Hotels in Middletown

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Where to stay in Middletown?

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

A restaurant setting with a counter, a digital scale, and a person serving food.

A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".

A bar area with a central island, multiple bar stools, and a large screen displaying content.

1. The Kartrite Resort & Indoor Waterpark

Monticello

$199

$296 total

includes taxes & fees

Oct 1 - Oct 2

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

2. Sleep Inn & Suites Middletown - Goshen

Middletown

$114

$135 total

includes taxes & fees

Oct 26 - Oct 27

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

A hotel room with two beds, a desk, a TV, and a chair.

A gym with treadmills, a weight bench, and various exercise equipment.

3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

$134

$158 total

includes taxes & fees

Sep 30 - Oct 1

A landscaped outdoor area with a fire feature, seating, and a pathway.

A modern hotel lobby with a seating area, large windows, and a television screen.

A modern bar area with a curved counter, bar stools, and a television screen.

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

4. Courtyard by Marriott Middletown Goshen

Middletown

$101

$119 total

includes taxes & fees

Oct 28 - Oct 29

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

A modern lounge area with seating, tables, and hanging chairs.

An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

5. Tru by Hilton Middletown

Middletown

$98

$115 total

includes taxes & fees

Oct 26 - Oct 27

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

6. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Oct 13 - Oct 14

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

A spacious lobby with modern seating, a stone accent wall, and large windows offering views.

7. Residence Inn by Marriott Middletown Goshen

Middletown

$206

$243 total

includes taxes & fees

Oct 25 - Oct 26

A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

A modern living room with a large TV, comfortable seating, and a patterned rug.

A modern kitchen area with a coffee machine, a refrigerator stocked with beverages, and a coffee station with various coffee products.

A swimming pool with four lounge chairs and a metal ladder.

8. Candlewood Suites Middletown Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Oct 12 - Oct 13

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

A gym with exercise equipment, treadmills, and weight machines.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

9. Hampton Inn by Hilton Middletown

Middletown

$101

$120 total

includes taxes & fees

Oct 28 - Oct 29

A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

A conference room with multiple tables and chairs, a projector screen, and a green accent wall.

10. Home2 Suites by Hilton Middletown

Middletown

$120

$145 total

includes taxes & fees

Oct 26 - Oct 27

A swimming pool with colorful umbrellas and lounge chairs.

A colorful play area with a check-in counter and a mascot.

A bar area with a long counter, multiple hanging lights, and a variety of bottles.

A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.

11. LEGOLAND Hotel NEW York

Goshen

$202

$369 total

includes taxes & fees

Oct 4 - Oct 5

A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

A Fairfield Inn & Suites hotel with a stone facade, a covered entrance, and a parking lot.

A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

12. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

$119

$147 total

includes taxes & fees

Oct 26 - Oct 27

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

A boat ride with passengers holding binoculars, surrounded by water and themed structures.

A modern hotel lobby with a large map mural, seating areas, and a reception desk.

A modern dining area with blue upholstered chairs and a wooden table. There is a kitchen area visible through an open doorway.

13. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

$130

$160 total

includes taxes & fees

Oct 28 - Oct 29

A large, two-story house with a wrap-around porch and multiple chimneys.

A spacious living room with a large sectional sofa, a fireplace, and a chandelier.

A spacious dining area with a large table and chairs, surrounded by large windows offering views of a residential neighborhood.

A spacious living room with a large sectional sofa, a wooden floor, and large windows offering views of the outdoors.

14. Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

$142

$175 total

includes taxes & fees

Sep 30 - Oct 1

A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

A lobby with green and blue upholstered chairs, a Christmas tree, and a bar area with red bar stools.

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

A cozy lounge area with green and blue upholstered chairs, marble tables, and a fireplace.

15. The Orange Inn Boutique Hotel

Goshen

$234

$288 total

includes taxes & fees

Oct 5 - Oct 6

A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

A large, two-story house with a covered patio area and a well-maintained lawn.

A dining area with a fireplace, white tablecloths, and a variety of decorative plates on the walls.

A cozy living room with a fireplace, wooden paneling, a patterned rug, and a dining area with a chandelier.

16. Stagecoach Inn

Goshen

$374

$460 total

includes taxes & fees

Oct 4 - Oct 5

A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

A two-story house with a porch, a table, and chairs outside.

A bedroom with two beds, wooden flooring, white walls, and a ceiling fan.

A grassy park area with trees and a paved path.

17. Carriage House Apartment Goshen NY

Goshen

$318

$391 total

includes taxes & fees

Oct 4 - Oct 5

A rectangular swimming pool with a wooden deck and a fence.

A hotel room with a desk, television, two beds, a chair, and a window with curtains.

A bathroom with a sink, mirror, towel rack, and toilet.

A Days Inn with a prominent sign, multiple motel units, and a well-maintained lawn.

18. Days Inn by Wyndham Middletown

New Hampton

$93

$109 total

includes taxes & fees

Oct 1 - Oct 2

An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

19. Resorts World Catskills Casino

Monticello

$152

$197 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

A Super 8 motel sign with a parking lot and a building in the background.

A kitchenette with a microwave, toaster, and coffee maker.

A reception area with a counter, a clock, a no cash refunds sign, and a fire alarm.

20. Super 8 by Wyndham Middletown

Middletown

$80

$94 total

includes taxes & fees

Sep 30 - Oct 1

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Check out pet-friendly hotels in Middletown

Tru by Hilton Middletown

Middletown

$98

$115 total

includes taxes & fees

Oct 26 - Oct 27

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

$134

$158 total

includes taxes & fees

Sep 30 - Oct 1

Hampton Inn by Hilton Middletown

Middletown

$101

$120 total

includes taxes & fees

Oct 28 - Oct 29

Courtyard by Marriott Middletown Goshen

Middletown

$101

$119 total

includes taxes & fees

Oct 28 - Oct 29

Candlewood Suites Middletown Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Oct 12 - Oct 13

Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Oct 13 - Oct 14

A multi-story hotel with a central courtyard, large windows, and a parking lot.

A lobby with a stone fireplace, seating area, and a reception desk.

A modern hotel lobby with a reception desk, seating area, and a fireplace.

A modern dining area with long tables and chairs, a bar area with a TV, and a kitchen in the background.

Microtel Inn & Suites by Wyndham Middletown

Middletown

$110

$130 total

includes taxes & fees

Oct 1 - Oct 2

Home2 Suites by Hilton Middletown

Middletown

$120

$145 total

includes taxes & fees

Oct 26 - Oct 27

Residence Inn by Marriott Middletown Goshen

Middletown

$206

$243 total

includes taxes & fees

Oct 25 - Oct 26

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Go beyond your typical stay in Middletown

Pet friendly

Pool

Hot tub

Spa

Apartment

Family friendly

Cottage

Our prices for hotels in Middletown are cheapest in February

Top landmarks in Middletown

A large Ferris wheel against a sunset sky.

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'd also like to explore some of the parks in Mechanicstown, head to The Rock Sports Complex and Orange County Arboretum.

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A lake surrounded by dense vegetation and a hill with a house in the background.

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.

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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.

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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.

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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.

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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.

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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.

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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.

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

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