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Middletown Hotels

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Top 10 trending Middletown hotels

Our top choices for Middletown hotels

Econo Lodge Inn & Suites

2.0 star property
5.6 out of 10, (285)
"Great place to sleep and its was very quiet. "
The price is P3,855
P4,252 total
includes taxes & fees
Aug 27 - Aug 28
Econo Lodge Inn & Suites

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 P5,386
P6,510 total
includes taxes & fees
Aug 24 - Aug 25
Wayside Inn

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Wonderful stay! "
The price is P6,748
P7,646 total
includes taxes & fees
Sep 1 - Sep 2
The George Washington Hotel, A Wyndham Grand Hotel

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great stay"
The price is P6,283
P7,055 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2128)
"One of our fave places to stay when we visit Winchester. "
The price is P5,860
P6,376 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great location,the hotel was very nice and the breakfast was great."
The price is P4,683
P5,267 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Winchester Se-Historic Gateway by IHG

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (492)
"Lovely stay. Would stay again! "
The price is P4,683
P5,096 total
includes taxes & fees
Aug 28 - Aug 29
Candlewood Suites Winchester by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very Good, (1001)
"A great hotel. Would definitely stay here again. "
The price is P4,070
P4,529 total
includes taxes & fees
Sep 4 - Sep 5
Ramada by Wyndham Strasburg/Shenandoah Valley

Hampton Inn & Suites Woodstock, VA

2.5 star property
8.8 out of 10, Excellent, (1000)
"Staff was very friendly and helpful."
The price is P5,680
P6,379 total
includes taxes & fees
Sep 15 - Sep 16
Hampton Inn & Suites Woodstock, VA

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place , great front desk staff, super clean & very quiet"
The price is P4,372
P4,756 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Winchester

Comfort Inn Woodstock Shenandoah

2.5 star property
8.8 out of 10, Excellent, (1000)
"Friendly staff, comfortable beds, and clean hotel"
The price is P5,611
P6,301 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn Woodstock Shenandoah

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (863)
"We had a great stay. Clean and staff was friendly "
The price is P3,343
P3,721 total
includes taxes & fees
Aug 26 - Aug 27
Baymont by Wyndham Front Royal Near Shenandoah National Park

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (752)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is P5,523
P6,009 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (862)
"Nice rooms, staff was friendly "
The price is P6,111
P6,649 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Winchester

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1088)
"Good location great value friendly staff"
The price is P3,941
P4,288 total
includes taxes & fees
Aug 24 - Aug 25
Travelodge by Wyndham Winchester

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (171)
"We had a fantastic trip here! The food and service was great. The rooms were sparkling clean and everything was top notch. We will definitely be making a returning trip. "
The price is P14,221
P15,686 total
includes taxes & fees
Aug 25 - Aug 26
L'Auberge Provencale Inn & Restaurant

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Fantastic stay, thanks!"
The price is P6,263
P7,079 total
includes taxes & fees
Sep 4 - Sep 5
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (765)
"Always great!"
The price is P4,569
P4,971 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Express Winchester South-Stephens City by IHG

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Front desk person was very helpful"
The price is P5,097
P5,775 total
includes taxes & fees
Sep 7 - Sep 8
Spark by Hilton Winchester

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (490)
"Having the restaurant on site is so convenient!"
The price is P6,505
P7,370 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Garden Inn Winchester
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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Learn more about Middletown

History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley.

Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Frequently asked questions

Where is the best place for a stay in Middletown?

Wayside Inn is a favorite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your stay based on traveler reviews is Econo Lodge Inn & Suites. See all available top hotels, or vacation rentals in Middletown.

If I need to cancel my hotel reservation in Middletown, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

Where can I learn more about changing or cancelling my trip to Middletown?

To access more information about changing or cancelling your trip to Middletown, click here.

What's the best hotel to stay with easy access to Cedar Creek and Belle Grove National Historical Park?

Ramada by Wyndham Strasburg is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located 3 mi (4.8 km) from Cedar Creek and Belle Grove National Historical Park. Other good options within a few miles include Fairfield Inn & Suites Strasburg Shenandoah Valley and Wayside Inn.

What about the best place to stay close to Wayside Theater?

One of the top choices for your stay is Wayside Inn, located next to Wayside Theater, and this 3.5-star hotel offers free breakfast and a restaurant. Econo Lodge Inn & Suites, located just 0.5 mi (0.8 km) away, is another good choice.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like to stay in Middletown?

Visitors to Middletown are sure to enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches, and theaters. In Middletown, there are 4 hotels and other accommodations to choose from. Find out more about Middletown.

What should I do while I'm visiting Middletown?

Landmarks like Cedar Creek Battlefield Foundation and Belle Grove Plantation might be worth a visit. The picturesque setting of Cedar Creek and Belle Grove National Historical Park and Shenandoah River exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Jackson's Chase Golf Course and Wayside Theater. Check out what more to see and do in Expedia's Middletown guide.

What's the weather like in Middletown?

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.