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Middletown Hotels from S$77

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17 Jul - 18 Jul
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Top 10 trending Middletown hotels

Holiday Inn Express Winchester South-Stephens City by IHG
Guests can check in at the hotel's prominent entrance, surrounded by ample parking.

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (756)
"Always great!"
The price is S$111
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Winchester South-Stephens City by IHG
Fairfield Inn & Suites by Marriott Winchester
Welcome to Fairfield by Marriott, where a covered walkway leads to the main entrance.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (735)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is S$135
includes taxes & fees
31 Jul - 1 Aug
Fairfield Inn & Suites by Marriott Winchester
Relax Inn Motel
Welcome to Relax Inn, a motel with a brick exterior and upper-floor balcony.

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (235)
"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 S$99
includes taxes & fees
18 Jul - 19 Jul
Relax Inn Motel
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, (401)
"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 S$161
includes taxes & fees
20 Jul - 21 Jul
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, (283)
"Great place to sleep and its was very quiet. "
The price is S$96
includes taxes & fees
23 Jul - 24 Jul
Econo Lodge Inn & Suites
Quality Inn
Guests can enjoy a covered outdoor seating area with beautiful landscaping and a paved pathway to the entrance.

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place , great front desk staff, super clean & very quiet"
The price is S$129
includes taxes & fees
23 Jul - 24 Jul
Quality Inn
Country Inn & Suites by Radisson, Winchester, VA
Cozy living room with a fireplace, wooden shelves, and a light-colored sofa.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great stay for a great price!"
The price is S$136
includes taxes & fees
20 Jul - 21 Jul
Country Inn & Suites by Radisson, Winchester, VA
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, (1007)
"Great place"
The price is S$106
includes taxes & fees
23 Jul - 24 Jul
Super 8 by Wyndham Front Royal
Comfort Inn & Suites
Welcome to Comfort Inn & Suites, featuring a modern exterior with a brick and beige facade and a welcoming entrance.

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1008)
"Would stay again. "
The price is S$135
includes taxes & fees
27 Jul - 28 Jul
Comfort Inn & Suites
Motel 6 Winchester, VA
Relax in a cozy seating area with a kitchenette, perfect for a home away from home.

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1000)
"Great for an overnight stay. Clean room. Needs comfortable chairs."
The price is S$93
includes taxes & fees
22 Jul - 23 Jul
Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1106)
"The stay was great for the price."
The price is S$96
includes taxes & fees
21 Jul - 22 Jul
Travelodge by Wyndham Winchester
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, (444)
"Staff was amazing! "
The price is S$149
includes taxes & fees
21 Jul - 22 Jul
TownePlace Suites by Marriott Winchester
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, (782)
"Well kept, clean, good breakfast."
The price is S$172
includes taxes & fees
25 Jul - 26 Jul
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
9.2 out of 10, Wonderful, (1303)
"Clean comfortable room, friendly staff. "
The price is S$122
includes taxes & fees
17 Aug - 18 Aug
Microtel Inn & Suites by Wyndham Winchester
Holiday Inn Express Hotel & Suites Winchester by IHG
Relax by the pool, surrounded by a spacious deck and a clear water's edge.

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (763)
"Very friendly staff and clean property"
The price is S$155
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG
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, (478)
"great for overnight stay "
The price is S$127
includes taxes & fees
19 Jul - 20 Jul
Candlewood Suites Winchester by IHG
Quality Inn Stephens City - Winchester South
Enjoy a convenient breakfast at the hotel's well-equipped breakfast bar, featuring a juice dispenser, bowls, and a coffee machine.

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (589)
"Really close to highway, with few good dining options near by, room was clean however it was sligltly outdated, breakfast was decent, eggs were good. "
The price is S$113
includes taxes & fees
31 Jul - 1 Aug
Quality Inn Stephens City - Winchester South
Sleep Inn & Suites
Welcome to Sleep Ins Suites, where guests can check in and enjoy a spacious lobby with a curved reception desk and comfortable dining area.

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very good, (1014)
"Comfortable, well priced, good breakfast "
The price is S$100
includes taxes & fees
17 Aug - 18 Aug
Sleep Inn & Suites
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, (1004)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is S$102
includes taxes & fees
17 Aug - 18 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley
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, (655)
"Great Location. Great stay "
The price is S$162
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites by Marriott 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

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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Our only complaint was the noise as the hotel is at a busy intersecrion."
Catherine 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Winchester

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.