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Middletown Hotels

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Top 10 trending Middletown hotels

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Bed was comfortable, room was clean and very spacious "
The price is P4,444
P4,835 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Winchester

Relax Inn Motel

2.0 star property
8.2 out of 10, Very Good, (239)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is P3,539
P3,939 total
includes taxes & fees
Aug 18 - Aug 19
Relax Inn Motel

Days Inn by Wyndham Winchester

2.0 star property
6.6 out of 10, (435)
"I was unable to stay at this location and had to cancel with the hotel."
The price is P3,750
P4,080 total
includes taxes & fees
Aug 18 - Aug 19
Days Inn by Wyndham Winchester

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 P5,394
P6,520 total
includes taxes & fees
Aug 18 - Aug 19
Wayside Inn

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 P3,853
P4,250 total
includes taxes & fees
Sep 14 - Sep 15
Econo Lodge Inn & Suites

Blue Ridge Motel

2.0 star property
7.0 out of 10, Good, (128)
"Inexpensive for a 1 night stopover. Dated rooms and limited facilities . Comfy sleep though"
Blue Ridge Motel

APM Inn & Suites

2.0 star property
6.6 out of 10, (321)
"very nice and cheap place to stay"
The price is P3,082
P3,492 total
includes taxes & fees
Aug 29 - Aug 30
APM Inn & Suites

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (453)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is P6,113
P6,651 total
includes taxes & fees
Aug 18 - Aug 19
TownePlace Suites by Marriott Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1317)
"Pleasant stay"
The price is P4,247
P4,620 total
includes taxes & fees
Sep 1 - Sep 2
Microtel Inn & Suites by Wyndham Winchester

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable bed and room temperature was perfect."
The price is P6,258
P7,091 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn Winchester-University/Mall Area

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 P5,856
P6,372 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1086)
"Good location great value friendly staff"
The price is P3,938
P4,285 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (792)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is P6,258
P7,091 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Winchester N/Conference Center, VA

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (690)
"The hotel was clean, staff was great and breakfast was great."
The price is P6,627
P7,210 total
includes taxes & fees
Aug 24 - Aug 25
SpringHill Suites by Marriott Winchester

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very Good, (1001)
"Bed was very comfortable "
The price is P3,824
P4,332 total
includes taxes & fees
Sep 12 - Sep 13
Motel 6 Winchester, VA

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (751)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is P5,531
P6,017 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Winchester

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (519)
"Great pool and quiet area to stay in"
The price is P4,452
P4,955 total
includes taxes & fees
Aug 18 - Aug 19
Twi-Lite Inn

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1000)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is P3,139
P3,494 total
includes taxes & fees
Sep 1 - Sep 2
Super 8 by Wyndham Front Royal

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1005)
"staff was amazing and room was great "
The price is P5,531
P6,017 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn & Suites Winchester

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (599)
"Great stay!"
The price is P4,013
P4,366 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Stephens City - Winchester South
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 accommodation for a family trip to Middletown?

Wayside Inn is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Econo Lodge Inn & Suites is another good choice for your family trip. Attractions in the area like Dinosaur Land and Secret Passage Ranch are also fun for kids of all ages. Find more child-friendly accommodations in Middletown.

What's the best hotel for a couple going to Middletown?

Wayside Inn is a favorite hotel for couples, and features cable TV and wedding services. See all romantic hotels in Middletown.

What's the best pet-friendly hotel in Middletown?

Econo Lodge Inn & Suites is a top hotel for people traveling with their pets, and offers a bar/lounge and free WiFi for its human guests. See more pet-friendly hotel accommodations in Middletown.

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 are some hotels with pools in Middletown?

La Quinta Inn & Suites by Wyndham Winchester: Provides buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are two additional hotels with an onsite pool. View all hotels with pools in Middletown.

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.