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Check availability on Middletown Hotels with Bar

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Middletown hotels with a bar

A dining area with a high ceiling, wooden beams, and a chandelier. There is a painting on the wall and an American flag. Tables and chairs are arranged for dining.
A hotel entrance with a covered walkway, a parking lot, and a building with a grey roof.
A reception area with a wooden counter, a clock, framed pictures, and a glass door leading outside.
A hotel room with a green sofa, two beds, a desk, and a window with curtains.

1. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
Middletown
United States
Nathan
CA $95
CA $104 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Inn & Suites Middletown - Winchester South
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.
A hotel room with two beds, a nightstand with a lamp, a desk with a chair, a window with curtains, and a wall-mounted air conditioner.
A hotel lobby with a polished tile floor, a reception desk, and seating area with white chairs.
A modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.

2. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
Maryann
CA $103
CA $115 total
includes taxes & fees
Sep 27 - Sep 28
Ramada by Wyndham Strasburg/Shenandoah Valley
A restaurant interior with a bar area, seating, and artwork on the walls.
A spacious lobby with a reception desk, seating area with sofas, and a chandelier.
A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.

3. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Alok
CA $169
CA $186 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.
A Baymont Inn & Suites reception desk with a blue wall, two overhead lights, and a Dell computer.
A breakfast counter with various food items and a coffee machine.
A room with two grey armchairs, a small table with a vase of flowers, a television mounted on the wall, and a desk with a computer.

4. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Cindy
CA $87
CA $97 total
includes taxes & fees
Sep 28 - Sep 29
Baymont by Wyndham Front Royal Near Shenandoah National Park
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
A swimming pool with lounge chairs and a changing room.
A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.
A bar area with a counter, multiple bar stools, and a television screen.

5. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
United States
Jennifer
CA $143
CA $163 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Winchester Se-Historic Gateway by IHG
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.
An outdoor seating area with wicker furniture and a small table, surrounded by greenery and a building in the background.
A bar area with a display case of baked goods, a fruit basket, and a television screen displaying news.
A modern hotel lobby with a curved sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

6. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
Winchester
United States
Karen
CA $148
CA $165 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Winchester
A modern interior with a geometric ceiling design, recessed lighting, and hanging pendant lights.
A spacious indoor pool area with multiple seating areas and a clear view of the outdoors through large windows.
A reception area with a wooden reception desk, a wine cooler, and a microwave.
A spacious kitchen area with a central island, a waffle maker, and a coffee station.

7. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
Winchester
United States
Wendy
CA $139
CA $157 total
includes taxes & fees
Sep 28 - Sep 29
Hilton Garden Inn Winchester
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A bar area with a piano, seating, and a bar counter with bottles.
A spacious lobby with a round table, chairs, a chandelier, and an American flag.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

8. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
United States
Jeanette
CA $178
CA $202 total
includes taxes & fees
Sep 20 - Sep 21
The George Washington Hotel, A Wyndham Grand Hotel
A covered porch with white columns, a bench, and hanging flower baskets.
A two-story house with a swimming pool, outdoor furniture, and a covered patio area.
A bar area with wooden shelves stocked with bottles, a bar counter, and leather bar stools.
A covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.

9. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
Boyce
United States
Henry
CA $310
CA $342 total
includes taxes & fees
Sep 14 - Sep 15
L'Auberge Provencale Inn & Restaurant
A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.
A cozy room with a fireplace, wooden paneling, and comfortable seating.
A dining area with a table set for two, featuring a bowl of bread, a glass of wine, and a vase of flowers.
A view of a swimming pool with a fountain, surrounded by a fence and greenery, with mountains in the background.

10. Glen Gordon Manor

Glen Gordon Manor
Huntly
United States
Alexander and Judith
CA $469
CA $541 total
includes taxes & fees
Sep 21 - Sep 22
Glen Gordon Manor
View all properties

Top Middletown Hotel Reviews

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

10/10 Excellent
"Excellent"
Marvin 1-night trip
Posted less than an hour ago
Courtyard by Marriott Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"What a beautiful hotel!! The room was clean and the bathroom was enormous! Walking distance to the downtown shops and restaurants."
Dana 1-night trip
Posted 10 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"Clean, friendly desk people. Great location off 81 close to restaurants. As we were leaving desk clerk asked if we were traveling North or South as there was a bas accident north and she had alternate route Fausto avoid tie ups. Would stay here again and again, OH WAIT, we have"
Sharron 1-night trip
Posted 20 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"A port in a storm, caused by car computer issues. Quite nice, quiet, and the usual breakfast."
Jonathan 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"This minimalist motel is reasonably priced. I found my room very comfortable. It was immaculate, nice TV, bed comfortable and clean, the AC was very good. The AM breakfast is minimal but very nice and well attended to by pleasant staff. Parking was free and plentiful. No noise on halls or from the highway. The staff was professional, helpful and attentive. I will be staying here again!"
Mike 3-night trip
Posted 3 days ago
Travelodge by Wyndham Winchester
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

10/10 Excellent
"Nice area with lots of places to eat or shop"
Michael 2-night trip
Posted 5 days ago
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Wayside Inn

Wayside Inn

10/10 Excellent
"It was a very nice room with very comfortable bed. We misplaced the key and they were very helpful getting a replacement after hours. Fortunately, we found the lost key. Staff bwas very pleasant. Air conditioner was a little loud but effective. Did not prevent from sleeping. Would stay again."
michael 1-night trip
Posted 2 weeks ago
Wayside Inn

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: Wayside Inn: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and full-service spa. Spark by Hilton 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. Holiday Inn Winchester Se-Historic Gateway by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. TRU By Hilton Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Middletown?
In the area, you can visit Belle Grove Plantation, Lake Frederick Boat Launch, and Shenandoah River, then find a cozy spot for a nightcap. Other places to see include Cedar Creek and Belle Grove National Historical Park and Jackson's Chase Golf Course. 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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