Middletown Hotels

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Our top choices for Middletown hotels

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (426 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is €122
includes taxes & fees
19 Apr - 20 Apr
Wayside Inn

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (304 reviews)
"A bit pricey for the quality "
Canada
Louis
The price is €58
includes taxes & fees
21 Apr - 22 Apr
Econo Lodge Inn & Suites Middletown - Winchester South

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (264 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is €59
includes taxes & fees
19 Apr - 20 Apr
Relax Inn Motel

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,005 reviews)
"Breakfast options were minimal."
United States
gregory
The price is €62
includes taxes & fees
19 Apr - 20 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (839 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is €86
includes taxes & fees
19 Apr - 20 Apr
Fairfield Inn & Suites by Marriott Winchester

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (875 reviews)
"The staff was wonderful! "
United States
Jayne
The price is €103
includes taxes & fees
20 Apr - 21 Apr
Hampton Inn Winchester N/Conference Center, VA

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,271 reviews)
"Very nice would stay there again"
United States
John
The price is €102
includes taxes & fees
29 Apr - 30 Apr
La Quinta Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,106 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is €100
includes taxes & fees
22 Apr - 23 Apr
Comfort Inn & Suites Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,087 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is €66
includes taxes & fees
15 Apr - 16 Apr
Travelodge by Wyndham Winchester

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (549 reviews)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is €71
includes taxes & fees
15 Apr - 16 Apr
Twi-Lite Inn

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is €81
includes taxes & fees
10 May - 11 May
Quality Inn Winchester

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (943 reviews)
"Breakfast was great, the room was clean & warm! We’ll come back for sure!!"
United States
liana
The price is €55
includes taxes & fees
21 Apr - 22 Apr
Baymont by Wyndham Front Royal Near Shenandoah National Park

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (960 reviews)
"Great location"
Canada
jim
The price is €99
includes taxes & fees
30 Apr - 1 May
Courtyard by Marriott Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,009 reviews)
"Location of hotel is great for walking to restaurants and shops. "
United States
Paul
The price is €126
includes taxes & fees
4 May - 5 May
The George Washington Hotel, A Wyndham Grand Hotel

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,004 reviews)
"Very clean rooms and friendly staff."
United States
Christine
The price is €89
includes taxes & fees
10 May - 11 May
Country Inn & Suites by Radisson, Winchester, VA

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,007 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
The price is €108
includes taxes & fees
3 May - 4 May
Hampton Inn Front Royal

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is €92
includes taxes & fees
26 Apr - 27 Apr
Spark by Hilton Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (842 reviews)
"Great stay!"
United States
Rene
The price is €105
includes taxes & fees
21 Apr - 22 Apr
SpringHill Suites by Marriott Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,006 reviews)
"Staff was very friendly."
United States
Dixie
The price is €88
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Winchester Se-Historic Gateway by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,005 reviews)
"Nice room and good location for an overnight stay."
United States
Edward
The price is €76
includes taxes & fees
26 Apr - 27 Apr
Ramada by Wyndham Strasburg/Shenandoah Valley
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.

Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

More cheap stays in Middletown

Frequently asked questions

Where is the best place for a stay in Middletown?
Based on our traveller data, Wayside Inn is one of the top choices for your stay. This hotel offers free parking and free WiFi. Two other options for your visit to the area are Holiday Inn Winchester Se-Historic Gateway by IHG and La Quinta Inn & Suites by Wyndham Winchester. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Middletown is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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 3 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 Cedar Creek and Belle Grove National Historical Park and Shenandoah River exemplify the area's natural beauty. Additionally, you might want to add Jackson's Chase Golf Course to your itinerary. 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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