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

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

1. The Kartrite Resort & Indoor Waterpark

Monticello

$199

$296 total

includes taxes & fees

Oct 12 - Oct 13

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.

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

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

2. Sleep Inn & Suites Middletown - Goshen

Middletown

$102

$120 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 modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

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

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

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

Middletown

$113

$134 total

includes taxes & fees

Nov 3 - Nov 4

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 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.

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

5. Tru by Hilton Middletown

Middletown

$82

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

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

A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.

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

Middletown

$115

$136 total

includes taxes & fees

Nov 4 - Nov 5

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

$93

$109 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 living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.

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

9. Candlewood Suites Middletown Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

A modern restaurant with a central island, multiple tables, and chairs.

10. Home2 Suites by Hilton Middletown

Middletown

$161

$193 total

includes taxes & fees

Oct 29 - Oct 30

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.

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.

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

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

12. LEGOLAND Hotel NEW York

Goshen

$108

$259 total

includes taxes & fees

Oct 12 - Oct 13

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

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

$98

$121 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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.

14. The Orange Inn Boutique Hotel

Goshen

$234

$288 total

includes taxes & fees

Oct 8 - Oct 9

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

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.

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

15. Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

$245

$301 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

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

16. Stagecoach Inn

Goshen

$305

$375 total

includes taxes & fees

Nov 5 - Nov 6

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

17. Days Inn by Wyndham Middletown

New Hampton

$77

$90 total

includes taxes & fees

Nov 1 - Nov 2

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

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

18. Super 8 by Wyndham Middletown

Middletown

$71

$83 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

19. Resorts World Catskills Casino

Monticello

$156

$202 total

includes taxes & fees

Oct 13 - Oct 14

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

$95

$112 total

includes taxes & fees

Nov 1 - Nov 2

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You can also stay at hotels with a pool in Middletown

Sleep Inn & Suites Middletown - Goshen

Middletown

$102

$120 total

includes taxes & fees

Nov 1 - Nov 2

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

$113

$134 total

includes taxes & fees

Nov 3 - Nov 4

Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

$115

$136 total

includes taxes & fees

Nov 4 - Nov 5

Hampton Inn by Hilton Middletown

Middletown

$93

$109 total

includes taxes & fees

Nov 2 - Nov 3

Home2 Suites by Hilton Middletown

Middletown

$161

$193 total

includes taxes & fees

Oct 29 - Oct 30

Courtyard by Marriott Middletown Goshen

Middletown

$101

$119 total

includes taxes & fees

Oct 28 - Oct 29

Residence Inn by Marriott Middletown Goshen

Middletown

$188

$222 total

includes taxes & fees

Nov 1 - Nov 2

Candlewood Suites Middletown Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Oct 20 - Oct 21

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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Go beyond your typical stay in Middletown

Hot tub

Apartment

Pet friendly

Pool

Cottage

Spa

Family friendly

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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