Sunrise image of the Arrigoni Bridge in Middletown, CT

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Middletown apartments

Luxury Studio | Free WiFi, bed sheets

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
"It was a great place "
United States
Jose
The price is AED 461
AED 1,000 total
includes taxes & fees
1 Jul - 2 Jul
Cottage Suites
Dining

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (39 reviews)
"Great location, clean, overall terrific!"
United States
Daniel M.
The price is AED 422
AED 905 total
includes taxes & fees
23 Jun - 24 Jun
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Exterior detail

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (8 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
The price is AED 602
AED 1,268 total
includes taxes & fees
1 Jul - 2 Jul
Close to Trails: Studio w/ Water Views
Exterior detail

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (53 reviews)
"Have stayed a few times now… absolutely wonderful!! Clean, cozy, and comfortable! "
United States
Daniela C.
The price is AED 422
AED 888 total
includes taxes & fees
8 Jul - 9 Jul
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is AED 551
AED 1,067 total
includes taxes & fees
1 Jul - 2 Jul
Cozy country efficiency in the Hudson Valley
Property grounds

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (84 reviews)
"great location and nice host"
United States
christopher s.
The price is AED 470
AED 897 total
includes taxes & fees
12 Jul - 13 Jul
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Interior

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (29 reviews)
"Clean and quiet."
United States
Ted
The price is AED 391
AED 749 total
includes taxes & fees
8 Jul - 9 Jul
Dream getaway apartment in the foot of Gunks Ridge
Shower, hair dryer, towels, soap

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (41 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is AED 426
AED 944 total
includes taxes & fees
23 Jun - 24 Jun
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Property grounds

Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (19 reviews)
"One of the best stays my girlfriend and I have ever had. Such an amazing experience. We were literally sleeping above horses. Fred the barn cat also greeted us upon arrival. He was friendly and very sociable. He was also there to send us off. I’ll miss my little friend."
United States
Michael
The price is AED 551
AED 906 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Pocono Barn Loft Apartment
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (44 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is AED 496
AED 1,068 total
includes taxes & fees
22 Jun - 23 Jun
Grant - A Tranquil One Bedroom Steps from River
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (1 review)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is AED 694
AED 885 total
includes taxes & fees
30 Jun - 1 Jul
2-bedroom apartment in excellent Newburgh with AC and charm
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 629
AED 1,049 total
includes taxes & fees
16 Jul - 17 Jul
Cozy 1-bedroom retreat minutes from West Point!
Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is AED 672
AED 1,256 total
includes taxes & fees
29 Jun - 30 Jun
Close to Trails: Studio w/ Water Views
Terrace/patio

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is AED 591
AED 1,576 total
includes taxes & fees
23 Jun - 24 Jun
River Views & Deck | River Suite on Washington
Microwave, oven, stovetop, dishwasher

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (19 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
The price is AED 562
AED 993 total
includes taxes & fees
23 Jun - 24 Jun
Modern Hudson Valley Apt 202 - King/Queen/Twin
Smart TV

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is AED 735
AED 1,559 total
includes taxes & fees
22 Jun - 23 Jun
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Fridge, microwave, oven, stovetop

The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (31 reviews)
"Awesome space and area! We loved the shops and restaurants within walking distance and overall friendly town! Great escape for me to spend quality time with my daughter! "
United States
Amy
The price is AED 413
AED 654 total
includes taxes & fees
24 Jun - 25 Jun
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Terrace/patio

Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
10.0 out of 10, Exceptional, (2 reviews)
"Room & Facilities are great."
United States
Elvis
The price is AED 444
AED 946 total
includes taxes & fees
23 Jun - 24 Jun
Renovated 1 Bedroom Valley View
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (17 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is AED 657
AED 1,804 total
includes taxes & fees
22 Jun - 23 Jun
Local Artist Inspired | Walk to WestPoint + King Bed
Fridge, microwave, oven, stovetop

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 1,041
AED 1,638 total
includes taxes & fees
14 Jul - 15 Jul
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

8/10 Good
"Great location"
Chris 1-night trip
Posted 1 hour ago
Home2 Suites by Hilton Middletown

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find plenty of places to stay in Middletown with 40 hotels and other lodging accommodations. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. Even filter by similar property types like vacation homes, condos, or cabins. You might want to visit the area's shops and enjoy its restaurants. Visit top places in the surrounding region such as LEGOLAND® New York and Woodbury Common Premium Outlets.
Why would you choose an apartment over a traditional hotel room?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, but also for families wanting the conveniences of home.
What's a favorite apartment I should consider for a stay in Middletown?
Here are some of the top apartments in the area: Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 16.8 mi/27.1 km from the heart of Middletown. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located 23.6 mi/37.9 km away in Beacon. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Lower level unit in Spectacular Log Home Estate: Located in Marlboro, 25.3 mi/40.8 km away. Includes free WiFi, sofa beds, and Smart TVs. Access to onsite laundry facilities is available on site. CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown: It's located in New Paltz, 24.8 mi/40 km from Middletown. Includes free WiFi, private patios, and Smart TVs.
What can I expect from the weather during my trip to Middletown?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay 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.
What should I see in Middletown?
Middletown is known for its restaurants and shops. Highland Lake and Thomas Bull Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. LEGOLAND® New York and Woodbury Common Premium Outlets are other popular places to visit in the area.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.