Middleway Hotels from S$86

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18 Jul - 19 Jul
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19 Jul - 20 Jul
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18 Jul - 20 Jul
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25 Jul - 27 Jul

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Top 10 trending Middleway hotels

Travelodge by Wyndham Brunswick near Frederick
BBQ/picnic Area

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 S$139
includes taxes & fees
24 Jul - 25 Jul
Travelodge by Wyndham Brunswick near Frederick
Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG
Exterior

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

3.0 star property
9.6 out of 10, Exceptional, (381)
"This place was very clean,easy to access rooms. "
The price is S$195
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG
Loudoun Valley Manor
Reception

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 S$202
includes taxes & fees
21 Jul - 22 Jul
Loudoun Valley Manor
Stone Manor Boutique Inn
Garden

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 S$318
includes taxes & fees
23 Jul - 24 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 S$584
includes taxes & fees
19 Jul - 20 Jul
The Inn at Grass Roots Hill
The Hillside Hotel
Exterior

The Hillside Hotel

2.5 star property
6.8 out of 10, (412)
"The view was spectacular and I was fortunate enough to hear (not seeing) a fireworks event that echoed through the mountains! "
The price is S$90
includes taxes & fees
20 Jul - 21 Jul
The Hillside Hotel
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (202)
"Beautiful location and setting."
The price is S$304
includes taxes & fees
23 Jul - 24 Jul
Antietam Overlook Farm
Quality Inn
Lobby

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (1002)
"Great price, clean comfortable bed. Breakfast was good"
The price is S$122
includes taxes & fees
13 Aug - 14 Aug
Quality Inn
Light Horse Inn
Reception

Light Horse Inn

3.5 star property
9.2 out of 10, Wonderful, (64)
"Amazing breakfast every morning, and Megan is very responsive to the guests!"
The price is S$215
includes taxes & fees
7 Aug - 8 Aug
Light Horse Inn
Clarion Inn Harpers Ferry - Charles Town
Indoor pool

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1028)
"I was able to check in early without issue which was very much appreciated given the hot humid weather! Friendly staff through out the visit."
The price is S$133
includes taxes & fees
27 Jul - 28 Jul
Clarion Inn Harpers Ferry - Charles Town
Motel 6 Charles Town, WV
Property grounds

Motel 6 Charles Town, WV

2.0 star property
7.6 out of 10, Good, (710)
"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 S$93
includes taxes & fees
4 Aug - 5 Aug
Motel 6 Charles Town, WV
Hampton Inn & Suites Charles Town
Reception

Hampton Inn & Suites Charles Town

2.5 star property
9.4 out of 10, Exceptional, (1001)
"Good place to stay."
The price is S$182
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn & Suites Charles Town
Quality Inn Shepherdstown
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Quality Inn Shepherdstown

2.5 star property
7.6 out of 10, Good, (148)
"Clean basic hotel room at a good price. Front desk staff friendly."
The price is S$135
includes taxes & fees
20 Jul - 21 Jul
Quality Inn Shepherdstown
Holiday Inn Express Charles Town by IHG
Rooftop terrace

Holiday Inn Express Charles Town by IHG

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great overall stay."
The price is S$161
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Charles Town by IHG
Home2 Suites by Hilton Charles Town
Terrace/patio

Home2 Suites by Hilton Charles Town

3.0 star property
9.6 out of 10, Exceptional, (752)
"The hotel staff was very friendly and the breakfast was awesome! "
The price is S$219
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, (469)
"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 S$181
includes taxes & fees
30 Jul - 31 Jul
The Inn at Charles Town - Hollywood Casino
Rodeway Inn & Suites - Charles Town, WV
2 bars/lounges, sports bar

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (990)
"It has a fridge and microwave, yea!"
The price is S$104
includes taxes & fees
20 Jul - 21 Jul
Rodeway Inn & Suites - Charles Town, WV
Days Inn by Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, desk, blackout curtains

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.2 out of 10, Very good, (1003)
"Nice, quiet, clean place to stay without blowing up your budget."
The price is S$96
includes taxes & fees
18 Aug - 19 Aug
Days Inn by Wyndham Charles Town/Harpers Ferry
Travelodge By Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, blackout curtains, iron/ironing board

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (208)
"Staff was friendly. Rooms were big and clean. Nice place"
The price is S$86
includes taxes & fees
30 Jul - 31 Jul
Travelodge By Wyndham Charles Town/Harpers Ferry
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (423)
"Excellent, historic, amazing breakfast and hostess"
The price is S$203
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.
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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

Top Middleway Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Breakfast was good. Well stocked and fresh"
Travis 1-night trip
Posted 19 hours ago
La Quinta Inn & Suites by Wyndham Winchester

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.

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.