Hotels in Middletown
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Tonight
Aug 10 - Aug 11Tomorrow
Aug 11 - Aug 12This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Top 5 hotels in Middletown at a glance
- The Kartrite Resort & Indoor Waterpark — 4-star hotel in Monticello. Guest rating: 8.2/10 — Very Good.
- Sleep Inn & Suites Middletown - Goshen — 2.5-star hotel in Middletown. Guest rating: 8.8/10 — Excellent.
- La Quinta Inn & Suites by Wyndham Middletown-Goshen — 3-star hotel in Middletown. Guest rating: 9.4/10 — Exceptional.
- Courtyard by Marriott Middletown Goshen — 3-star hotel in Middletown. Guest rating: 8.4/10 — Very Good.
- Tru by Hilton Middletown — 2.5-star hotel in Middletown. Guest rating: 8.6/10 — Excellent.
Where to stay in Middletown?
The Kartrite Resort & Indoor Waterpark
The Kartrite Resort & Indoor WaterparkMonticello
$199
$296 total
includes taxes & fees
Aug 11 - Aug 12
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - GoshenMiddletown
$110
$130 total
includes taxes & fees
Sep 8 - Sep 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
$124
$147 total
includes taxes & fees
Aug 23 - Aug 24
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown GoshenMiddletown
$105
$125 total
includes taxes & fees
Aug 23 - Aug 24
Tru by Hilton Middletown
Tru by Hilton MiddletownMiddletown
$103
$121 total
includes taxes & fees
Aug 16 - Aug 17
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown GoshenMiddletown
$197
$233 total
includes taxes & fees
Aug 30 - Aug 31
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton MiddletownMiddletown
$192
$231 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton MiddletownMiddletown
$98
$115 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
$115
$136 total
includes taxes & fees
Sep 8 - Sep 9
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHGMiddletown
$107
$126 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen MiddletownGoshen
$129
$159 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHGChester
$115
$142 total
includes taxes & fees
Sep 8 - Sep 9
LEGOLAND Hotel NEW York
LEGOLAND Hotel NEW YorkGoshen
$209
$368 total
includes taxes & fees
Sep 7 - Sep 8
Stagecoach Inn
Stagecoach InnGoshen
$293
$361 total
includes taxes & fees
Aug 16 - Aug 17
The Orange Inn Boutique Hotel
The Orange Inn Boutique HotelGoshen
$275
$339 total
includes taxes & fees
Aug 11 - Aug 12
Super 8 by Wyndham Middletown
Super 8 by Wyndham MiddletownMiddletown
$73
$86 total
includes taxes & fees
Aug 16 - Aug 17
Parkway House Goshen Family-Friendly Bed & Breakfast
Parkway House Goshen Family-Friendly Bed & BreakfastGoshen
$228
$280 total
includes taxes & fees
Aug 11 - Aug 12
Days Inn by Wyndham Middletown
Days Inn by Wyndham MiddletownNew Hampton
$86
$101 total
includes taxes & fees
Sep 8 - Sep 9
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham MiddletownMiddletown
$110
$130 total
includes taxes & fees
Aug 12 - Aug 13
Resorts World Catskills Casino
Resorts World Catskills CasinoMonticello
$199
$250 total
includes taxes & fees
Sep 7 - Sep 8
Check out pet-friendly hotels in Middletown
$103
$121 total
includes taxes & fees
Aug 16 - Aug 17
$98
$115 total
includes taxes & fees
Aug 17 - Aug 18
$105
$125 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
$115
$136 total
includes taxes & fees
Sep 8 - Sep 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
$124
$147 total
includes taxes & fees
Aug 23 - Aug 24
$107
$126 total
includes taxes & fees
Aug 23 - Aug 24
$110
$130 total
includes taxes & fees
Aug 12 - Aug 13
$192
$231 total
includes taxes & fees
Sep 1 - Sep 2
$197
$233 total
includes taxes & fees
Aug 30 - Aug 31
You may also like hotels with pools in Middletown
$110
$130 total
includes taxes & fees
Sep 8 - Sep 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
$124
$147 total
includes taxes & fees
Aug 23 - Aug 24
$197
$233 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
$115
$136 total
includes taxes & fees
Sep 8 - Sep 9
$192
$231 total
includes taxes & fees
Sep 1 - Sep 2
$98
$115 total
includes taxes & fees
Aug 17 - Aug 18
$105
$125 total
includes taxes & fees
Aug 23 - Aug 24
$107
$126 total
includes taxes & fees
Aug 23 - Aug 24
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.
View all propertiesGo beyond your typical stay in Middletown
Pet friendly
Family friendly
Apartment
Cottage
Our prices for hotels in Middletown are cheapest in February
Our prices for hotels in Middletown are cheapest in February
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
Top landmarks in Middletown
Orange County Fairgrounds
8.0/10 (87 reviews)
Orange County Fairgrounds is 0.3 mi (0.6 km) from central Mechanicstown, why not stop by during your stay. If you have fun at Orange County Fairgrounds, you'll love LEGOLAND® New York, which isn't far.
Highland Lakes State Park
8.0/10 (43 reviews)
Highland Lakes State Park is 5.8 mi (9.3 km) from central Middletown, why not stop by during your stay.
Highland Lake
10.0/10 (3 reviews)
Highland Lake is 3 mi (4.9 km) from central Middletown, why not stop by during your stay.
Orange County Fair Speedway
8.4/10 (119 reviews)
You can catch an event at Orange County Fair Speedway, located 1.4 mi (2.2 km) from central Mechanicstown.
Galleria at Crystal Run
8.6/10 (200 reviews)
If you like shopping, take time out to go to Galleria at Crystal Run when in Middletown.
Paramount Theatre
7.8/10 (96 reviews)
If you’re after a show while in the center of Middletown, you might want to get tickets at Paramount Theatre. If you want to experience more of the culture Middletown has to offer, head to Touro College of Osteopathic Medicine, Orange County Fair Speedway, and Orange County Fairgrounds.
Orange County Community College
If you'd like to get a taste of Middletown student life, check out Orange County Community College, located 0.6 mi (0.9 km) from central Middletown.
Learn more about Middletown
Catch a show at the Paramount Theatre, a beautifully restored 1930s movie palace that anchors downtown with vintage charm. The Orange County Farmers Museum offers a fascinating glimpse into rural life with its collection of antique tractors and agricultural implements. Racing enthusiasts can experience the thunder of engines at Orange County Fair Speedway, one of America's oldest dirt tracks. For family fun, head to nearby LEGOLAND New York, where colorful brick creations delight visitors of all ages. Nature lovers should explore the tranquil paths of Thomas Bull Memorial Park or spend an afternoon at Highland Lake. The Galleria at Crystal Run provides retail therapy when the weather turns, though locals prefer downtown's independent shops and restaurants.
See all hotels in Middletown
Check out reviews of Middletown hotels guests love
The Kartrite Resort & Indoor Waterpark
8/10 Good
"We celebrated my son's 3rd birthday at Kartrite. Our 3 kids had a blast! The property was well maintained. The 2 bedroom suite was spacious. The Waterpark was a lot fun. My only qualms were; I have never had to wait until exactly 4pm to check-in. Having arrived early, we have always been accommodated at other hotels to check-in early and not wait till the very final minute. I wish a map of the resort and itinerary of events and hours of restaurants/activities open/close. In addition to more outdoor options - once Waterpark closes at 7pm, aside from the arcade and a courtyard with no playground set or activities, there wasnt much to do. Also, fair warning - the surrounding area of Monticello & Thompsonville made us feel a bit unsafe. We had to stop at the atm on Broadway and there was a guard for the ATM who said he was hired because people were getting mugged and robbed. Beware. Otherwise, had a great time. Will plan another stay in the future!"
Holiday Inn Express Hotel & Suites Chester by IHG
8/10 Good
"It has a good breakfast . I like they have coffee available 24 hours . I did not like that the room has a funny smell not pleasant."
Tru by Hilton Middletown
10/10 Excellent
"Looked Newly furnished. Clean. Staff were great. Convenient location to Legoland. Close to restaurants and shopping. Lobby was so inviting, loved the furniture and the way the breakfast area looked."
Sleep Inn & Suites Monroe - Woodbury
10/10 Excellent
"We only needed one night before a stay at LegoLand. We needed a place with EV chargers and this hotel did not disappoint. There are many chargers and the overall condition of the property was wonderful. The room was clean and modern and the bathroom was large. The pull out sofa was very comfortable for the kids and the gentleman at the front desk was very kind when we asked for more blankets. The breakfast buffet was a big hit with the kids."
Courtyard by Marriott Middletown Goshen
10/10 Excellent
"Clean room"
Sleep Inn & Suites Middletown - Goshen
8/10 Good
"Great location. Breakfast was good with plenty of tasty options"
Ramada by Wyndham Newburgh/West Point
10/10 Excellent
"I'm glad I didn't pay any attention to the negative rew"
Home2 Suites by Hilton Middletown
10/10 Excellent
"Excellent"
Candlewood Suites Middletown Goshen by IHG
10/10 Excellent
"Awesome hotel experience. No complaints. We will be staying at Candlewood suites any time the price is reasonable as a result of this visit."