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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Middletown apartments

Room

3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
The price is CA $173
CA $597 total
includes taxes & fees
Apr 20 - Apr 21
3BR Near West Point | Coffee Bar | Sleeps 6
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, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is CA $115
CA $244 total
includes taxes & fees
May 11 - May 12
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 CA $167
CA $327 total
includes taxes & fees
Apr 30 - May 1
Close to Trails: Studio w/ Water Views
Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (19 reviews)
"Great Unit."
United States
Rudy R.
The price is CA $158
CA $427 total
includes taxes & fees
Apr 19 - Apr 20
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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, (25 reviews)
"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "
United States
Mary S.
The price is CA $75
CA $208 total
includes taxes & fees
Apr 23 - Apr 24
Dream getaway apartment in the foot of Gunks Ridge
Exterior detail

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (54 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is CA $158
CA $342 total
includes taxes & fees
Apr 30 - May 1
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Desk, WiFi, bed sheets

Rustic Lakefront Studio w/ Deck + Workspace

Rustic Lakefront Studio w/ Deck + Workspace
Monroe
8.0 out of 10, Very good, (1 review)
"Clean room.good host"
United States
Ayman
Rustic Lakefront Studio w/ Deck + Workspace
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)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is CA $206
CA $408 total
includes taxes & fees
Apr 24 - Apr 25
Cozy country efficiency in the Hudson Valley
1 bedroom, free WiFi, bed sheets, wheelchair access

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, (38 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is CA $150
CA $350 total
includes taxes & fees
Apr 30 - May 1
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
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, (5 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 CA $193
CA $361 total
includes taxes & fees
May 11 - May 12
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Exterior detail

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Port Jervis
10.0 out of 10, Exceptional, (7 reviews)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
The price is CA $171
CA $476 total
includes taxes & fees
Apr 29 - Apr 30
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (22 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is CA $234
CA $415 total
includes taxes & fees
Apr 27 - Apr 28
Walk to WP Gate + Free Parking!
Interior

Stylish and Pet-Friendly Apartment in Beacon

Stylish and Pet-Friendly Apartment in Beacon
Beacon
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is CA $199
CA $387 total
includes taxes & fees
Apr 19 - Apr 20
Stylish and Pet-Friendly Apartment in Beacon
Property grounds

Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (18 reviews)
"Really nice little place for a weekend getaway. Being able to interact with the horses was awesome. Host was super nice and informative about the area. "
United States
Renee N.
The price is CA $206
CA $339 total
includes taxes & fees
Apr 30 - May 1
Cozy Pocono Barn Loft Apartment
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, (17 reviews)
"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "
United States
Tiffani H.
The price is CA $204
CA $369 total
includes taxes & fees
Apr 19 - Apr 20
Modern Hudson Valley Apt 202 - King/Queen/Twin
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, (46 reviews)
"Great place to stay. Very convenient to everything Beacon has to offer. We were only there for one night, but if we were to go back we would definitely stay here again."
United States
Ben R.
The price is CA $158
CA $333 total
includes taxes & fees
May 4 - May 5
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
1 bedroom, desk, iron/ironing board, free WiFi

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is CA $178
CA $377 total
includes taxes & fees
Apr 24 - Apr 25
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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, (79 reviews)
"great location and nice host"
United States
christopher s.
The price is CA $192
CA $368 total
includes taxes & fees
May 5 - May 6
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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
9.2 out of 10, Wonderful, (15 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is CA $194
CA $621 total
includes taxes & fees
Apr 20 - Apr 21
Local Artist Inspired | Walk to WestPoint + King Bed
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, (42 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 CA $185
CA $408 total
includes taxes & fees
May 4 - May 5
Grant - A Tranquil One Bedroom Steps from River
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Good location, clean rooms"
Madison 1-night trip
Posted 9 hours ago
Hampton Inn Harriman Woodbury

Find out more about Middletown

Middletown Apartments information

Number of reviews
447
Accommodation
154 Apartments
Lowest Price
CA $208
Highest Price
CA $621

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find a lot of options for your stay in Middletown with 41 accommodations. Though there aren't many apartments, we can help you locate accommodations with similar amenities. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also search for similar property types like condos, vacation homes, or cottages. You might want to visit the area's shops and enjoy its restaurants.
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. Stay in the heart of Greenwood Lake minutes away from the lake: Located 16.7 mi/26.9 km away in Greenwood Lake. Free WiFi, private patios, and Smart TVs are included. Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: Located in Beacon, 23.6 mi/37.9 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer: Located 23.6 mi/37.9 km away in Beacon. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Charming studio with Amazing hot tub a swimming pool,pool table.: Located in Newburgh, 20.8 mi/33.5 km from Middletown. Includes private patios. An outdoor pool and a hot tub are on site.
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. Other places in town to visit include Orange County Fair Speedway and Orange County Fairgrounds.
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.

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