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Tonight
Check prices in Middletown for tonight, Mar 11 - Mar 12
Mar 11 - Mar 12
Tomorrow night
Check prices in Middletown for tomorrow night, Mar 12 - Mar 13
Mar 12 - Mar 13
This weekend
Check prices in Middletown for this weekend, Mar 13 - Mar 15
Mar 13 - Mar 15
Next weekend
Check prices in Middletown for next weekend, Mar 20 - Mar 22
Mar 20 - Mar 22

Most frequently booked Middletown hotels

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Free cancellation
17.59 km from city centre
The price is CA $120 per night
CA $120
CA $134 total
Apr 8 - Apr 9
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Pool
Parking included
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Free cancellation
Reserve now, pay when you stay
18.47 km from city centre
The price is CA $145 per night
CA $145
CA $158 total
Mar 12 - Mar 13
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and R-C Track are located nearby.
Pool
Breakfast included
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 out of 5
140 Costello Dr Winchester VA
Free cancellation
17.86 km from city centre
The price is CA $109 per night
CA $109
CA $118 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Breakfast included
Parking included
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
20.29 km from city centre
The price is CA $166 per night
CA $166
CA $188 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Court House Civil War Museum and Bright Box Theater are located nearby.
Pool
Spa
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Free cancellation
Reserve now, pay when you stay
24.16 km from city centre
The price is CA $115 per night
CA $115
CA $125 total
Mar 15 - Mar 16
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast included
Falling Leaf Cabin - Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Falling Leaf Cabin - Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Rileyville VA
30.74 km from city centre
Get rates
Book a stay at this family-friendly cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located nearby.
Hot tub
Kitchen
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Free cancellation
Reserve now, pay when you stay
12.47 km from city centre
The price is CA $138 per night
CA $138
CA $150 total
Mar 15 - Mar 16
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Appleland Sports Center and The Kernstown Battlefield are located nearby.
Breakfast included
Pet-friendly
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Free cancellation
Reserve now, pay when you stay
27.21 km from city centre
The price is CA $121 per night
CA $121
CA $136 total
Mar 12 - Mar 13
includes taxes & fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shenandoah County Fairgrounds and W.O. Riley Park are located nearby.
Breakfast included
Pet-friendly
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3 out of 5
300 Marriott Drive Winchester VA
Free cancellation
Reserve now, pay when you stay
19.52 km from city centre
The price is CA $145 per night
CA $145
CA $158 total
Mar 17 - Mar 18
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rock Harbor Golf Course and Museum of the Shenandoah Valley are located nearby.
Pool
Parking included
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See all available properties in Middletown
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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.

Top family friendly Middletown hotel deals

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

91 Reliance Road Middletown VA
The price is CA $84 per night from Mar 17 to Mar 18
CA $84
CA $93 total
Mar 17 - Mar 18
includes taxes & fees

Top cheap Middletown hotel deals

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

91 Reliance Road Middletown VA
The price is CA $84 per night from Mar 17 to Mar 18
CA $84
CA $93 total
Mar 17 - Mar 18
includes taxes & fees

Middletown hotels essential information

Accommodation
626 hotels
Lowest Price
CA $93
Highest Price
CA $188
Popular hotels
Holiday Inn Winchester Se-Historic Gateway by IHG, La Quinta Inn & Suites by Wyndham Winchester, Sleep Inn & Suites Winchester near University, The George Washington Hotel, A Wyndham Grand Hotel, Microtel Inn & Suites by Wyndham Winchester, Falling Leaf Cabin - Rustic Charm With Modern Decor! Newly Renovated Kitchen!, Comfort Inn & Suites Winchester, Comfort Inn Woodstock Shenandoah, Courtyard by Marriott Winchester

Frequently asked questions

What are the top kid-friendly hotels in Middletown?
Take some of the hassles out of traveling with little ones by choosing a family-friendly Middletown hotel. From well-thought-out amenities to additional services, these properties come with perks that'll help make your visit run smoothly: Your entourage will enjoy staying at Shenandoah River-hiking, fishing, wineries, breweries & more. Animal viewing activities and a king bed are a few of the things that help make this property a winner. Also check out the deals at Riverfront Oasis with Mountain Views, close to town. It offers a playground, animal viewing activities and lots of opportunities to spend time together.
Where can I find cheap hotels in Middletown?
At Travelocity you'll find really nice hotels in Middletown at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middletown rather than in Middletown. We may find you even better rates, too.
How do I find the best Middletown hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middletown then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middletown?
The cheapest hotel in Middletown is CA $93 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middletown?
There are 626 hotels in Middletown on Travelocity.
What are the best hotels in Middletown?
Middletown has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middletown for you!
When is the best time to visit Middletown?
If you want the joy of a fun-filled trip in peak season, visit Middletown during May, June and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, March and December.
When is the cheapest time to stay in Middletown?
Based on historic data is usually the cheapest month to visit Middletown. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middletown?
There are multiple hotels in Middletown that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middletown. We have plenty of kid-friendly hotels in Middletown to choose from on Travelocity!
Why book a hotel in Middletown through Travelocity?
Because we have the top hotels in Middletown! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middletown on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Middletown hotel reviews by fellow wanderers

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Pictures don’t describe property accurately. We needed an in expensive economy hotel. Wasn’t looking for anything fancy just wanted clean room to sleep, shower and leave. Property was definitely shady, customers looked like they were on drugs. Our room had holes in bathroom door. We stayed only because room was prepaid and bed didn’t have bed bugs. Will never stay at property again!! Beware.. spend an extra few dollars and stay down the street at Holiday Inn express, regret not staying there!"
A verified traveller stayed at Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near University

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