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3 Oct - 5 Oct
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24 Oct - 26 Oct
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21 Nov - 23 Nov

Motels in Middletown

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Desk, iron/ironing board, free cribs/infant beds, free rollaway beds

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.0 star property
5.4 out of 10, (1012)
"Was nice clean area staff was very good and am still here until Sunday."
The price is AED 303
AED 358 total
includes taxes & fees
20 Oct - 21 Oct
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Super 8 by Wyndham Middletown
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Middletown

2.5 star property
6.2 out of 10, (1009)
"I had a wonderful stay and hope to see you again soon."
The price is AED 325
AED 384 total
includes taxes & fees
5 Oct - 6 Oct
Super 8 by Wyndham Middletown
Super 8 by Wyndham Montgomery Maybrook
In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1009)
"The hotel needs a major makeover "
The price is AED 340
AED 385 total
includes taxes & fees
29 Sep - 30 Sep
Super 8 by Wyndham Montgomery Maybrook
Americas Best Value Inn at Central Valley-Woodbury
Room, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi

Americas Best Value Inn at Central Valley-Woodbury

2.0 star property
7.0 out of 10, Good, (1008)
"great hotel for the price we paid"
The price is AED 345
AED 425 total
includes taxes & fees
14 Oct - 15 Oct
Americas Best Value Inn at Central Valley-Woodbury
Days Inn by Wyndham Wurtsboro
Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Wurtsboro

2.0 star property
7.6 out of 10, Good, (547)
"Easy, fast check in. Beds were comfortable and room smelled fresh. "
The price is AED 404
AED 457 total
includes taxes & fees
28 Sep - 29 Sep
Days Inn by Wyndham Wurtsboro
FairBridge Inn & Suites at West Point
Premium Double Room | In-room dining

FairBridge Inn & Suites at West Point

2.0 star property
6.2 out of 10, (760)
"The building was very old and in bad shape "
The price is AED 415
AED 485 total
includes taxes & fees
29 Sep - 30 Sep
FairBridge Inn & Suites at West Point
Scottish Inns Milford
Exterior

Scottish Inns Milford

2.0 star property
9.0 out of 10, Wonderful, (973)
"Very nice rooms clean with nice restaurant next door which was convenient "
The price is AED 331
AED 360 total
includes taxes & fees
12 Oct - 13 Oct
Scottish Inns Milford
Sussex Motel
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets

Sussex Motel

2.5 star property
8.8 out of 10, Excellent, (349)
"It was a sweet stay in this motel, the host was very helpful and welcoming. "
The price is AED 294
AED 328 total
includes taxes & fees
28 Sep - 29 Sep
Sussex Motel
West Point Motel
Standard Room, 2 Queen Beds, Accessible (ADA) | Desk, laptop workspace, blackout drapes, iron/ironing board

West Point Motel

2.5 star property
8.4 out of 10, Very Good, (629)
"Nice motel"
The price is AED 553
AED 625 total
includes taxes & fees
28 Sep - 29 Sep
West Point Motel
High Point Motel
Gazebo

High Point Motel

2.0 star property
9.0 out of 10, Wonderful, (76)
"Clean and quiet, beautiful views , adjacent to state park"
The price is AED 304
AED 339 total
includes taxes & fees
29 Sep - 30 Sep
High Point Motel
Days Inn by Wyndham Middletown
Seasonal outdoor pool

Days Inn by Wyndham Middletown

2.0 star property
6.4 out of 10, (656)
"The room was clean and as described "
The price is AED 340
AED 402 total
includes taxes & fees
30 Sep - 1 Oct
Days Inn by Wyndham Middletown
Cobmin Ridge Motel
Design Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets

Cobmin Ridge Motel

2.5 star property
8.8 out of 10, Excellent, (204)
"Clean and quiet. Convenient location "
The price is AED 309
AED 344 total
includes taxes & fees
28 Sep - 29 Sep
Cobmin Ridge Motel
Rolling Hills Motel
Property grounds

Rolling Hills Motel

2.0 star property
8.4 out of 10, Very Good, (177)
"Perfect spot to spend the nights of our wonderful getaway"
The price is AED 283
AED 316 total
includes taxes & fees
28 Sep - 29 Sep
Rolling Hills Motel
Village Motel
Property entrance

Village Motel

2.0 star property
6.4 out of 10, (186)
"Needed a place to stay after the concert at Bethel woods Hotel room was clean and comfortable and cheap.. area was soso"
The price is AED 290
AED 325 total
includes taxes & fees
1 Oct - 2 Oct
Village Motel
Appalachian Motel
Free self parking

Appalachian Motel

2.0 star property
7.6 out of 10, Good, (503)
"I would stay here again"
The price is AED 248
AED 284 total
includes taxes & fees
29 Sep - 30 Sep
Appalachian Motel
Rodeway Inn Milford - I-84
Exterior

Rodeway Inn Milford - I-84

2.0 star property
7.8 out of 10, Good, (398)
"Always great rates and available "
The price is AED 312
AED 340 total
includes taxes & fees
26 Oct - 27 Oct
Rodeway Inn Milford - I-84
Fairbridge Inn Express
Reception

Fairbridge Inn Express

2.0 star property
7.4 out of 10, Good, (205)
"Nicely renovated older style motel that is a great value - run by kind people and an excellent staff."
The price is AED 321
AED 350 total
includes taxes & fees
28 Sep - 29 Sep
Fairbridge Inn Express
Myer Motel
Exterior

Myer Motel

2.5 star property
9.4 out of 10, Exceptional, (382)
"Great stay!!!"
The price is AED 349
AED 380 total
includes taxes & fees
29 Sep - 30 Sep
Myer Motel
Cadet Motel
Exterior

Cadet Motel

2.0 star property
6.4 out of 10, (298)
"It was a great little motel for a 2 day business trip. Affordable, clean, and safe. "
The price is AED 290
AED 343 total
includes taxes & fees
28 Sep - 29 Sep
Cadet Motel
James Motel
Reception

James Motel

2.0 star property
3.2 out of 10, (17)
"Nothing I checked in and out, I don’t know how Expedia lists places like that you should go and check the properties out before you advertise them "
James 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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Top Middletown Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Very nice. Out if the way with beautiful views. One problem: no elevator for older guests, and the website did not mention it. Perhaps put them on the first floor? It was not easy hauling suitcases up and down the long flight of stairs. Another guest also commented on it. If we had known, we could have requested a first floor room "
Shirley L 1-night trip
Posted 1 day ago
Overlook Lodge at Bear Mountain

Frequently asked questions

What can I expect from a motel trip to Middletown?
Because you'll save on your room, you can enjoy all that Middletown has to offer. Not-to-be-missed sights include LEGOLAND® New York and Woodbury Common Premium Outlets in the area.
What is a motel?
When you stay at a motel, you're likely to find free parking and an outdoor pool. With a stay at a motel, you'll often have access to your room directly from the parking lot. Starting in the early 1950s, eye-catching neon signs enticed road-weary travelers, and you can see these today along the historic U.S. Route 66.
What are the best motels in Middletown?
These are some of our customers' favorite motels to book in the larger area. Super 8 by Wyndham Middletown: If driving, you'll be within 10 minutes of LEGOLAND® New York. Enjoy access to the laundry facilities, and freebies including WiFi and parking. Days Inn by Wyndham Wurtsboro: A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Central Middletown is 9.3 mi (15 km) away. Americas Best Value Inn at Central Valley-Woodbury: Enjoy access to the business center, and freebies including WiFi and parking. Located 17.7 mi (28.5 km) from the heart of Middletown. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: Central Middletown is 18.9 mi (30.3 km) away. A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Super 8 by Wyndham Montgomery Maybrook: 11.6 mi (18.7 km) from the heart of Middletown. Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking.
What things can I to do in Middletown?
In this family-friendly area, you can check out the shops and enjoy the restaurants while you're sightseeing. Must-see places in and around Middletown include LEGOLAND® New York and Woodbury Common Premium Outlets. Enjoy nature with a stop at Highland Lake and Thomas Bull Memorial Park. You'll find these family-friendly sights in the area: Castle Fun Center, Ice Time Sports Complex, and Mountain Creek Waterpark. During your trip, here are some other places to visit: Paramount Theatre, Orange County Fair Speedway, and Orange County Fairgrounds.
What's the seasonal weather like in Middletown?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Middletown to help you plan yours: 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.
What are my options for getting around Middletown when staying in a motel?
We've gathered some information about getting around Middletown to help you navigate your stay: Fly into Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) away from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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