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Search Hotels with Air Conditioning in Middletown

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Check availability on Middletown Hotels with Air Conditioning

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Middletown hotels with air conditioning

Dining
Wayside Inn

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (417)
"Historic inn. "
United States
David
The price is 1.894.680 ₫
2.352.718 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Wayside Inn
Breakfast area
Econo Lodge Inn & Suites Middletown - Winchester South

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)
"I loved staying here!"
United States
Whitney
The price is 1.634.162 ₫
1.802.480 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1395)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is 2.084.148 ₫
2.267.553 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Microtel Inn & Suites by Wyndham Winchester
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1006)
"Breakfast was delicious "
United States
Robert
The price is 1.878.891 ₫
2.091.205 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby
Country Inn & Suites by Radisson, Winchester, VA

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, (1002)
"Have stayed here multiple times -always good"
United States
Robert
The price is 2.176.777 ₫
2.368.332 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is 1.631.530 ₫
1.815.998 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Super 8 by Wyndham Front Royal
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

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, (2234)
"The place was clean, super friendly front desk staff, SO pet friendly with such a reasonable pet fee, and overall reasonable rate. Would 100% stay here again if I came back through this town. "
United States
Jordyn
The price is 2.599.922 ₫
2.828.715 ₫ total
includes taxes & fees
25 Dec - 26 Dec
La Quinta Inn & Suites by Wyndham Winchester
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (771)
"Very nice room and common spaces. Breakfast was good and the price was very fair."
United States
Joseph
The price is 1.920.469 ₫
2.089.469 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
TRU By Hilton Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1003)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is 2.028.360 ₫
2.298.133 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Spark by Hilton Winchester
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1086)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is 2.566.765 ₫
2.792.641 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn & Suites 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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Top Middletown Hotel Reviews

Frequently asked questions

How much do hotels with air conditioning in Middletown cost?
Expect to pay between 1.802.480 ₫ and 2.828.715 ₫ per night for hotels with air conditioning in Middletown. Whatever your travel plans and budget, an awesome stay is just a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in Middletown?
Middletown offers multiple hotels with air conditioning that have a total average guest review rating of 8.4. TownePlace Suites by Marriott Front Royal is a highly recommended option. This 3-stars property also comes with a swimming pool and a firepit. Another traveller favourite that provides air-conditioned comfort is DoubleTree by Hilton Front Royal Blue Ridge Shadows. A golf course and mountain views are among the amenities at this 4-stars escape.
How many hotels with air conditioning are there in Middletown?
Pack your bags and choose from 2 hotels with air conditioning in Middletown. For business travel, a getaway with friends and everything in between, Expedia can help you find the right place in just a click or two.
What are the best cheap hotels with air conditioning in Middletown?
Hampton Inn Front Royal is one of the best inexpensive hotels with air conditioning in Middletown and includes hypo-allergenic bedding and a swimming pool. Another popular selection that won't break the bank is Super 8 by Wyndham Front Royal. Conveniences here include complimentary breakfast and front desk services. Rates for hotels with in-room AC start from 1.802.480 ₫ per night. If you want to save your hard-earned cash and still experience the best of Middletown, add a few terrific free attractions to your itinerary. Shen-Val Farm Market and Blue Ridge Arts Council and Gallery will keep you entertained. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with air conditioning in Middletown?
Around 13 km southeast of downtown Middletown, Twi-Lite Inn is a popular choice with family and group travellers. This motel with air conditioning also offers a swimming pool and front desk services. Or, get comfortable at Relax Inn Motel. Located about 13 km southeast of the city centre, conveniences here include a barbecue grill, a picnic area, air-conditioned rooms and more.You'll find loads of sights to visit in Middletown when it's time to explore. Belle Grove Plantation and Blue Ridge Shadows Golf Club are a couple of fabulous options to add to your to-do list.
Are there any family-friendly hotels with air conditioning in Middletown?
If you're planning a getaway in Middletown and need a family-friendly hotel with air conditioning, we recommend DoubleTree by Hilton Front Royal Blue Ridge Shadows. This 4-stars option also includes housekeeping services and laundry facilities. After checking in and chilling out together in your home away from home, it's time to head out and discover some of the local sights. Front Royal Visitor's Centre and Blue Ridge Arts Council and Gallery are top family-friendly attractions in Middletown.
Why book your hotel with air conditioning in Middletown with Expedia?
Getting away should be a walk in the park, so if you're on the lookout for hotels with air conditioning at the perfect price, Expedia is here to help. Save money and check in to an inexpensive stay with AC, or splurge and book a deluxe hotel to pamper your loved ones.
How can I find cheap hotels with air conditioning in Middletown?
With Expedia's helpful filter tool, booking cheap hotels with air conditioning in Middletown is a breeze. To view properties with AC that are very pocket friendly, narrow down your search by budget and star rating.
What is there to do in Middletown near my hotel with air conditioning?
Whatever you love doing, Middletown has plenty to keep you busy. Belle Grove Plantation, Blue Ridge Shadows Golf Club and Bing Crosby Stadium are on most travellers' to-do lists. Don't forget to check out Belle Boyd Cottage, Jackson's Chase Golf Course and Warren Rifles Confederate Museum either. With Expedia's hotel deals in Middletown, you can see even more fantastic attractions like these with the cash you save.