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Find hotels in Middletown, NY from CA $104

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Check Middletown hotel prices

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May 10 - May 11
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May 11 - May 12
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May 10 - May 12

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Top 10 Middletown hotels and places to stay

Just Renovated ! Mountain Creek -Ski-In-Ski-Out, Pool, Hot Tub, Sauna- Mtn View
Property grounds
Just Renovated ! Mountain Creek -Ski-In-Ski-Out, Pool, Hot Tub, Sauna- Mtn View
10.0 out of 10, Exceptional, (36)
"We’ve stayed at a few condos in the past but Kirk and Melissa’s is my fav! Everything is decorated so beautiful and it was so clean! Having a fridge is always a huge plus! The view from the balcony is lovely! Parking is convenient and it was so quiet! We look forward to staying again! "
The price is CA $204
CA $403 total
includes taxes & fees
May 12 - May 13
Just Renovated ! Mountain Creek -Ski-In-Ski-Out, Pool, Hot Tub, Sauna- Mtn View
Rustic Chic at Mountain Creek! Pool, Hot Tub, Sauna, Open ALL Year Round!
Outdoor pool, a heated pool
Rustic Chic at Mountain Creek! Pool, Hot Tub, Sauna, Open ALL Year Round!
10.0 out of 10, Exceptional, (37)
"We were only staying for the one night and we found the whole process between checking in, parking and communicating with Stacey was very easy and welcoming. While the facility itself didn't have a ton of other guest (based on the season I assume), all of the amenities were working away i.e. the heated pool, sauna, hot tub etc. The apartment was cozy and had a lovely welcome package with loads of tips for food and activities nearby which we made use of. Thanks for your quick communication...
The price is CA $171
CA $331 total
includes taxes & fees
May 13 - May 14
Rustic Chic at Mountain Creek! Pool, Hot Tub, Sauna, Open ALL Year Round!
Chalet Condo at Mtn Creek Resort- Ski, Snowboard, Hike, Legoland, NYC 1 Hour
Fridge, microwave, oven, stovetop
Chalet Condo at Mtn Creek Resort- Ski, Snowboard, Hike, Legoland, NYC 1 Hour
10.0 out of 10, Exceptional, (24)
"Clean, comfortable and a responsive host"
The price is CA $205
CA $437 total
includes taxes & fees
May 11 - May 12
Chalet Condo at Mtn Creek Resort- Ski, Snowboard, Hike, Legoland, NYC 1 Hour
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The Orange Inn Boutique Hotel
Exterior
The Orange Inn Boutique Hotel
2.0 star property
9.8 out of 10, Exceptional, (66)
"We stayed here for 3 nights while in the area visiting friends in the lower valley. This hotel is very nice for the price, convenient location to a lot of sights in the area, comfortable bed and towels. The staff was very nice and helpful in all of our interactions. The bathroom was well lit, has a fan when the light is on, GIANT shower with a rain head. There is a Kurig in the room and two small bottles of water for the coffee machine. The fridge is a wine fridge but fits other things easily....
The price is CA $342
CA $404 total
includes taxes & fees
May 13 - May 14
The Orange Inn Boutique Hotel
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Property grounds
Cozy Loft Cabin high above Bashakill Wildlife Refuge
9.6 out of 10, Exceptional, (9)
"Nice"
The price is CA $164
CA $243 total
includes taxes & fees
May 12 - May 13
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Stagecoach Inn
Roosevelt #3, 1 King Bed
Stagecoach Inn
3.5 star property
9.6 out of 10, Exceptional, (65)
"This unique property was awesome. The Staff were welcoming and helpful. The room and private bathroom were luxurious and provided a quiet and extravagant comfort without being pretentious. The extra amenities such as makeup washcloths, a glass container with full-size cotton balls and Q-tips were an added perk (after driving through a snow squalls- was much needed)."
The price is CA $258
CA $321 total
includes taxes & fees
May 14 - May 15
Stagecoach Inn
Sleep Inn & Suites Monroe - Woodbury
Room, 1 King Bed, Non Smoking
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
9.4 out of 10, Exceptional, (925)
"Nice hotel next to woodbury common premium outlets. It is literally in the woods in a beautiful location. Very friendly staff. Comfortable and large rooms and good breakfast. Comfortable parking for the car."
The price is CA $142
CA $160 total
includes taxes & fees
May 12 - May 13
Sleep Inn & Suites Monroe - Woodbury
Residence Inn by Marriott Middletown Goshen
Exterior
Residence Inn by Marriott Middletown Goshen
3.0 star property
9.4 out of 10, Exceptional, (221)
"Great place to stay . I’ll be back soon ! "
The price is CA $190
CA $225 total
includes taxes & fees
May 27 - May 28
Residence Inn by Marriott Middletown Goshen
La Quinta Inn & Suites by Wyndham Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, (374)
"Property was fresh and clean. Great location with easy eating and shopping options. Very convenient to highway."
The price is CA $173
CA $205 total
includes taxes & fees
May 16 - May 17
La Quinta Inn & Suites by Wyndham Middletown
The Dominion House Bed & Breakfast
Exterior
The Dominion House Bed & Breakfast
9.2 out of 10, Wonderful, (218)
"Very accommodating, rooms were comfortable and clean. Breakfast was great. Overall quick but great stay. Will definitely stay again. "
The price is CA $294
CA $333 total
includes taxes & fees
May 13 - May 14
The Dominion House Bed & Breakfast
Inn at Stony Creek
Miscellaneous
Inn at Stony Creek
3.0 star property
9.2 out of 10, Wonderful, (442)
"Our stay at the Inn was outstanding-comfortable, clean, delicious breakfast, beautiful property, wonderful, attentive hosts. Bill and Joe are great Innkeepers, who clearly love and are proud of this special place and make their guests feel at home. We would recommend it to travelers who want a relaxing, welcoming stay in a beautiful setting!"
The price is CA $280
CA $317 total
includes taxes & fees
May 12 - May 13
Inn at Stony Creek
Home2 Suites by Hilton Middletown
Courtyard
Home2 Suites by Hilton Middletown
3.0 star property
9.0 out of 10, Wonderful, (571)
"Great hotels for families!"
The price is CA $179
CA $216 total
includes taxes & fees
May 16 - May 17
Home2 Suites by Hilton Middletown
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
Property amenity
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (538)
"The property is close to a gas station for easy snacks and necessities."
The price is CA $176
CA $208 total
includes taxes & fees
May 12 - May 13
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
Hampton Inn Matamoras/Milford
Lobby
Hampton Inn Matamoras/Milford
2.5 star property
8.8 out of 10, Excellent, (1003)
"Will stay again."
The price is CA $150
CA $164 total
includes taxes & fees
May 26 - May 27
Hampton Inn Matamoras/Milford
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
8.6 out of 10, Excellent, (857)
"Service was excellent"
The price is CA $150
CA $212 total
includes taxes & fees
May 27 - May 28
Fairfield Inn & Suites by Marriott Goshen Middletown
Courtyard by Marriott Middletown Goshen
Property amenity
Courtyard by Marriott Middletown Goshen
3.0 star property
8.6 out of 10, Excellent, (713)
"Staff was very friendly and accommodating. Rooms were clean and spacious. Close to everything."
The price is CA $155
CA $183 total
includes taxes & fees
May 27 - May 28
Courtyard by Marriott Middletown Goshen
Sleep Inn & Suites Middletown - Goshen
BBQ/picnic area
Sleep Inn & Suites Middletown - Goshen
2.5 star property
8.6 out of 10, Excellent, (841)
"The location is perfect and near family when we are visiting. I appreciate the breakfast options as well."
The price is CA $172
CA $195 total
includes taxes & fees
May 27 - May 28
Sleep Inn & Suites Middletown - Goshen
Hampton Inn by Hilton Middletown
Exterior
Hampton Inn by Hilton Middletown
2.5 star property
8.6 out of 10, Excellent, (864)
"I was there for a training, it was very nice to study."
The price is CA $177
CA $209 total
includes taxes & fees
May 28 - May 29
Hampton Inn by Hilton Middletown
Sussex Motel
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave
Sussex Motel
2.5 star property
8.6 out of 10, Excellent, (170)
"Very nice owner , great customer service "
The price is CA $104
CA $116 total
includes taxes & fees
May 20 - May 21
Sussex Motel
Tru by Hilton Middletown
Reception
Tru by Hilton Middletown
2.5 star property
8.2 out of 10, Very good, (677)
"It was very clean. The check-in process was quick and easy. The lady who check us in was professional and kind."
The price is CA $154
CA $182 total
includes taxes & fees
May 21 - May 22
Tru by Hilton 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.

Frequently asked questions

What's the best place for a stay in Middletown?

Home2 Suites by Hilton Middletown is ranked highly by Expedia customers. This hotel offers free breakfast and an indoor pool. Reviews from our site also recommend La Quinta Inn & Suites by Wyndham Middletown and Hampton Inn by Hilton Middletown as top choices for your visit. See all available top hotels, or vacation rentals in Middletown.

What are some of the best vacation rentals in Middletown?

Trails Head Tiny House: You might want to consider this vacation home rental near Middletown, which is situated on a river and has a barbecue grill and WiFi to help you feel content during your stay. Kitchen amenities include a stovetop, kitchenware, and an electric kettle. See all vacation rentals in Middletown.

If I need to cancel my hotel reservation in Middletown, will I receive a refund?

Yes, you'll find most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

Where can I learn more about changing or cancelling my trip to Middletown?

To access more information about changing or cancelling your trip to Middletown, head over to our customer service page.

What's the best accommodation for a budget-friendly stay in Middletown?

Based on reviews, Microtel Inn & Suites by Wyndham Middletown is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. View all budget hotels in Middletown.

What's the best place to stay when traveling with kids to Middletown?

Hampton Inn by Hilton Middletown is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other good choices for your stay with the kids include Courtyard by Marriott Middletown Goshen and Super 8 by Wyndham Middletown. Attractions in the area like LEGOLAND® New York and Castle Fun Center are also fun for kids of all ages. Find more child-friendly accommodations in Middletown.

What is the favorite LGBTQ-friendly accommodation in Middletown?

Tru by Hilton Middletown is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Hampton Inn by Hilton Middletown and Home2 Suites by Hilton Middletown are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Middletown.

What's the best pet-friendly hotel in Middletown?

Tru by Hilton Middletown is a top hotel for people traveling with their pets, and offers a 24-hour fitness center and free WiFi for its human guests. Other good options to stay with your pet include Hampton Inn by Hilton Middletown and Microtel Inn & Suites by Wyndham Middletown. See more pet-friendly hotel accommodations in Middletown.

What's the best place to stay near Galleria at Crystal Run?

Microtel Inn & Suites by Wyndham Middletown is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.6 mi (0.9 km) from Galleria at Crystal Run. Other good choices within a short distance include Courtyard by Marriott Middletown Goshen and Tru by Hilton Middletown.

What about the best place to stay close to Paramount Theatre?

One of the top choices for your stay is Tru by Hilton Middletown, located 2.1 mi (3.3 km) from Paramount Theatre, and this hotel offers free breakfast and free parking. Microtel Inn & Suites by Wyndham Middletown and Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel are two other good choices within a few miles.

What are some accommodations with pools in Middletown?

Residence Inn by Marriott Middletown Goshen is a top hotel with a pool, free WiFi, and free parking. Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel is another choice with an onsite pool. View all hotels with pools in Middletown.

What is the best spa hotel in Middletown?

Courtyard by Marriott Middletown Goshen is a top spa hotel featuring a 24-hour fitness center, a bar, an indoor pool, and a restaurant. See all spa hotels in Middletown.

What's the best place to stay near Stewart International Airport (SWF)?

Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.

What is staying in Middletown like?

Families will find kid-friendly activities in Middletown, and visitors give high marks for the top-notch restaurants. This welcoming city also attracts tourists with its shopping. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Middletown, there are 59 hotels and other accommodations to choose from. Find out more about Middletown.

What is there to see in Middletown?

Natural beauty is on display at Highland Lakes State Park, Thomas Bull Memorial Park, and Highland Lake. Additionally, you'll find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Check out what more to see and do in Expedia's Middletown guide.

What's the weather like in Middletown?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.