Middleway Holiday Rentals, Kearneysville: Private House Rentals

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Our top choices for Middleway hotels

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

A modern interior with tables and chairs, a sofa, and a patterned wall.

A compact refrigerator with a control panel, a coffee maker, and a remote control on a wooden countertop.

1. Hampton Inn Martinsburg South-Inwood

Inwood

Rachel

฿3,138

฿3,514 total

includes taxes & fees

9 Nov - 10 Nov

A Holiday Inn Express hotel with a covered entrance, outdoor seating, and a landscaped area.

A hotel room with a bed, two bedside tables, a desk with a chair, a sofa, a small table, and a TV.

A hotel room with two beds, a sofa, a coffee table, a TV, and a patterned carpet.

A hotel dining area with multiple tables and chairs, a television, and a coffee station.

2. Holiday Inn Express Charles Town by IHG

Charles Town

Rhonda

฿3,051

฿3,448 total

includes taxes & fees

9 Nov - 10 Nov

A reception area with a blue door, a reception desk, and two armchairs.

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

A motel with a covered parking area, a small lobby, and a building with a flat roof.

A white car parked in front of a Days Inn sign.

3. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Catherine

฿2,357

฿2,664 total

includes taxes & fees

12 Oct - 13 Oct

A traditional Tudor-style house with a pond in the foreground, surrounded by well-maintained gardens and trees.

Two people sitting at a table with plates of food and drinks, a vase with flowers, and a window in the background.

A dining room with a view of a green landscape, large windows, and a ceiling fan.

A hotel room with a bed, a bedside table with a wine bottle and glass, and a fruit platter on the table.

4. Hillbrook Inn

Charles Town

Cecile

฿4,996

฿6,434 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio area with wicker furniture, a stone fire feature, and a covered seating area with string lights.

A hotel with a prominent "HOME" sign, outdoor seating area, and a covered entrance.

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.

5. Home2 Suites by Hilton Charles Town

Charles Town

Scott

฿4,234

฿4,742 total

includes taxes & fees

19 Oct - 20 Oct

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 bar area with a buffalo-themed mural, multiple screens, and bar stools.

6. The Inn at Charles Town - Hollywood Casino

Charles Town

Kira

฿3,705

฿4,485 total

includes taxes & fees

12 Oct - 13 Oct

A bar area with high stools, a counter, and a patterned carpet.

A hotel room with a dining area, kitchenette, and a TV mounted on the wall.

A hotel reception area with a wooden reception desk, a sign reading "STORE", and a view of the lobby.

A casino with slot machines, red chairs, and a colorful carpet.

7. Rodeway Inn & Suites Charles Town

Charles Town

Biju

฿2,137

฿2,415 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 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 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 lounge area with seating, a TV, and a children's play area.

8. Microtel Inn & Suites by Wyndham Winchester

Winchester

Katheryne

฿2,897

฿3,224 total

includes taxes & fees

8 Nov - 9 Nov

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

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

9. TRU By Hilton Winchester

Winchester

Kailyn

฿2,859

฿3,183 total

includes taxes & fees

1 Nov - 2 Nov

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 hotel room with two beds, a desk, a chair, and a large window.

10. SpringHill Suites by Marriott Winchester

Winchester

Michael

฿3,806

฿4,236 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a metal ladder, lounge chairs, and a seating area with a view of the outdoors.

A hotel room with a bed, desk, chair, ottoman, and a large window with curtains.

A building with classical architecture, featuring columns and a symmetrical facade.

A lobby with a reception desk, seating area, and a patterned carpet.

11. Hampton Inn & Suites Charles Town

Charles Town

Pamela G

฿4,069

฿4,558 total

includes taxes & fees

28 Oct - 29 Oct

A multi-level interior with wooden staircases, a flat-screen TV, a fireplace, and a seating area with a coffee table.

A modern living room with a fireplace, leather chairs, a glass coffee table, and a flat-screen TV mounted on the wall.

A hotel room with a flat-screen TV mounted on the wall, a microwave, a coffee maker, a lamp, and a desk with a chair.

A hotel reception desk with a sign for guest courtesy telephone, a framed picture on the wall, and a counter with various items.

12. Quality Inn & Suites

Kearneysville

Elena

฿1,853

฿2,075 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, desk, chair, TV, and lamps.

A breakfast area with a coffee machine, food display, and a TV screen.

Two front-loading washers with control panels, a tiled floor, and a plain wall.

A hotel lobby with a reception desk, a seating area with a sofa and armchairs, a painting on the wall, and a door.

13. Travelodge By Wyndham Charles Town/Harpers Ferry

Charles Town

Jean

฿2,138

฿2,415 total

includes taxes & fees

11 Oct - 12 Oct

A two-story house with a front porch, American flags, and a mailbox.

A garden with a statue, flowering shrubs, and a brick pathway.

A bedroom with a four-poster bed, a fireplace, a television, and a large window with curtains.

A staircase with a red carpet, a wooden chair, a table with a lamp, and a Christmas tree.

14. The Carriage Inn B&B

Charles Town

Meredith

฿5,649

฿6,383 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.

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

15. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

฿3,621

฿4,030 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

16. Tru By Hilton Martinsburg

Martinsburg

Audra

฿2,964

฿3,349 total

includes taxes & fees

1 Nov - 2 Nov

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

17. Hilton Garden Inn Martinsburg

Martinsburg

Robert

฿3,819

฿4,277 total

includes taxes & fees

1 Nov - 2 Nov

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

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

A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

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

18. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Carol

฿4,372

฿4,953 total

includes taxes & fees

28 Oct - 29 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.

19. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Lynn Anne

฿3,822

฿4,319 total

includes taxes & fees

1 Nov - 2 Nov

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

A multi-story hotel with a modern design, featuring a prominent entrance with a covered walkway and stone accents.

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

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

20. Fairfield Inn & Suites by Marriott Martinsburg

Martinsburg

Carol

฿3,677

฿4,155 total

includes taxes & fees

25 Oct - 26 Oct

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Top Middleway Hotel Reviews

TRU By Hilton Winchester

10/10 Excellent

"Rim was clean, staff was professional and courteous"

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"Everything was fantastic"

Travelodge by Wyndham Winchester

10/10 Excellent

"Staff is always very pleasant to work with."

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent

"."

Comfort Inn & Suites Winchester

10/10 Excellent

"Only thing was a negative the breakfast was only open til 9 am. 9:30 or 10 am would have been better"

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"This facility is excellent. The breakfast was excellent with many extras including honey packets. It has a very good selection 8 plus to add to yogurt, etc. I had a very nice cream cheese bagel with honey drizzled. They also had eggs and sausage. It also has a coffee/herbal tea station in the lobby. The pool was spotless. Perfectly clean. Perfect. The room was spacious. There were plenty of spaces to congregate both inside and outside. The seasonal fall decor was a very nice touch. It was very full and impressive. I very highly reccomend this facility. Superb."

Days Inn by Wyndham Winchester

8/10 Good

"Location is excellent. Lot of places to eat and gas stations nearby. Easy check in and staff was very friendly. Beds were comfortable. Breakfast was disappointing. Not.much to pick from, and coffee pots were both empty."

More cheap stays in Middleway

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

฿2,381

฿2,626 total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,073 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

฿2,792

฿3,107 total

8 Nov - 9 Nov

includes taxes & fees

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

฿2,822

฿3,188 total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

฿2,897

฿3,224 total

8 Nov - 9 Nov

includes taxes & fees

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

฿3,005

฿3,366 total

26 Oct - 27 Oct

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

฿3,346

฿3,724 total

18 Oct - 19 Oct

includes taxes & fees

9.4/10 Exceptional! (1,132 reviews)

Frequently asked questions

Where is the best place to stay in Middleway?

The George Washington Hotel, A Wyndham Grand Hotel, located 12.6 mi (20.3 km) from the heart of Middleway, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Quality Inn Harpers Ferry - Charles Town and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Middleway.

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

Yes! Most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middleway.

What is staying in Middleway like?

Visitors to Middleway will definitely find plenty to explore and enjoy. There are 737 hotels and other accommodation options in the surrounding area. Find out more about Middleway.

What is there to see in Middleway?

Places to visit in the wider area include Locust Hill Golf Course, Summit Point Motorsports Park and Charles Town Library. You'll also find Hollywood Casino at Charles Town Races and Ridge Road Historic District in the area. Take a look at what more there is to see and do in Expedia's Middleway guide.

What's the seasonal weather like in Middleway?

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 Middleway is 1095 mm.

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Book Hotels in Middleway on Expedia.com

Find hotels in Middleway, WV from ฿2,075

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middleway

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middleway hotels

1. Hampton Inn Martinsburg South-Inwood

2. Holiday Inn Express Charles Town by IHG

3. Days Inn by Wyndham Charles Town/Harpers Ferry

4. Hillbrook Inn

5. Home2 Suites by Hilton Charles Town

6. The Inn at Charles Town - Hollywood Casino

7. Rodeway Inn & Suites Charles Town

8. Microtel Inn & Suites by Wyndham Winchester

9. TRU By Hilton Winchester

10. SpringHill Suites by Marriott Winchester

11. Hampton Inn & Suites Charles Town

12. Quality Inn & Suites

13. Travelodge By Wyndham Charles Town/Harpers Ferry

14. The Carriage Inn B&B

15. La Quinta Inn & Suites by Wyndham Winchester

16. Tru By Hilton Martinsburg

17. Hilton Garden Inn Martinsburg

18. The George Washington Hotel, A Wyndham Grand Hotel

19. Home2 Suites by Hilton Martinsburg, WV

20. Fairfield Inn & Suites by Marriott Martinsburg

Top Middleway Hotel Reviews

TRU By Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

Travelodge by Wyndham Winchester

Clarion Inn Harpers Ferry - Charles Town

Comfort Inn & Suites Winchester

Country Inn & Suites by Radisson, Winchester, VA

Days Inn by Wyndham Winchester

More cheap stays in Middleway

Travelodge by Wyndham Winchester

Quality Inn Winchester

Hampton Inn Martinsburg

Microtel Inn & Suites by Wyndham Winchester

Quality Inn Harpers Ferry - Charles Town

Comfort Inn & Suites Winchester

Frequently asked questions

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