephens City

Kevin

Rp1.594.524

Rp1.774.705 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 hotel room with a sofa, ottoman, dining table, chairs, kitchenette, and a large window.

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

Rp2.057.473

Rp2.324.944 total

includes taxes & fees

21 Oct - 22 Oct

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Top Gainesboro Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Although we didn’t get a handicap-accessible room, the staff was incredibly accommodating and went above and beyond to ensure my mother’s comfort. The housekeeping was exceptional, and the front desk staff was incredibly understanding and patient. Overall, we had a fantastic trip."

Days Inn by Wyndham Winchester

10/10 Excellent

"Great place"

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"great ,good price"

TRU By Hilton Winchester

10/10 Excellent

"Great Location & Customer Service"

Travelodge by Wyndham Winchester

8/10 Good

"The shampoo/conditioner actually worked without additional conditioner. I was able to come through my hair with little issue."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Excellent in all aspects of the stay. My go to when visiting my son. 3rd time here and never disappointed. Staff so nice property kept up well. Beds so comfortable you don’t want to get up. Coffee always available in the lobby. Also wine available for sale. Love love it ."

Hampton Inn Martinsburg

8/10 Good

"We stayed one night. The beds are comfortable and the breakfast was good."

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

Rp1.229.442

Rp1.356.128 total

30 Sept - 1 Oct

includes taxes & fees

8.6/10 Excellent! (1,076 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

Rp1.507.631

Rp1.677.993 total

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

Rp1.676.938

Rp1.866.431 total

18 Oct - 19 Oct

includes taxes & fees

9.4/10 Exceptional! (1,135 reviews)

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

Rp1.748.243

Rp1.945.794 total

4 Oct - 5 Oct

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

Rp1.748.243

Rp1.975.515 total

4 Oct - 5 Oct

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

Rp1.820.266

Rp2.025.957 total

25 Oct - 26 Oct

includes taxes & fees

9.2/10 Wonderful! (1,454 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.

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 Rp1.256.270

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. Microtel Inn & Suites by Wyndham Winchester

3. La Quinta Inn & Suites by Wyndham Winchester

4. Quality Inn Winchester

5. Holiday Inn Winchester Se-Historic Gateway by IHG

6. Hampton Inn Winchester N/Conference Center, VA

7. Hilton Garden Inn Martinsburg

8. Comfort Inn & Suites Winchester

9. TRU By Hilton Winchester

10. SpringHill Suites by Marriott Winchester

11. Fairfield Inn & Suites by Marriott Martinsburg

12. Travelodge by Wyndham Winchester

13. Tru By Hilton Martinsburg

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

15. Spark by Hilton Winchester

16. Hampton Inn Martinsburg South-Inwood

17. Candlewood Suites Winchester by IHG

18. Home2 Suites By Hilton Winchester

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

20. Home2 Suites by Hilton Martinsburg, WV

Top Gainesboro Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Days Inn by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

TRU By Hilton Winchester

Travelodge by Wyndham Winchester

Country Inn & Suites by Radisson, Winchester, VA

Hampton Inn Martinsburg

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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