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Top 10 Middletown hotels and places to stay

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 Rp1.555.092
Rp1.879.662 total
includes taxes & fees
17 Aug - 18 Aug
Wayside Inn
Econo Lodge Inn & Suites
Enjoy a warm and elegant dining experience in this inviting space with a high ceiling, chandelier, and comfortable seating.

Econo Lodge Inn & Suites

2.0 star property
5.6 out of 10, (284)
"Great place to sleep and its was very quiet. "
The price is Rp1.110.780
Rp1.225.191 total
includes taxes & fees
14 Aug - 15 Aug
Econo Lodge Inn & Suites
Glen Gordon Manor
Traditional home surrounded by a beautifully maintained garden and lush greenery.

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (89)
"The location is good."
The price is Rp4.591.224
Rp5.018.257 total
includes taxes & fees
5 Aug - 6 Aug
Glen Gordon Manor
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, (167)
"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 Rp3.687.790
Rp4.067.759 total
includes taxes & fees
17 Aug - 18 Aug
L'Auberge Provencale Inn & Restaurant
Gay Street Inn
Enjoy meals in a classic dining area with a central table, large windows, and a skylight.

Gay Street Inn

3.5 star property
10.0 out of 10, Exceptional, (33)
"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 Rp5.907.704
Rp6.368.506 total
includes taxes & fees
27 Aug - 28 Aug
Gay Street Inn
White Moose Inn
Enjoy the open-plan living space with a dining area and outdoor seating area.

White Moose Inn

4.0 star property
9.8 out of 10, Exceptional, (139)
"Wonderful option if visiting inn at little Washington or other sites nearby. Just a bock from inn with very helpful staff,happy hour, full breakfast and clean comfortable accommodations "
White Moose Inn
The Foster Harris House
Stunning two-story house with a central entrance, double doors, and a charming front porch.

The Foster Harris House

2.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely inn in a great location three course breakfast with one of the best scones I have eaten "
The price is Rp8.211.544
Rp8.852.045 total
includes taxes & fees
9 Aug - 10 Aug
The Foster Harris House
TownePlace Suites by Marriott Winchester
Enjoy meals and relaxation in this compact room with a kitchenette, dining area, and sofa.

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (451)
"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 Rp1.762.438
Rp1.917.533 total
includes taxes & fees
3 Aug - 4 Aug
TownePlace Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
Relax in a spacious room with a large bed, desk, and window offering a view of the outdoors.

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (670)
"Great breakfast! "
The price is Rp1.910.542
Rp2.078.670 total
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites by Marriott Winchester
APM Inn & Suites
Enjoy dining and socializing in this stylish space with a round table, sofas, and a bench, surrounded by artwork and large windows offering a view.

APM Inn & Suites

2.0 star property
6.6 out of 10, (318)
"very nice and cheap place to stay"
The price is Rp888.624
Rp1.006.812 total
includes taxes & fees
12 Aug - 13 Aug
APM Inn & Suites
Baymont by Wyndham Front Royal Near Shenandoah National Park
Enter through the double glass doors into a welcoming space.

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (855)
"We had a great stay. Clean and staff was friendly "
The price is Rp965.144
Rp1.074.205 total
includes taxes & fees
11 Aug - 12 Aug
Baymont by Wyndham Front Royal Near Shenandoah National Park
Hampton Inn Winchester N/Conference Center, VA
Welcome to our reception area, featuring a central desk, a refrigerated display case, and a patterned rug.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (786)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is Rp1.810.650
Rp2.051.466 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Winchester N/Conference Center, VA
Microtel Inn & Suites by Wyndham Winchester
Relax in the stylish lobby with sofas, armchairs, and a large window offering a view of the outdoors.

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1319)
"Pleasant stay"
The price is Rp1.307.830
Rp1.422.920 total
includes taxes & fees
1 Sept - 2 Sept
Microtel Inn & Suites by Wyndham Winchester
Candlewood Suites Winchester by IHG
Relax in a stylish room with a comfortable bed, sofa, and framed artwork.

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (484)
"Lovely stay. Would stay again! "
The price is Rp1.596.232
Rp1.736.700 total
includes taxes & fees
23 Aug - 24 Aug
Candlewood Suites Winchester by IHG
Quality Inn Winchester
Guests can enjoy a covered outdoor seating area with beautiful landscaping and a paved pathway to the entrance.

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
The price is Rp1.249.208
Rp1.359.139 total
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Winchester
Days Inn by Wyndham Winchester
Relax in a stylish room with two single beds, a desk, and a seating area, offering a view of the outdoors.

Days Inn by Wyndham Winchester

2.0 star property
6.6 out of 10, (430)
"Neighborhoods were"
The price is Rp1.066.349
Rp1.160.313 total
includes taxes & fees
4 Aug - 5 Aug
Days Inn by Wyndham Winchester
Super 8 by Wyndham Front Royal
Relax in our welcoming lobby, featuring a reception desk, comfortable seating area, and dining space.

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 Rp1.221.962
Rp1.360.011 total
includes taxes & fees
1 Sept - 2 Sept
Super 8 by Wyndham Front Royal
TRU By Hilton Winchester
Enjoy a convenient food service area with a variety of snacks and drinks, a digital ordering system, and a refrigerated display.

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (688)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is Rp1.560.479
Rp1.697.800 total
includes taxes & fees
18 Aug - 19 Aug
TRU By Hilton Winchester
Super 8 by Wyndham Winchester VA
Relax in this stylish room with a flat-screen TV, comfortable sofa, and a decorative vase with flowers.

Super 8 by Wyndham Winchester VA

2.0 star property
6.2 out of 10, (603)
"Improvements could be made with housekeeping, but a nice stay all the same"
The price is Rp1.056.832
Rp1.149.800 total
includes taxes & fees
11 Aug - 12 Aug
Super 8 by Wyndham Winchester VA
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 Rp1.944.276
Rp2.193.905 total
includes taxes & fees
17 Aug - 18 Aug
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, bars and more!

See all hotels in Middletown
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"The hotel and room met our expectations. We didn't eat at Denny's but Wawa across the street has great food to go. The front desk associate (Hannah maybe) was very professional, nice and helpful."
Kelli 1-night trip
Posted 4 days ago
Quality Inn

Frequently asked questions

Where is the best place for a stay in Middletown?

Wayside Inn is a favourite with Expedia customers. This hotel offers a restaurant and free parking. Another top choice for your trip based on traveller 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, most hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

What's the best family accommodation in 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. Also, attractions in the area such as Dinosaur Land and Secret Passage Ranch are fun for children of all ages. Find more child-friendly accommodations in Middletown.

What's the best hotel for a couple visiting Middletown?

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

What's the best dog-friendly place to stay in Middletown?

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

What are some hotels with pools in Middletown?

La Quinta Inn & Suites by Wyndham Winchester: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are a couple of other choices that offer an on-site pool. View all hotels with pools in Middletown.

What's it like staying in Middletown?

Visitors to Middletown will definitely enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches and theatres. In Middletown, there are 4 hotels and other accommodation options to choose from. Find out more about Middletown.

What is there to see in 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 itinerary are Jackson's Chase Golf Course and Wayside Theater. Take a look at what more there is to see and do in Expedia's Middletown guide.

What's the seasonal weather like in Middletown?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Middletown is 1088 mm.