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Check prices for these dates

Tonight
8 May - 9 May
Tomorrow
9 May - 10 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

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Our top choices for Middletown hotels

Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (429 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is NZ$242
includes taxes & fees
24 May - 25 May
Wayside Inn
Breakfast area

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (306 reviews)
"Clean rooms"
United States
Robbie
The price is NZ$115
includes taxes & fees
21 May - 22 May
Econo Lodge Inn & Suites Middletown - Winchester South
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (269 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is NZ$122
includes taxes & fees
10 May - 11 May
Relax Inn Motel
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,027 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is NZ$160
includes taxes & fees
31 May - 1 June
Spark by Hilton Winchester
Lobby

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, (1,004 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is NZ$136
includes taxes & fees
10 May - 11 May
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,058 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is NZ$130
includes taxes & fees
10 May - 11 May
Travelodge by Wyndham Winchester
Exterior

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, (888 reviews)
"Location was excellent"
United States
Jennie
The price is NZ$204
includes taxes & fees
7 June - 8 June
Hampton Inn Winchester N/Conference Center, VA
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (851 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is NZ$169
includes taxes & fees
11 May - 12 May
Fairfield Inn & Suites by Marriott Winchester
Lobby

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, (1,002 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is NZ$172
includes taxes & fees
8 June - 9 June
Country Inn & Suites by Radisson, Winchester, VA
Property entrance

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (134 reviews)
"Great lady that works there had a great time thanks again !!! Definitely will be back "
United States
William
The price is NZ$109
includes taxes & fees
10 May - 11 May
Blue Ridge Motel
Lobby sitting area

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very good, (1,004 reviews)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is NZ$129
includes taxes & fees
17 May - 18 May
Motel 6 Winchester, VA
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,108 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is NZ$193
includes taxes & fees
31 May - 1 June
Comfort Inn & Suites Winchester
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (972 reviews)
"Beautiful hotel!"
United States
David
The price is NZ$195
includes taxes & fees
21 May - 22 May
Courtyard by Marriott Winchester
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (552 reviews)
"Great location and clean room! Would stay again"
United States
Brent
The price is NZ$157
includes taxes & fees
17 May - 18 May
Twi-Lite Inn
Reception

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (500 reviews)
"IMO the breakfast buffet should be available later than 09:30am on the weekend."
United States
Anthony
The price is NZ$207
includes taxes & fees
24 May - 25 May
TownePlace Suites by Marriott Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,006 reviews)
"Great breakfast. Very clean. Parking was safe and easy. Staff was excellent!"
United States
Diane
The price is NZ$165
includes taxes & fees
25 May - 26 May
Quality Inn Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,006 reviews)
"Friendly staff clean and comfy"
United Kingdom
Helen
The price is NZ$236
includes taxes & fees
17 May - 18 May
Hampton Inn Front Royal
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (850 reviews)
"Great visit! "
United States
Susan
The price is NZ$207
includes taxes & fees
21 May - 22 May
SpringHill Suites by Marriott Winchester
Studio Suite, 1 Bedroom

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (576 reviews)
"Very comfortable stay"
United States
Jane
The price is NZ$161
includes taxes & fees
10 May - 11 May
Candlewood Suites Winchester by IHG
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (840 reviews)
"the room was nice as was the breakfast"
United States
Evan
The price is NZ$208
includes taxes & fees
24 May - 25 May
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

Belle Grove Plantation

4.2/5 (8 reviews)
This Jeffersonian-inspired Manor House showcases antebellum plantation life and Civil War history. Explore the heritage apple orchard and original outbuildings while enjoying panoramic mountain views.
See properties

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.

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

Top Middletown Hotel Reviews

Wayside Inn

Wayside Inn

10/10 Excellent
"This hotel was an amazing experience. You really can feel the history there. So much better to stay there than one of the chain hotels we would normally stay at. The restaurant was fantastic. Food was incredible for breakfast and dinner. Everything is made from scratch. Staff really cares about the quality and service. Dinner on the patio Friday night with live music was a nice added touch also. We will definitely be back"
Chris 2-night trip
Posted 7 hours ago
Wayside Inn

More cheap accommodation in Middletown

APM Inn & Suites

APM Inn & Suites

1347 Berryville Ave Winchester VA
The price is NZ$99 per night from 1 June to 2 June
NZ$99
1 June - 2 June
includes taxes & fees
7/10 Good! (426 reviews)

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 Spark by Hilton Winchester and The George Washington Hotel, A Wyndham Grand Hotel. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: 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 3 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. 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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