Book Hotels in Middleway, WV

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Jun 12 - Jun 14
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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 Jun 18 to Jun 19
$138 total
Jun 18 - Jun 19
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 physical structure of this hotel would have put it at 5 stars, but it seems like they have a really nice property here, but don't know how to run it like a really nice hotel. First, the idea that a hotel of this caliber has an UNO pizza as their hotel is just strange. Also, the bar is gorgeous ..."

Reviewed on Jun 11, 2026

Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

2.5 out of 5
801 Snapp Street Martinsburg WV
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Jul 5 to Jul 6
$106 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"This Tru by Hilton is the best!! The staff are super friendly, rooms extremely clean and the breakfast was fresh each morning with plenty if options. The pool table in the lobby was a hit, along with the outside sitting area with the string lights. Whenever I come back to this area, this will be ..."

Reviewed on Jun 10, 2026

Opens in a new windowTru By Hilton Martinsburg
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
$88 nightly
The price is $96 total per night from Jun 14 to Jun 15
$96 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests ...
"Very used beds"

Reviewed on Jun 7, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham 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
$123 nightly
The price is $133 total per night from Jun 14 to Jun 15
$133 total
Jun 14 - Jun 15
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 ...
"Enjoyed the pool and workout space very much. Everything was very tidy and felt like it was brand new. Typical hotel breakfast with waffles, eggs, bacon as well as the usual cold selection including hard boiled eggs. Excellent coffee in the lobby for our morning departure."

Reviewed on Jun 10, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham 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
$104 nightly
The price is $113 total per night from Jun 21 to Jun 22
$113 total
Jun 21 - Jun 22
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 ...
"Clean comfortable room. Great sercice."

Reviewed on Jun 9, 2026

Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Jun 28 to Jun 29
$81 total
Jun 28 - Jun 29
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 ...
"Best hotel Ive stayed in a while. However, breakfast was weak. Only boiled eggs and no waffle maker? No cranberry juice? No yogurt? It was sugary cereal, fruits, bagels, bread and sausage patties."

Reviewed on Jun 11, 2026

Opens in a new windowSpark by Hilton 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
$68 nightly
The price is $75 total per night from Jul 5 to Jul 6
$75 total
Jul 5 - Jul 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 ...
"Fabulous hotel"

Reviewed on Jun 12, 2026

Opens in a new windowTRU By Hilton Winchester
Silo Tiny House Cabin

Silo Tiny House Cabin

Harpers Ferry WV
$263 nightly
The price is $292 total per night from Jun 24 to Jun 25
$292 total
Jun 24 - Jun 25
Total with taxes and fees
A sauna is available at this cabin.
"This place was nice but more like glamping. The property really looked a bit worn. Just an fyi. When it rains you hear every raindrop. The shower is a little weird set up. Stairway to the bedroom was a bit weary. A sliding gate or rail for the upstairs so no one would tumble down the stairs. We stayed ..."

Reviewed on May 28, 2026

Opens in a new windowSilo Tiny House Cabin
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
$71 nightly
The price is $77 total per night from Jun 14 to Jun 15
$77 total
Jun 14 - Jun 15
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 ...
"The rooms were dirty. Breakfast was minimal. The coffee was instant pored into the coffee machine. Our drain in the tub was working so slow that taking a shower was filling the tub. When we reported it they said we will make note of it. Not, let us move you or send someone to fix it. We won’t stay ..."

Reviewed on Jun 11, 2026

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 $75. 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 696 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

TRU By Hilton Winchester

TRU By Hilton Winchester

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Fabulous hotel"
A verified traveler stayed at TRU By Hilton Winchester
TRU By Hilton Winchester