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 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.

A hotel with a pool area, outdoor seating, and a view of the sunset.

1. The Kartrite Resort & Indoor Waterpark

Monticello

$199

$296 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

An indoor swimming pool with lounge chairs and a stone wall.

2. Sleep Inn & Suites Middletown - Goshen

Middletown

$108

$128 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A vending machine area with two beverage dispensers and a snack shelf stocked with various products.

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

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

Middletown

$120

$141 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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

4. Courtyard by Marriott Middletown Goshen

Middletown

$101

$119 total

includes taxes & fees

Oct 7 - Oct 8

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 hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

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

5. Tru by Hilton Middletown

Middletown

$81

$96 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

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

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

Middletown

$115

$136 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

7. Hampton Inn by Hilton Middletown

Middletown

$89

$106 total

includes taxes & fees

Nov 2 - Nov 3

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

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

8. Residence Inn by Marriott Middletown Goshen

Middletown

$188

$222 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

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

9. Candlewood Suites Middletown Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Oct 19 - Oct 20

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.

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

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

10. Home2 Suites by Hilton Middletown

Middletown

$155

$187 total

includes taxes & fees

Nov 1 - Nov 2

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.

A modern restaurant with a long counter, wooden chairs, and pendant lighting.

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

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

11. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

$129

$159 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with colorful umbrellas and lounge chairs.

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

A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.

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

12. LEGOLAND Hotel NEW York

Goshen

$108

$259 total

includes taxes & fees

Oct 4 - Oct 5

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

A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.

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

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

13. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

$126

$155 total

includes taxes & fees

Nov 1 - Nov 2

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

A hotel room with a large bed, a desk, a chair, and a TV.

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

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

14. The Orange Inn Boutique Hotel

Goshen

$234

$288 total

includes taxes & fees

Oct 5 - Oct 6

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

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

A buffet setup with various food items and a decorative centerpiece.

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

15. Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

$196

$241 total

includes taxes & fees

Oct 4 - Oct 5

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

A spacious hallway with wooden flooring, a chandelier, and a large window with a view of greenery.

16. Stagecoach Inn

Goshen

$374

$460 total

includes taxes & fees

Oct 4 - Oct 5

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

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

A lobby with a reception desk, a Coca-Cola refrigerator, a Day's Inn sign, and a seating area with a chair and table.

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

17. Days Inn by Wyndham Middletown

New Hampton

$81

$95 total

includes taxes & fees

Oct 14 - Oct 15

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.

18. Super 8 by Wyndham Middletown

Middletown

$73

$86 total

includes taxes & fees

Nov 2 - Nov 3

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

A modern bar area with a central island, bar stools, and overhead lighting.

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

19. Resorts World Catskills Casino

Monticello

$154

$199 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

A hotel room with a bed, a desk, a chair, a wardrobe, and a bathroom mirror.

20. Microtel Inn & Suites by Wyndham Middletown

Middletown

$101

$119 total

includes taxes & fees

Oct 5 - Oct 6

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Get last-minute hotel deals in Middletown and save more

Tonight

Super 8 by Wyndham Middletown

Middletown

$170

per night

$201 total

includes taxes & fees

Sleep Inn & Suites Middletown - Goshen

Middletown

$329

per night

$389 total

includes taxes & fees

Home2 Suites by Hilton Middletown

Middletown

$359

per night

$428 total

includes taxes & fees

Microtel Inn & Suites by Wyndham Middletown

Middletown

$309

per night

$365 total

includes taxes & fees

Hampton Inn by Hilton Middletown

Middletown

$369

per night

$436 total

includes taxes & fees

Courtyard by Marriott Middletown Goshen

Middletown

A breakfast bar with labeled sections for cereal and fruit, a blue oatmeal container, and a variety of condiments and utensils.

A conference room with tables, chairs, and framed artwork on the walls.

Holiday Inn Express Middletown-Goshen

Middletown

Go beyond your typical stay in Middletown

Hot tub

Cottage

Pet friendly

Family friendly

Pool

Spa

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.

See all hotels in Middletown

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