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Find Hotels with Bars in Middletown, VA

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Check availability on Middletown Hotels with Bars

Our top choices for Middletown hotels with a bar

Breakfast area
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

2.0 star property
Middletown
5.8 out of 10, (299)
"I loved staying here!"
United States
Whitney
$62 nightly
The price is $68
Dec 16 - Dec 17
Total with taxes and fees
Econo Lodge Inn & Suites Middletown - Winchester South
Elevator
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
Strasburg
8.2 out of 10, Very Good, (1000)
"Friendly Staff, clean room."
Canada
Frank
$71 nightly
The price is $79
Dec 25 - Dec 26
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1000)
"Clean room, nicely furnished."
United States
Marilyn
$77 nightly
The price is $84
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Winchester Se-Historic Gateway by IHG
2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1007)
"Great hotel!"
United States
CHARLES
$127 nightly
The price is $143
Dec 16 - Dec 17
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
$101 nightly
The price is $111
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (914)
"comfortable room, amenities and staff"
United States
Prashant
$107 nightly
The price is $116
Dec 16 - Dec 17
Total with taxes and fees
Courtyard by Marriott Winchester
Property entrance
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
Front Royal
6.4 out of 10, (916)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
$54 nightly
The price is $61
Dec 23 - Dec 24
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (508)
"Great hotel"
United States
DONNA D
$95 nightly
The price is $108
Dec 22 - Dec 23
Total with taxes and fees
Hilton Garden Inn Winchester
Exterior
Glen Gordon Manor

Glen Gordon Manor

3.5 star property
Huntly
9.8 out of 10, Exceptional, (94)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
$319 nightly
The price is $349
Jan 7 - Jan 8, 2026
Total with taxes and fees
Glen Gordon Manor
Terrace/patio
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

4.0 star property
Boyce
9.6 out of 10, Exceptional, (173)
"Wonderful staff and service!"
United States
Eliel Constantine
$275 nightly
The price is $304
Dec 23 - Dec 24
Total with taxes and fees
L'Auberge Provencale Inn & Restaurant
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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Top Middletown Hotel Reviews

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"All was well very, nice hotel! Breakfast was great. King size bed was nice, but the mattress was terrible, to soft and lympy, sheets and top cover seemed very worn. The bed wasn't too comfortable. We were in Room 201."
Richard 1-night trip
Posted 2 days ago
Ramada by Wyndham Strasburg/Shenandoah Valley

Frequently asked questions

Searching for hotels with bars in Middletown?
Let Expedia help you find the perfect hotel in Middletown or in the larger area that has a bar where you can enjoy an evening cocktail. While you're here, consider a visit to Belle Grove Plantation and Shenandoah River.
What are the best hotels with bars in Middletown?
Here are a few of the top hotels with bars in and around Middletown: Econo Lodge Inn & Suites: Enjoy the bar, free WiFi, and free parking. La Quinta Inn & Suites by Wyndham Winchester: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and full-service spa. Microtel Inn & Suites by Wyndham Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Comfort Inn & Suites Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. The George Washington Hotel, A Wyndham Grand Hotel: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Middletown?
In the area, you can visit Belle Grove Plantation, Valerie Hill Winery, and Shenandoah River, then find a cozy spot for a nightcap. Other places to see include Wayside Theater and Cedar Creek and Belle Grove National Historical Park. Middletown is appreciated for its bars and restaurants.
When is the best time to visit Middletown?
Visiting local bars in Middletown is more fun in good weather. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.
How can I get to Middletown and around the area?
Here are some of your transportation options in and around Middletown: Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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