Sunrise image of the Arrigoni Bridge in Middletown, CT

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Check prices for these dates

Next weekend
19 Jun - 21 Jun
In two weeks
26 Jun - 28 Jun
In one month
10 Jul - 12 Jul
In two months
7 Aug - 9 Aug

Our top choices for Middletown motels

Room, 1 King Bed, Accessible, Bathtub

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,002 reviews)
"Promised breakfast...1 pop tarts and a little container of juice. Staff is awesome and well run. Room clean and adequate. I enjoyed my stay here for many days. Quiet. Close to many stores and restaurants. Everyone was so courteous and helpful"
United States
Christine
The price is NZ$173
includes taxes & fees
21 June - 22 June
Super 8 by Wyndham Middletown
Exterior

Myer Motel

Myer Motel
2.5 star property
Milford
9.4 out of 10, Exceptional, (427 reviews)
"Loved motel"
United States
Russell
The price is NZ$178
includes taxes & fees
14 June - 15 June
Myer Motel
Double Room | Bathroom

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (535 reviews)
"The rooms are very basic, but we had everything we needed for our stay. A really nice surprise was how comfortable the beds were. The motel is close to hiking trails. The parking lot for hiking Stairway to Heaven was a 2 minute drive from the motel. If you stay here in the winter, it is only a 5 minute drive from Mountain Creek ski resort. We would stay here again."
United States
Lorrie
The price is NZ$133
includes taxes & fees
10 June - 11 June
Appalachian Motel
In-room safe, desk, iron/ironing board, free cots/infant beds

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)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is NZ$154
includes taxes & fees
10 June - 11 June
Super 8 by Wyndham Montgomery Maybrook
Comfort Room, 2 Double Beds

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (148 reviews)
"Nice, clean motel. Chairs outside to enjoy the mountain view. Would definitely stay here again if in the area."
United States
Gregory
The price is NZ$177
includes taxes & fees
15 June - 16 June
High Point Motel
Exterior

Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.0 out of 10, Wonderful, (1,002 reviews)
"Perfectly located near the tri-state border, this was a great place to stay while exploring the Delaware River Gap and visiting nearby restaurants and breweries. Owners were helpful and the room was comfortable and well-maintained. Would stay again in the area."
United States
Carl
The price is NZ$178
includes taxes & fees
29 June - 30 June
Scottish Inns Milford
Suite, 1 King Bed, Non Smoking (1 Bedroom)

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (624 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is NZ$226
includes taxes & fees
14 June - 15 June
Days Inn by Wyndham Wurtsboro
Classic Quadruple Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (213 reviews)
"Very homey, clean and excellent customer service. Went above and beyond, I will absolutely be staying here again. Highly recommend!! "
United States
Jess
The price is NZ$155
includes taxes & fees
21 June - 22 June
Rolling Hills Motel
Business centre

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, (1,008 reviews)
"Safe area not too far from restaurants and stores."
United States
Richard
The price is NZ$212
includes taxes & fees
10 June - 11 June
Americas Best Value Inn at Central Valley-Woodbury
Towels

Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (424 reviews)
"Plenty of parking, check in staff were helpful. Air conditioning worked and the room was clean."
United States
sharon
The price is NZ$167
includes taxes & fees
8 July - 9 July
Rodeway Inn Milford - I-84
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (404 reviews)
"Very convenient stay on our roadtrip-- simple check in/check out, the room was very tidy, parking was out front, area was quiet and felt safe :)"
United States
Mitchell
The price is NZ$161
includes taxes & fees
14 June - 15 June
Sussex Motel
Property entrance

Village Motel

Village Motel
2.0 star property
Ellenville
6.6 out of 10, (214 reviews)
"Great staff, clean. "
United States
Joline
The price is NZ$163
includes taxes & fees
10 June - 11 June
Village Motel
Design Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave

Cobmin Ridge Motel

Cobmin Ridge Motel
2.5 star property
Branchville
8.8 out of 10, Excellent, (235 reviews)
"Very good little motel. Room was clean and perfect for a cheap stay."
United States
Scott
The price is NZ$181
includes taxes & fees
10 June - 11 June
Cobmin Ridge Motel
Exterior

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (311 reviews)
"great stay !"
United States
reagan
The price is NZ$173
includes taxes & fees
10 June - 11 June
Cadet Motel
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (706 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is NZ$254
includes taxes & fees
22 June - 23 June
West Point Motel
Desk, soundproofing, iron/ironing board, free WiFi

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (821 reviews)
"Good cheap place to stay. Kind staff"
United States
Nick
The price is NZ$270
includes taxes & fees
10 June - 11 June
FairBridge Inn & Suites at West Point
Seasonal outdoor pool

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (689 reviews)
"Location was close to wedding venue I wouldn't stay here otherwise."
United States
Arthur
The price is NZ$206
includes taxes & fees
14 June - 15 June
Days Inn by Wyndham Middletown
Exterior

Fairbridge Inn Express

Fairbridge Inn Express
2.0 star property
Milford
7.4 out of 10, Good, (215 reviews)
"Great little motel back to basics type motel very clean & helpful staff"
United States
GREG
The price is NZ$164
includes taxes & fees
10 June - 11 June
Fairbridge Inn Express
Double Room, 2 Double Beds

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, (1,007 reviews)
"Great hotel "
United States
Chelvin
The price is NZ$156
includes taxes & fees
14 June - 15 June
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
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
"Beautiful scenery, free coffee tickets and water."
Dawn 1-night trip
Posted less than an hour ago
Overlook Lodge at Bear Mountain

Find out more about Middletown

Middletown Motels information

Number of reviews
10,988
Accommodation
24 Motels
Lowest Price
NZ$133
Highest Price
NZ$270

Frequently asked questions

What can I expect from a motel trip to Middletown?
As you'll save on your room price, 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?
At many motels, you're likely to find free parking and an outdoor pool. When you stay at a motel property, you'll often have access to your room directly from the car park. Beginning in the early 1950s, customised neon signs often lit up the roadside motels, and examples can still be seen today along historic US Route 66.
What are the best motels in Middletown?
Here you'll find some of Expedia customers' favourite motels 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 self-parking. Americas Best Value Inn at Central Valley-Woodbury: Free WiFi and free parking are available during your stay, along with room amenities such as a microwave. Central Middletown is 17.7 mi (28.5 km) away. Days Inn by Wyndham Wurtsboro: Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi and self-parking. Located 9.3 mi (15 km) from the heart of Middletown. High Point Motel: Central Middletown is 16 mi (25.8 km) away. Free WiFi and free parking are available during your stay, along with room amenities such as a microwave. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: 18.9 mi (30.3 km) from the heart of Middletown. Enjoy access to the business centre, and freebies including breakfast, WiFi and self-parking.
What things can I to do in Middletown?
In this family-friendly area, you can explore 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: Harness Racing Museum and Hall of Fame, Castle Fun Center and Ice Time Sports Complex. During your trip, here are some other places to visit: Paramount Theatre, Orange County Community College and Orange County Fair Speedway.
What's the seasonal weather like in Middletown?
Weather can make or break a road trip, 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 temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What are my options for getting around Middletown while staying in a motel?
We've gathered some information about getting around Middletown to help you navigate your stay: Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.