A lake surrounded by autumn-colored trees reflecting on the water.

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Middletown motels

A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

1. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,001 reviews)
"Very friendly and you are close to all the main attractions."
United States
Katelynn
The price is AED 269
AED 317 total
includes taxes & fees
4 Oct - 5 Oct
Super 8 by Wyndham Middletown
A rectangular swimming pool with a wooden deck and a fence.

2. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (718 reviews)
"It was fine"
United States
Susan
The price is AED 297
AED 350 total
includes taxes & fees
14 Oct - 15 Oct
Days Inn by Wyndham Middletown
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

3. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (206 reviews)
"Beautiful decor and excellent views"
United States
Dakhil
The price is AED 311
AED 347 total
includes taxes & fees
4 Oct - 5 Oct
High Point Motel
A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

4. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,001 reviews)
"Super 8 is a great, clean place, and the breakfast is nice"
United States
Ahmed
The price is AED 306
AED 361 total
includes taxes & fees
1 Nov - 2 Nov
Super 8 by Wyndham Montgomery Maybrook
A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

5. Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.2 out of 10, Wonderful, (1,001 reviews)
"Very nice place to stay!!"
United States
Kellie
The price is AED 331
AED 360 total
includes taxes & fees
1 Nov - 2 Nov
Scottish Inns Milford
A room with a bed, a window with curtains, and a view of greenery outside.

6. Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (569 reviews)
"Room was very clean and comfortable for a short stay"
United States
Naila
The price is AED 234
AED 268 total
includes taxes & fees
5 Oct - 6 Oct
Appalachian Motel
A room with two beds, a wooden headboard, a wall sign saying "home sweet home", and a window with a view of a car and greenery outside.

7. Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.6 out of 10, Excellent, (456 reviews)
"The rooms are very clean, spacious and I love how they are decorated! The owner is very pleasant and helpful!"
United States
Grace
The price is AED 345
AED 386 total
includes taxes & fees
18 Oct - 19 Oct
Sussex Motel
A row of white cabins with red shutters, each featuring a porch and a small front yard.

8. Myer Motel

Myer Motel
2.5 star property
Milford
9.4 out of 10, Exceptional, (461 reviews)
"Great place"
United States
theodore
The price is AED 349
AED 380 total
includes taxes & fees
4 Oct - 5 Oct
Myer Motel
A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.

9. Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,000 reviews)
"Great place, clean quiet, helpful staff"
United States
Marlon
The price is AED 364
AED 448 total
includes taxes & fees
4 Oct - 5 Oct
Americas Best Value Inn at Central Valley-Woodbury
A compact hotel room with two beds, a kitchenette, a dining area, and a view of a rocky landscape.

10. Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (231 reviews)
"Clean, nice decor, great hot shower, nearby restaurants. Would definitely stay again ! Great deal for price."
United States
Don
The price is AED 316
AED 353 total
includes taxes & fees
12 Oct - 13 Oct
Rolling Hills Motel
A hotel room with two beds, a desk, a lamp, and a painting on the wall.

11. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (441 reviews)
"Nice stay"
United States
Jacqueline
The price is AED 328
AED 357 total
includes taxes & fees
1 Nov - 2 Nov
Rodeway Inn Milford - I-84
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

12. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (671 reviews)
"Everything was clean, well maintained people were nice"
United States
Donna
The price is AED 357
AED 403 total
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Wurtsboro
A brick building with a sign indicating it's a 'Motel'.

13. Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (317 reviews)
"great stay !"
United States
reagan
The price is AED 312
AED 369 total
includes taxes & fees
4 Oct - 5 Oct
Cadet Motel
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view of greenery.

14. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2.0 star property
Newburgh
5.6 out of 10, (1,001 reviews)
"The room was nice and clean the reception was very nice very helpful we like the location that was quiet not many amenities and not near anything but traveling through and for a clean bed a good place to stop"
United States
Robert
The price is AED 278
AED 328 total
includes taxes & fees
4 Oct - 5 Oct
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
A hotel lobby with a reception desk, seating area, and a large window.

15. The Sullivan Inn

The Sullivan Inn
Monticello
6.0 out of 10, (2 reviews)
"I had a very pleasant stay at the Sullivan Inn. The staff was very friendly and helpful."
United States
Edward
The price is AED 356
AED 403 total
includes taxes & fees
3 Nov - 4 Nov
The Sullivan Inn
A motel with a prominent blue sign, a covered parking area, and a building with red and blue exterior walls.

16. Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, (234 reviews)
"Room was updated and clean Staff was very friendly and accommodating Parking was convenient Only real problem was the guest above me walked back and forth most of the night."
United States
James
The price is AED 311
AED 348 total
includes taxes & fees
4 Oct - 5 Oct
Village Motel
A large wooden sculpture of a bird's head and neck in front of a building with a 'VACANCY' sign.

17. Fairbridge Inn Express

Fairbridge Inn Express
2.0 star property
Milford
7.6 out of 10, Good, (233 reviews)
"Good value and friendly, with nice location."
United States
Thomas
The price is AED 342
AED 373 total
includes taxes & fees
1 Nov - 2 Nov
Fairbridge Inn Express
A hotel with a parking lot, a swimming pool, and a view of a lake and mountains.

18. West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (743 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is AED 367
AED 452 total
includes taxes & fees
18 Oct - 19 Oct
West Point Motel
Room

19. Cobmin Ridge Motel

Cobmin Ridge Motel
2.5 star property
Branchville
8.8 out of 10, Excellent, (262 reviews)
"The stay was enjoyable."
United States
Cheolwoong
The price is AED 328
AED 366 total
includes taxes & fees
4 Oct - 5 Oct
Cobmin Ridge Motel
A hotel room with two beds, a wooden desk, a television, and a dining area.

20. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (852 reviews)
"Horrible hotel for the price per night. Wouldn’t pay more than $25 a night"
United States
Robert
The price is AED 367
AED 470 total
includes taxes & fees
4 Oct - 5 Oct
FairBridge Inn & Suites at West Point
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

8/10 Good
"Staff was friendly and helpful. The hotel and the room were very clean."
Marcia 1-night trip
Posted 1 hour ago
Sleep Inn & Suites Middletown - Goshen

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. In the area, favorite places to visit include Woodbury Common Premium Outlets.
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. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Central Middletown is 18.9 mi (30.3 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. Days Inn by Wyndham Wurtsboro: Central Middletown is 9.3 mi (15 km) away. A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Sussex Motel: 20 mi (32.2 km) from the heart of Middletown. Enjoy access to the free WiFi and free parking, as well as room amenities like air conditioning.
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. Enjoy nature with a stop at Highland Lake and Thomas Bull Memorial Park. You'll find these family-friendly sights in the area: LEGOLAND® New York, Castle Fun Center, and Ice Time Sports Complex. 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.