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

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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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, (1,000 reviews)
"Very friendly and you are close to all the main attractions."
United States
Katelynn
The price is P4,437
P5,241 total
includes taxes & fees
Nov 1 - Nov 2
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)
"I checked in, opened the door to the room and immediately knew I did not want to touch anything. The smell and the deterioration of the room really seemed like an abandoned building. So bad. The attendant apologized and said they would refund my room - I'm still waiting for the refund. I had to quickly find another place to stay that evening. Sleeping in a car would be far better than this place"
United States
Mendy
The price is P4,811
P5,683 total
includes taxes & fees
Nov 1 - Nov 2
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, (212 reviews)
"Beautiful decor and excellent views"
United States
Dakhil
The price is P5,774
P6,445 total
includes taxes & fees
Oct 11 - Oct 12
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, (1,003 reviews)
"Super 8 is a great, clean place, and the breakfast is nice"
United States
Ahmed
The price is P4,981
P5,884 total
includes taxes & fees
Oct 12 - Oct 13
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, (1,003 reviews)
"Very nice place to stay!!"
United States
Kellie
The price is P5,660
P6,170 total
includes taxes & fees
Nov 1 - Nov 2
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, (571 reviews)
The price is P4,268
P4,892 total
includes taxes & fees
Oct 14 - Oct 15
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, (461 reviews)
"The room was clean and the bed was comfy. The building is a little dated but nothing outrageous."
United States
Michael
The price is P6,226
P6,950 total
includes taxes & fees
Oct 18 - Oct 19
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, (462 reviews)
The price is P5,962
P6,499 total
includes taxes & fees
Oct 12 - Oct 13
Myer Motel
A compact hotel room with two beds, a kitchenette, a dining area, and a view of a rocky landscape.

9. Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (234 reviews)
"Wonderful, friendly & courteous owner. Clean, upgraded rooms that are nicely decorated, has an apartment size refrigerator & awesome mattresses & pillows. Everything you need is within 5 to 15 minutes - restaurants, liquor stores, Walmart, Shop Rite & gas stations. It's close to my family. Even though there are several motels in the area, I love this motel & I won't stay anywhere else. Plus, the price is great!"
United States
Tracy
The price is P5,398
P6,025 total
includes taxes & fees
Oct 22 - Oct 23
Rolling Hills Motel
A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.

10. 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, (1,006 reviews)
"Great place, clean quiet, helpful staff"
United States
Marlon
The price is P6,211
P7,647 total
includes taxes & fees
Oct 22 - Oct 23
Americas Best Value Inn at Central Valley-Woodbury
A hotel lobby with a reception desk, seating area, and a large window.

11. The Sullivan Inn

The Sullivan Inn
Monticello
4.8 out of 10, (3 reviews)
"I had a very pleasant stay at the Sullivan Inn. The staff was very friendly and helpful."
United States
Edward
The price is P6,157
P6,957 total
includes taxes & fees
Oct 21 - Oct 22
The Sullivan Inn
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, (674 reviews)
"Nice place to stay in a nowhere town."
United States
Danny
The price is P6,157
P6,957 total
includes taxes & fees
Oct 15 - Oct 16
Days Inn by Wyndham Wurtsboro
A hotel room with two beds, a desk, a lamp, and a painting on the wall.

13. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (442 reviews)
"Nice stay"
United States
Jacqueline
The price is P5,613
P6,118 total
includes taxes & fees
Nov 8 - Nov 9
Rodeway Inn Milford - I-84
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 price is P4,918
P5,809 total
includes taxes & fees
Nov 1 - Nov 2
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
A brick building with a sign indicating it's a 'Motel'.

15. Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (317 reviews)
"great stay !"
United States
reagan
The price is P5,335
P6,302 total
includes taxes & fees
Oct 12 - Oct 13
Cadet Motel
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, (235 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 P5,307
P5,943 total
includes taxes & fees
Oct 11 - Oct 12
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 P5,962
P6,499 total
includes taxes & fees
Nov 1 - Nov 2
Fairbridge Inn Express
Room

18. 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 P6,088
P6,796 total
includes taxes & fees
Oct 12 - Oct 13
Cobmin Ridge Motel
A hotel with a parking lot, a swimming pool, and a view of a lake and mountains.

19. West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (747 reviews)
"Not your regular motel . More like a lodge . Pretty cool place . Relaxing and comfortable ."
United States
Christopher
The price is P6,276
P7,728 total
includes taxes & fees
Oct 27 - Oct 28
West Point 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, (857 reviews)
"Good location, does the job."
United States
Aaron
The price is P8,909
P11,283 total
includes taxes & fees
Oct 11 - Oct 12
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

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"Incredible staff. Great location. Attention to guests superlative.West Point tours were fantastic. Only complaint was that it is extremely pricey. Which is understandable considering where we stayed. We ate there for 2 dinners, one lunch, and 1 breakfast. Meals are expensive but were great except for a breakfast that was stone-cold for $24 each."
Cameron 3-night trip
Posted 16 hours ago
The Thayer Hotel at West Point

Find out more about Middletown

Middletown Motels information

Number of reviews
4,374
Accommodation
26 Motels
Lowest Price
P4,892
Highest Price
P11,283

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.

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