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Tonight
Check prices in Middletown for tonight, Sep 10 - Sep 11
Sep 10 - Sep 11
Tomorrow night
Check prices in Middletown for tomorrow night, Sep 11 - Sep 12
Sep 11 - Sep 12
This weekend
Check prices in Middletown for this weekend, Sep 11 - Sep 13
Sep 11 - Sep 13
Next weekend
Check prices in Middletown for next weekend, Sep 18 - Sep 20
Sep 18 - Sep 20

Most frequently booked Middletown hotels

Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St Middletown VA
0.27 km from city centre
The price is CA $149 per night
CA $149
CA $178 total
Sep 13 - Sep 14
includes taxes & fees
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Cedar Creek and Belle Grove National Historical Park and Belle Grove Plantation are located nearby.
Pet-friendly
Parking included
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Free cancellation
Reserve now, pay when you stay
18.29 km from city centre
The price is CA $106 per night
CA $106
CA $120 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Abram's Delight and Apple Blossom Mall are located nearby.
Breakfast included
Pet-friendly
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
Free cancellation
Reserve now, pay when you stay
20.29 km from city centre
The price is CA $180 per night
CA $180
CA $204 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). 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
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 $142 per night
CA $142
CA $162 total
Oct 11 - Oct 12
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
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Free cancellation
Reserve now, pay when you stay
24.4 km from city centre
The price is CA $129 per night
CA $129
CA $143 total
Sep 27 - Sep 28
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 in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast 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 $157 per night
CA $157
CA $175 total
Sep 13 - Sep 14
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
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 $119 per night
CA $119
CA $133 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. 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
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
Free cancellation
24.36 km from city centre
The price is CA $110 per night
CA $110
CA $123 total
Sep 16 - Sep 17
includes taxes & fees
Stay at this 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 Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast included
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Free cancellation
Reserve now, pay when you stay
6.48 km from city centre
The price is CA $103 per night
CA $103
CA $115 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hupp's Hill Civil War Park and Strasburg Museum are located nearby.
Breakfast included
Pet-friendly
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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 $139 per night from Oct 9 to Oct 10
CA $139
CA $154 total
Oct 9 - Oct 10
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 $139 per night from Oct 9 to Oct 10
CA $139
CA $154 total
Oct 9 - Oct 10
includes taxes & fees

Middletown hotels essential information

Accommodation
645 hotels
Lowest Price
CA $115
Highest Price
CA $204
Popular hotels
Wayside Inn, Spark by Hilton Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Holiday Inn Winchester Se-Historic Gateway by IHG, TRU By Hilton Winchester, La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, Quality Inn Winchester, Ramada by Wyndham Strasburg/Shenandoah Valley

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 $115 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 645 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

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Great service, nice complementary breakfast and very clean hotel."
A verified traveller stayed at Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester