Photo by Stephanie Sutton

Middletown Hotels

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Top 10 trending Middletown hotels

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (387)
"This inn is absolutely amazing. Staff went above and beyond to ensure we were comfortable and our stay was memorable. We plan to come back very soon! "
The price is P5,864
P7,026 total
includes taxes & fees
May 12 - May 13
Wayside Inn

Econo Lodge Inn & Suites

2.0 star property
5.8 out of 10, (275)
"Great"
The price is P3,972
P4,381 total
includes taxes & fees
May 8 - May 9
Econo Lodge Inn & Suites

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (83)
"Staff is completely attentive to the guests."
The price is P13,351
P14,593 total
includes taxes & fees
May 14 - May 15
Glen Gordon Manor

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (163)
"charming bed and breakfast - great complimentary breakfast"
The price is P12,231
P13,491 total
includes taxes & fees
May 14 - May 15
L'Auberge Provencale Inn & Restaurant

Gay Street Inn

3.5 star property
10.0 out of 10, Exceptional, (32)
"Great place to stay in Washington VA to walk to inn at little Washington, patty O's (6 min walk), bakery, chocolates and rural landscape! "
The price is P20,608
P22,216 total
includes taxes & fees
May 29 - May 30
Gay Street Inn

White Moose Inn

4.0 star property
9.8 out of 10, Exceptional, (135)
"Perfect location and stay to combine with dinner at the Inn at Little Washington."
White Moose Inn

The Foster Harris House

2.0 star property
The Foster Harris House

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (426)
"Very close to highway and with lots of amenities close by "
The price is P5,981
P6,508 total
includes taxes & fees
May 4 - May 5
TownePlace Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (605)
"New hotel, very clean and reasonable prices."
The price is P6,484
P7,055 total
includes taxes & fees
May 4 - May 5
SpringHill Suites by Marriott Winchester

APM Inn & Suites

2.0 star property
6.6 out of 10, (290)
"Lovely place"
The price is P3,419
P3,873 total
includes taxes & fees
Jun 1 - Jun 2
APM Inn & Suites

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (804)
"Very worth for the money "
The price is P3,324
P3,699 total
includes taxes & fees
Jun 1 - Jun 2
Baymont by Wyndham Front Royal Near Shenandoah National Park

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (749)
"Overall enjoyable stay. The room was clean and the amenities were very good. "
The price is P6,124
P6,938 total
includes taxes & fees
Jun 1 - Jun 2
Hampton Inn Winchester N/Conference Center, VA

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1208)
"Clean, well kept, well lit, staff friendly, Rocky very helpful"
The price is P4,700
P5,113 total
includes taxes & fees
Jun 1 - Jun 2
Microtel Inn & Suites by Wyndham Winchester

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (461)
"Excellent, quick and easy stay"
The price is P5,865
P6,382 total
includes taxes & fees
May 11 - May 12
Candlewood Suites Winchester by IHG

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very good value, clean, quiet, updated rooms."
The price is P4,937
P5,372 total
includes taxes & fees
May 11 - May 12
Quality Inn

Days Inn by Wyndham Winchester

2.0 star property
6.4 out of 10, (412)
"Easy to get to. Good location. Quiet. "
The price is P3,620
P3,939 total
includes taxes & fees
May 11 - May 12
Days Inn by Wyndham Winchester

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1001)
"This was a safe, comfortable stay and we felt so at home here! Delicious free breakfast and everything is walkable, including dining, bars and shops in the downtown area. "
The price is P3,910
P4,352 total
includes taxes & fees
May 4 - May 5
Super 8 by Wyndham Front Royal

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (664)
"Nice hotel, but located a little oddly. Quiet, nice room, would stay again."
The price is P5,649
P6,146 total
includes taxes & fees
May 28 - May 29
TRU By Hilton Winchester

Super 8 by Wyndham Winchester VA

2.0 star property
6.2 out of 10, (583)
"It was great as always."
The price is P3,463
P3,768 total
includes taxes & fees
Jun 2 - Jun 3
Super 8 by Wyndham Winchester VA

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Stayed here for my spring trip to Shenandoah National Park, and had a perfect time. The hotel had everything I needed and the hot tub/pool were excellent. "
The price is P6,143
P6,944 total
includes taxes & fees
May 18 - May 19
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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

Middletown awaits: its entertainment, churches, riverfront, and more!

Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Frequently asked questions

Where is the best place for a stay in Middletown?

Wayside Inn is a favorite with Expedia customers. This hotel offers a restaurant and free parking. 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 Virginia River Trips 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: Offers buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG and DoubleTree by Hilton Front Royal Blue Ridge Shadows 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 5 hotels and other accommodations to choose from. Find out more about Middletown.

What should I do while I'm visiting Middletown?

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