Middletown Hotels from S$79

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Check prices for these dates

Tonight
20 Feb - 21 Feb
Tomorrow
21 Feb - 22 Feb
This weekend
20 Feb - 22 Feb
Next weekend
27 Feb - 1 Mar

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Our top choices for Middletown hotels

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, (300 reviews)
"I loved staying here!"
United States
Whitney
The price is S$87
includes taxes & fees
26 Feb - 27 Feb
Econo Lodge Inn & Suites Middletown - Winchester South
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (423 reviews)
"Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! "
United States
Megan
The price is S$113
includes taxes & fees
22 Feb - 23 Feb
Wayside Inn
Exterior

ANS Inn & Suites

ANS Inn & Suites
2.0 star property
Winchester
7.4 out of 10, Good, (67 reviews)
"Everyone here was so friendly. The cats in the lobby to greet guests was awesome."
United States
Dinesh
The price is S$97
includes taxes & fees
21 Feb - 22 Feb
ANS Inn & Suites
Desk, blackout curtains, iron/ironing board, free WiFi

Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
Winchester
6.2 out of 10, (626 reviews)
"Easy to book."
United States
Maria
The price is S$94
includes taxes & fees
22 Feb - 23 Feb
Super 8 by Wyndham Winchester VA
Pool

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
6.6 out of 10, (365 reviews)
"Room was quite nice for the price, and check in lady was very nice "
United States
Glen
The price is S$79
includes taxes & fees
3 Mar - 4 Mar
APM Inn & Suites
Garden

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175 reviews)
"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 S$262
includes taxes & fees
23 Mar - 24 Mar
L'Auberge Provencale Inn & Restaurant
Desk, blackout curtains, free cots/infant beds, free WiFi

Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1,001 reviews)
"Clean, pet friendly and great check in."
United States
Anita Willsie
The price is S$96
includes taxes & fees
22 Feb - 23 Feb
Red Roof Inn Winchester, VA
Free daily on-the-go breakfast

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (497 reviews)
"Very comfortable stay"
United States
Jose David
The price is S$96
includes taxes & fees
22 Feb - 23 Feb
Days Inn by Wyndham Winchester
Lobby sitting area

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very good, (1,001 reviews)
"It was clean and in a safe area "
United States
Daryl
The price is S$98
includes taxes & fees
22 Feb - 23 Feb
Motel 6 Winchester, VA
Restaurant

The Foster Harris House

The Foster Harris House
2.0 star property
Washington
10.0 out of 10, Exceptional, (4 reviews)
"Lovely inn in a great location three course breakfast with one of the best scones I have eaten "
United States
Mary
The price is S$682
includes taxes & fees
22 Feb - 23 Feb
The Foster Harris House
Interior

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (518 reviews)
"Great hotel"
United States
DONNA D
The price is S$154
includes taxes & fees
27 Feb - 28 Feb
Hilton Garden Inn Winchester
Reception

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (488 reviews)
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is S$156
includes taxes & fees
22 Feb - 23 Feb
TownePlace Suites by Marriott Winchester
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,087 reviews)
"Clean place, breakfast ok, warm and comfy, would stay again"
United States
Lyle
The price is S$98
includes taxes & fees
22 Feb - 23 Feb
Travelodge by Wyndham Winchester
Lobby sitting area

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,007 reviews)
"Everything was fine "
United States
Terence
The price is S$110
includes taxes & fees
13 Mar - 14 Mar
Sleep Inn & Suites Winchester near University
In-room safe, desk, laptop workspace, blackout curtains

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (554 reviews)
"Clean rooms, great shower water pressure, friendly staff "
United States
Lorenzo
The price is S$115
includes taxes & fees
24 Feb - 25 Feb
Candlewood Suites Winchester by IHG
Terrace/patio

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (152 reviews)
"Super friendly staff. The hotel is nice, cozy and very clean."
United States
Alejandra
White Moose Inn
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (797 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is S$123
includes taxes & fees
8 Mar - 9 Mar
TRU By Hilton Winchester
Porch

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful historic Inn with incredible owners and service. "
United States
Renee
The price is S$491
includes taxes & fees
11 Mar - 12 Mar
Gay Street Inn
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy "
United States
Frederick
The price is S$128
includes taxes & fees
8 Mar - 9 Mar
Spark by Hilton Winchester
Exterior

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.2 out of 10, Good, (133 reviews)
"Room had blown out tv speakers and a painted door that repeatedly hit my head "
United States
Kaylyn
Blue Ridge Motel
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

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.
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Cedar Creek and Belle Grove National Historical Park

Explore the pivotal Civil War battlefield where Union forces secured the Shenandoah Valley in 1864. Tour the elegant Belle Grove Manor House and follow interpretive trails detailing strategic troop movements.
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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
Beautiful drive up to this plantation. You can take a tour of it as well.
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"All good. For the price can't go wrong "
Kenneth 1-night trip
Posted 22 hours ago
Quality Inn Winchester

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is S$98 per night from 22 Feb to 23 Feb
S$98
22 Feb - 23 Feb
includes taxes & fees
8.6/10 Excellent! (1,087 reviews)

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.
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. 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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