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Our top choices for Middletown hotels

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (299)
Situated near Wayside Theatre and Cedar Creek National Historical Park, this hotel offers complimentary WiFi and parking. The 24-hour front desk ensures your needs are met anytime during your stay in this convenient Middletown location.

"I loved staying here!"
United States
Whitney
The price is NZ$119
includes taxes & fees
8 Jan - 9 Jan
Econo Lodge Inn & Suites Middletown - Winchester South

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (419)
"Historic inn. "
United States
Anonymous traveller
The price is NZ$155
includes taxes & fees
4 Jan - 5 Jan
Wayside Inn

ANS Inn & Suites

ANS Inn & Suites
2.0 star property
Winchester
7.4 out of 10, Good, (67)
This welcoming motel offers free WiFi and parking, with daily housekeeping for a comfortable stay. Located near The Kernstown Battlefield and Apple Blossom Mall, it's a convenient base for Winchester adventures.

"Everyone here was so friendly. The cats in the lobby to greet guests was awesome."
United States
Dinesh
The price is NZ$129
includes taxes & fees
3 Jan - 4 Jan
ANS Inn & Suites

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
6.6 out of 10, (350)
This quiet retreat offers free WiFi and self parking, perfect for exploring nearby Eastgate Plaza Shopping Centre and Nalls Farm Market. Travellers consistently praise the helpful hotel staff and convenient laundry facilities.

"Room was quite nice for the price, and check in lady was very nice "
United States
Glen
The price is NZ$98
includes taxes & fees
2 Feb - 3 Feb
APM Inn & Suites

Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
Winchester
6.2 out of 10, (621)
Located in Winchester with easy access to local attractions, this motel offers complimentary WiFi and on-the-go breakfast. Guests praise the helpful staff and appreciate the free parking when exploring Apple Blossom Mall and R-C Track.

"Very limited, bread , butter , jam"
Canada
Susan
The price is NZ$119
includes taxes & fees
1 Feb - 2 Feb
Super 8 by Wyndham Winchester VA

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1083)
This welcoming motel offers free WiFi and parking with clean, comfortable rooms. Guests praise the helpful staff and quiet atmosphere despite the highway location. Explore nearby shopping and restaurants or take a day trip to Martinsburg.

"Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
United States
Stefanie
The price is NZ$128
includes taxes & fees
1 Feb - 2 Feb
Travelodge by Wyndham Winchester

Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1001)
Get cosy in clean accommodation close to Apple Blossom Mall. This hotel offers complimentary WiFi and parking, with highway access for easy travel. Near R-C Track and local dining spots, it provides a peaceful retreat after exploring Winchester.

"Clean, pet friendly and great check in."
United States
Anita Willsie
The price is NZ$118
includes taxes & fees
1 Feb - 2 Feb
Red Roof Inn Winchester, VA

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very good, (1001)
This peaceful Motel 6 in Winchester offers free WiFi and parking. Located near Kernstown Battlefield and Apple Blossom Mall, guests praise the helpful staff and clean rooms that ensure a restful night's sleep.

"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is NZ$116
includes taxes & fees
31 Jan - 1 Feb
Motel 6 Winchester, VA

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1001)
"We like staying here on our way south."
United States
Catherine
The price is NZ$218
includes taxes & fees
7 Jan - 8 Jan
Fairfield Inn & Suites Strasburg Shenandoah Valley

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175)
Savour local cuisine at La Table Provencale after swimming in the seasonal outdoor pool. This business-friendly inn provides spa services, complimentary breakfast, and free parking. Enjoy easy access to White Post Village Park while receiving attentive service from the staff.

"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is NZ$430
includes taxes & fees
5 Jan - 6 Jan
L'Auberge Provencale Inn & Restaurant

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1004)
Savour Civil War history at this Strasburg retreat with fitness centre and restaurant. Located near Hupp's Hill Civil War Park and Strasburg Museum, this hotel offers complimentary breakfast, WiFi, and parking that guests consistently praise.

"Breakfast was delicious "
United States
Robert
The price is NZ$141
includes taxes & fees
8 Jan - 9 Jan
Ramada by Wyndham Strasburg/Shenandoah Valley

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very good, (632)
Set in charming Stephens City, this hotel offers a serene atmosphere and fitness centre. Guests praise the helpful staff, while free breakfast, WiFi, and parking enhance the value. Valerie Hill Winery and local attractions await just minutes away.

"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is NZ$140
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Stephens City - Winchester South

The Foster Harris House

The Foster Harris House
2.0 star property
Washington
10.0 out of 10, Exceptional, (4)
Start your day with complimentary English breakfast at this Washington hotel, just a 15-minute drive from Shenandoah National Park. Free WiFi and parking add value, while Little Washington Theatre and local monuments await nearby.

"Lovely inn in a great location three course breakfast with one of the best scones I have eaten "
United States
Mary
The price is NZ$934
includes taxes & fees
3 Jan - 4 Jan
The Foster Harris House

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (485)
Quiet rooms offer a restful retreat in Winchester. Enjoy daily on-the-go breakfast and complimentary parking. Near Rutherford Crossing and Star Fort Civil War Battlefield, this hotel provides clean accommodation with free WiFi.

"Very comfortable stay"
United States
Jose David
The price is NZ$119
includes taxes & fees
1 Feb - 2 Feb
Days Inn by Wyndham Winchester

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (149)
Just 15 minutes from Shenandoah National Park, this inviting inn provides free breakfast, WiFi, and bike rentals for mountain exploration. Discover nearby hiking trails, relax in the garden, or visit charming local attractions like R.H. Ballard Gallery.

"Staff is wonderful. The whole 1st floor would make Marie Kondo proud! Breakfast is excellent. "
United States
Judy
White Moose Inn

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34)
Surrounded by lush gardens, this charming B&B offers free WiFi and parking near Little Washington Theatre. The peaceful terrace provides a perfect retreat after exploring nearby Shenandoah National Park.

"Beautiful historic Inn with incredible owners and service. "
United States
Renee
The price is NZ$672
includes taxes & fees
12 Jan - 13 Jan
Gay Street Inn

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (514)
Located in Winchester near Abram's Delight and Apple Blossom Mall, this hotel offers an indoor pool and fitness centre. Rooms include convenient sofa beds and refrigerators, while Great American Grill serves American cuisine. Free WiFi and parking enhance your stay.

"Great hotel"
United States
DONNA D
The price is NZ$198
includes taxes & fees
9 Jan - 10 Jan
Hilton Garden Inn Winchester

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1005)
Modern hotel with a convenient location near Apple Blossom Mall and Abram's Delight. Enjoy a complimentary full breakfast, free WiFi, and parking. The fitness centre adds value while helpful staff ensure a pleasant stay for business travellers.

"great stay with breakfast too"
United States
James
The price is NZ$132
includes taxes & fees
18 Jan - 19 Jan
Sleep Inn & Suites Winchester near University

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (548)
Travellers appreciate the comfortable accommodation with easy access to R-C Track and Apple Blossom Mall. This hotel offers free WiFi, parking, and a fitness centre, perfect for both business and outdoor enthusiasts.

"The room was just the right temp, check in with my service dog was the most professional I’ve experienced! "
United States
Shenandoah
The price is NZ$147
includes taxes & fees
17 Jan - 18 Jan
Candlewood Suites Winchester by IHG

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (780)
Minutes from Rutherford Crossing, this modern hotel features an inviting indoor pool and health club. Fuel your adventures with free breakfast before exploring nearby Star Fort Civil War Battlefield with helpful staff recommendations.

"Clean rooms, courteous staff"
United States
Holly
The price is NZ$139
includes taxes & fees
26 Jan - 27 Jan
TRU By Hilton 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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Stay near popular Middletown attractions

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.

Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC.  Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Photo by Samantha Keyes
Open Photo by Samantha Keyes

Top Middletown Hotel Reviews

More cheap accommodation in Middletown

Frequently asked questions

Where is the best place for a stay in Middletown?
Wayside Inn is a favourite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your trip based on traveller reviews is Econo Lodge Inn & Suites Middletown - Winchester South. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: This holiday home rental outside of Middletown is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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 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 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 itinerary are Wayside Theater and Jackson's Chase Golf Course. 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.

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