Book Hotels in Middleway, WV

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Jul 31 - Aug 2
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Top Middleway hotels

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Aug 6 to Aug 7
$138 total
Aug 6 - Aug 7
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this Georgian hotel. Traveling on business? Take advantage of the business center, ...
"The 20's decor and authentic details added to classy feel of the hotel. Unique Romanesque pool. 5 minute walk to the Pedestrian Mall."

Reviewed on Jul 28, 2026

Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Fully refundable
$97 nightly
The price is $108 total per night from Aug 23 to Aug 24
$108 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"This Hotel is at the back of a shopping center. Price was higher than other hotels of same type."

Reviewed on Jul 28, 2026

Opens in a new windowComfort Inn & Suites Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $121 total per night from Jul 30 to Jul 31
$121 total
Jul 30 - Jul 31
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"This property is being neglected. It could be a beautiful place but it appears to be uncared for. Carpets in hallways are dirty, elevator dirty and the walls are stained. This hotel is in desperate need of some TLC."

Reviewed on Jul 28, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Aug 5 to Aug 6
$99 total
Aug 5 - Aug 6
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"I like the hotel but my recent stay was marred by a very noisy AC that needed to be switched off so I could sleep. I complained twice and the only thing said was “I’ll let maintenance know”. Not good enough,"

Reviewed on Jul 29, 2026

Opens in a new windowTRU By Hilton Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Fully refundable
$86 nightly
The price is $95 total per night from Aug 9 to Aug 10
$95 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Room was decent."

Reviewed on Jul 28, 2026

Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
Silo Tiny House Cabin

Silo Tiny House Cabin

Harpers Ferry WV
$269 nightly
The price is $299 total per night from Aug 3 to Aug 4
$299 total
Aug 3 - Aug 4
Total with taxes and fees
A sauna is available at this cabin.
"Pros- close to activities, cute home, large outdoor area, supplied coffee & variety of shower soaps. Great water pressure in shower. Fire pit was nice, need to take kindling. Bathrobes provided. Cons- stairs are treacherous. Railing is not attached properly. Weeds are taking over property. Walkway ..."

Reviewed on Jul 11, 2026

Opens in a new windowSilo Tiny House Cabin
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $73 total per night from Aug 16 to Aug 17
$73 total
Aug 16 - Aug 17
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling for business? Take advantage of the business ...
Opens in a new windowSpark by Hilton Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Aug 3 to Aug 4
$103 total
Aug 3 - Aug 4
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental ...
Opens in a new windowMicrotel Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $76 total per night from Jul 30 to Jul 31
$76 total
Jul 30 - Jul 31
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's express check-out and multilingual staff can provide around-the-clock ...
Opens in a new windowTravelodge by Wyndham Winchester
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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.

Frequently asked questions

What are the top kid-friendly hotels in Middleway?
From well-designed amenities to rooms with bunk beds, kid-friendly hotels come with features that can help transform a standard family vacation into an incredible one. These Middleway options make vacationing with your youngsters easy: Settle in at Renovated WV Schoolhouse: History Buff's Heaven!. It comes with a king bed, a firepit and a flair for making families feel at home. Also check out Quality Inn & Suites. It comes with a swimming pool, complimentary breakfast and lots of opportunities to spend time as a family.
Where can I find cheap hotels in Middleway?
At Travelocity you'll find really nice hotels in Middleway at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middleway rather than in Middleway. We may find you even better rates, too.
How do I find the best Middleway hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middleway then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middleway?
The cheapest hotel in Middleway is $73. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middleway?
There are 711 hotels in Middleway on Travelocity.
What are the best hotels in Middleway?
Middleway has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middleway for you!
When is the best time to visit Middleway?
If you want the joy of a fun-filled trip in peak season, visit Middleway during April, May and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Middleway?
Based on historic data is usually the cheapest month to visit Middleway. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middleway?
There are multiple hotels in Middleway that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middleway. We have plenty of kid-friendly hotels in Middleway to choose from on Travelocity!
Why book a hotel in Middleway through Travelocity?
Because we have the top hotels in Middleway! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middleway on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Middleway hotel reviews by fellow wanderers

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

4 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Overall we had a good stay for a reasonable price. The staff was very nice, but the room was somewhat small and with some minor maintenance issues."
A verified traveler stayed at Quality Inn Harpers Ferry - Charles Town
Quality Inn Harpers Ferry - Charles Town