Book Hotels in Middleway, WV

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Middleway hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $101 total per night from Oct 1 to Oct 2
$101 total
Oct 1 - Oct 2
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 ...
"Nice room. Friendly professional staff."

Reviewed on Sep 28, 2025

Opens in a new windowComfort Inn & Suites Winchester
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET, Winchester, VA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $126 total per night from Oct 5 to Oct 6
$126 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
"Pleasant"

Reviewed on Sep 22, 2025

Opens in a new windowSpringHill Suites by Marriott 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
$108 nightly
The price is $118 total per night from Oct 5 to Oct 6
$118 total
Oct 5 - Oct 6
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 ...
"Clean"

Reviewed on Sep 28, 2025

Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive, Winchester, VA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $100 total per night from Oct 5 to Oct 6
$100 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"We needed a break with a long family care situation. We took a break and stayed in Winchester and relaxed. Hampton Inn was just perfect. Breakfast was great! Thank you!"

Reviewed on Sep 28, 2025

Opens in a new windowHampton Inn Winchester-University/Mall Area
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
$84 nightly
The price is $91 total per night from Oct 26 to Oct 27
$91 total
Oct 26 - Oct 27
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 ...
"New and fresh.AC not very responsive to settings. Sink area too small to handle travel toiletries."

Reviewed on Sep 26, 2025

Opens in a new windowMicrotel 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
$96 nightly
The price is $104 total per night from Oct 27 to Oct 28
$104 total
Oct 27 - Oct 28
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 ...
"Staff were great. Breakfast was in the restaurant downstairs, but lots of options and you get a voucher for breakfast. Shower was hot, room was clean, bed was comfortable. Close to everything with regards to shopping, restaurants, and even some walking/hiking. Would stay again"

Reviewed on Sep 26, 2025

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

Quality Inn

2.5 out of 5
25 Union St, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Oct 27 to Oct 28
$100 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
"Had a very nice night. It was quiet and slept like a baby."

Reviewed on Sep 24, 2025

Opens in a new windowQuality Inn
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
$72 nightly
The price is $78 total per night from Oct 1 to Oct 2
$78 total
Oct 1 - Oct 2
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 ...
"Clean room"

Reviewed on Sep 20, 2025

Opens in a new windowTravelodge by Wyndham Winchester
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $112 total per night from Oct 27 to Oct 28
$112 total
Oct 27 - Oct 28
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
"The close proximity to harpers ferry"

Reviewed on Sep 23, 2025

Opens in a new windowClarion Inn Harpers Ferry - Charles Town
Don't see what you're looking for?
See all available properties in Middleway
View all properties
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 $78. 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 665 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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"Clean "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity