Middleway Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Middleway hotels

Travelodge by Wyndham Brunswick near Frederick
Relax in a peaceful outdoor seating area with a barbecue grill and lawn views.

Travelodge by Wyndham Brunswick near Frederick

2.0 star property
9.0 out of 10, Wonderful, (348)
"Convenient location near multiple parks, hiking and horse activities. Convenient restaurant Penny's Diner onsite is open 24 hrs. Staff is friendly and helpful."
The price is €93
includes taxes & fees
20 Jul - 21 Jul
Travelodge by Wyndham Brunswick near Frederick
Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG
Relax in our spacious lobby with a seating area, dining space, and TV.

Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG

3.0 star property
9.6 out of 10, Exceptional, (379)
"This place was very clean,easy to access rooms. "
The price is €106
includes taxes & fees
15 Jul - 16 Jul
Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG
Loudoun Valley Manor
Relax in this spacious living room with a high ceiling, central fan, and large windows offering a view of the outdoors.

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (253)
"Loved this place so much I came back with my family. Absolutely recommend for anyone on the road or looking to make a nice little trip to the Virginia countryside. "
The price is €146
includes taxes & fees
14 Jul - 15 Jul
Loudoun Valley Manor
Stone Manor Boutique Inn
Stroll through a serene garden filled with lush vegetation and vibrant flowers.

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (92)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is €212
includes taxes & fees
14 Jul - 15 Jul
Stone Manor Boutique Inn
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
The price is €389
includes taxes & fees
14 Jul - 15 Jul
The Inn at Grass Roots Hill
The Hillside Hotel
Relax on the porch with outdoor seating, surrounded by a natural setting and a grassy lawn.

The Hillside Hotel

2.5 star property
6.8 out of 10, (411)
"Room smelt like mold, had bugs, bed uncomfortable, AC kind worked, very out dated "
The price is €56
includes taxes & fees
14 Jul - 15 Jul
The Hillside Hotel
Antietam Overlook Farm
Surrounded by lush greenery and rolling hills, this traditional country house offers a serene setting.

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (202)
"Beautiful location and setting."
The price is €203
includes taxes & fees
14 Jul - 15 Jul
Antietam Overlook Farm
Quality Inn
Relax in our welcoming lobby with a comfortable seating area, flat-screen TV, and reception desk.

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (1002)
"Great price, clean comfortable bed. Breakfast was good"
The price is €77
includes taxes & fees
12 Aug - 13 Aug
Quality Inn
Light Horse Inn
Stylish hallway with a wooden staircase, dark wooden table, and framed artwork.

Light Horse Inn

3.5 star property
9.2 out of 10, Wonderful, (62)
"Amazing breakfast every morning, and Megan is very responsive to the guests!"
The price is €151
includes taxes & fees
28 Jul - 29 Jul
Light Horse Inn
Clarion Inn Harpers Ferry - Charles Town
Enjoy dining at the wooden tables and chairs, surrounded by large windows and potted plants.

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1019)
"Very quiet in the place. Their restaurant was good for a quick dinner because it had been pouring outside. "
The price is €90
includes taxes & fees
13 Aug - 14 Aug
Clarion Inn Harpers Ferry - Charles Town
Motel 6 Charles Town, WV
Guest rooms line the corridor, each with blue-framed windows and a neutral color scheme.

Motel 6 Charles Town, WV

2.0 star property
7.6 out of 10, Good, (709)
"It was a great experience and weekend. We liked it because it was close to the casino. And it was 9 miles away from my husband's cousin who we got to visit while we were there."
The price is €62
includes taxes & fees
11 Aug - 12 Aug
Motel 6 Charles Town, WV
Hampton Inn & Suites Charles Town
Relax in our spacious lobby with a central dining area, comfortable seating options, and a warm atmosphere.

Hampton Inn & Suites Charles Town

2.5 star property
9.4 out of 10, Exceptional, (1009)
"Would stay again "
The price is €121
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn & Suites Charles Town
Quality Inn Shepherdstown
Relax in a clean and functional room with a large mirror, flat-screen TV, and comfortable bed.

Quality Inn Shepherdstown

2.5 star property
7.6 out of 10, Good, (146)
"Clean basic hotel room at a good price. Front desk staff friendly."
The price is €85
includes taxes & fees
20 Jul - 21 Jul
Quality Inn Shepherdstown
Holiday Inn Express Charles Town by IHG
Welcome to Holiday Inn Express, featuring a convenient parking lot and beautifully landscaped grounds with a small fountain.

Holiday Inn Express Charles Town by IHG

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great overall stay."
The price is €96
includes taxes & fees
12 Aug - 13 Aug
Holiday Inn Express Charles Town by IHG
Home2 Suites by Hilton Charles Town
Relax in style with wicker chairs and tables, a stone fire pit, and seating.

Home2 Suites by Hilton Charles Town

3.0 star property
9.6 out of 10, Exceptional, (749)
"The hotel staff was very friendly and the breakfast was awesome! "
The price is €146
includes taxes & fees
27 Jul - 28 Jul
Home2 Suites by Hilton Charles Town
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (468)
"Loved it all, ecxellent beautiful room, extremely clean, front desk was very friendly. Checkin was perfect. Nice selection in their breakfast menu. Would definitely stay tnere again."
The price is €121
includes taxes & fees
14 Jul - 15 Jul
The Inn at Charles Town - Hollywood Casino
Rodeway Inn & Suites - Charles Town, WV
Enjoy a selection of drinks at our bar, where you can sit and relax in comfortable seating.

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (984)
"Spacious room. Easy check-in. "
The price is €70
includes taxes & fees
15 Jul - 16 Jul
Rodeway Inn & Suites - Charles Town, WV
Days Inn by Wyndham Charles Town/Harpers Ferry
Comfortable bed centered against a wall, with two bedside tables and lamps.

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.2 out of 10, Very good, (1002)
"Good location, clean nice room"
The price is €63
includes taxes & fees
12 Aug - 13 Aug
Days Inn by Wyndham Charles Town/Harpers Ferry
Travelodge By Wyndham Charles Town/Harpers Ferry
Cozy retreat with a neatly made bed, two bedside tables, and a dark headboard.

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (207)
"Staff was friendly. Rooms were big and clean. Nice place"
The price is €58
includes taxes & fees
14 Jul - 15 Jul
Travelodge By Wyndham Charles Town/Harpers Ferry
The Carriage Inn B&B
Stroll through the beautifully landscaped garden, featuring a variety of plants and a classical statue.

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (422)
"Excellent, historic, amazing breakfast and hostess"
The price is €163
includes taxes & fees
21 Jul - 22 Jul
The Carriage Inn B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Middleway

Check out Locust Hill Golf Course and Summit Point Motorsports Park—just a couple of the sights around Middleway.

See all hotels in Middleway

Frequently asked questions

Where is the best place to stay in Middleway?

Travelodge by Wyndham Winchester, located 13.6 mi (21.9 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 Holiday Inn Winchester Se-Historic Gateway by IHG and Quality Inn. See all available top hotels, or vacation rentals in Middleway.

What are some of the best holiday rentals that Middleway has to offer?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Middleway is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind. See all 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 are some hotels with pools in Middleway?

The George Washington Hotel, A Wyndham Grand Hotel: 3.5-star hotel located near Winchester Medical Center. Features 2 restaurants, a pool and a full-service spa. Country Inn & Suites by Radisson, Winchester, VA and Travelodge by Wyndham Winchester are a couple of other choices that feature an on-site pool. View all hotels with pools in Middleway.

What is staying in Middleway like?

Visitors to Middleway will definitely find plenty to explore and enjoy. There are 672 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 Jefferson County Courthouse. You'll also find Charles Town Library and Hollywood Casino at Charles Town Races 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.