Old Town Winchester Hotels with Bars / Lounges

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Check availability on Old Town Winchester Hotels with Bars / Lounges

Top Old Town Winchester Hotels with Bars / Lounges

Courtyard by Marriott Winchester
Enjoy a drink at the bar, where you can order from the digital menu and sit on comfortable bar stools.

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (850)
"Nice hotel! "
The price is RM454
RM494 total
includes taxes & fees
10 Aug - 11 Aug
Courtyard by Marriott Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Welcome to the Holiday Inn, featuring a modern architectural design with a flat roof and symmetrical facade.

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Staff was super nice when checking in!"
The price is RM376
RM422 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Enjoy dining at this stylish restaurant with a central bar, high-top tables, and cozy booths.

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Fantastic stay, thanks!"
The price is RM501
RM566 total
includes taxes & fees
17 Aug - 18 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
The George Washington Hotel, A Wyndham Grand Hotel
Enjoy a romantic dinner under the stars at our outdoor dining area, where round tables are set with wine, candles, and appetizers.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1007)
"Wonderful stay! "
The price is RM537
RM609 total
includes taxes & fees
4 Aug - 5 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Wayside Inn
Enjoy a drink at the bar, surrounded by a selection of beverages and rustic charm.

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (402)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is RM401
RM485 total
includes taxes & fees
3 Aug - 4 Aug
Wayside Inn
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (477)
"Easy to get to, close to casino. Dining options nearby. Staff is friendly, especially the ladies that handle breakfast."
The price is RM552
RM660 total
includes taxes & fees
4 Aug - 5 Aug
The Inn at Charles Town - Hollywood Casino
L'Auberge Provencale Inn & Restaurant
Relax on the covered porch with comfortable seating and a beautiful view of the surrounding yard.

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (166)
"This is a great place for a romantic get-away and so close to Washington DC. Very close to Winchester for other restaurants and shop, although the food at the hotel is awesome."
The price is RM951
RM1,049 total
includes taxes & fees
4 Aug - 5 Aug
L'Auberge Provencale Inn & Restaurant
Ramada by Wyndham Strasburg/Shenandoah Valley
Welcome to our hotel lobby, featuring a spacious area with a reception desk and comfortable seating.

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1002)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is RM301
RM335 total
includes taxes & fees
1 Sept - 2 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley
Hilton Garden Inn Winchester
Relax by the pool in a spacious area with multiple seating options and a clear view of the surroundings.

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (483)
"Is perfect , clean and comfortable. Great location. "
The price is RM472
RM535 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Winchester
Rodeway Inn & Suites - Charles Town, WV
Enjoy a selection of drinks at our bar, where you can sit and relax in comfortable seating.

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (1000)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is RM307
RM346 total
includes taxes & fees
17 Aug - 18 Aug
Rodeway Inn & Suites - Charles Town, WV
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.

Top Old Town Winchester Hotel Reviews

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Convenient to Shenandoah skyline drive"
Janice 1-night trip
Posted 1 day ago
Hampton Inn Front Royal

Frequently asked questions

Searching for hotels with bars in Old Town Winchester?
Though you might not find a hotel in Old Town Winchester that's well known for its bar, you will find 9 properties to choose from, some of which will have an on-site bar where you can unwind with an evening cocktail after sightseeing. While you're here, consider a visit to Bright Box Theater and Shenandoah Valley Discovery Museum.
What are the best hotels with bars in Old Town Winchester?
Here are a few of the top hotels with bars in and around Old Town Winchester: The George Washington Hotel, A Wyndham Grand Hotel: Hotel with 2 restaurants. Enjoy the bar, free WiFi and full-service spa. La Quinta Inn & Suites by Wyndham Winchester: Hotel with restaurant. Enjoy the bar, free WiFi and free parking. Travelodge by Wyndham Winchester: 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 breakfast and free WiFi. Comfort Inn & Suites: Hotel with restaurant. Enjoy the bar, free WiFi and free parking.
What is there to do in Old Town Winchester?
To experience the area's highlights, consider visiting Bright Box Theater, Shenandoah Valley Discovery Museum and Winchester Little Theater, and then find a cosy spot for a nightcap. Other places to see include Handley Regional Library and Old Court House Civil War Museum. Old Town Winchester is popular for its top-notch restaurants.
When is the best time to visit Old Town Winchester?
Visiting local bars in Old Town Winchester is more fun when the weather is good. These temperatures and rainfall averages can help you decide the best time for bar-hopping. The hottest months are usually July and June, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. The snowiest months in Old Town Winchester are February, December, January and March, with each month seeing an average of 21 cm of snowfall.
How can I get to Old Town Winchester and around the area?
You might want to make the most of these transportation choices in and around Old Town Winchester: Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) away. Otherwise, you can search for flights to Washington Dulles International Airport (IAD), which is 41.7 mi (67.1 km) away.