2 Star Hotels in Middletown
Middletown Hotels
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Middletown, New York, United States of America

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2 Star Hotels in Middletown

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2 Star Hotels in Middletown

Relax in the spacious lobby with a fireplace, sofas, and chairs, and enjoy the view through the glass door to the outdoor area.

Relax in the serene outdoor patio area with a round table and comfortable seating, surrounded by lush greenery and a charming building backdrop.

Relax in a stylish room with a comfortable seating area, fireplace, and large window offering a view of the outdoors.

Conference room with a long table, six chairs, whiteboard, flat-screen TV, and window.

Hampton Inn Harriman Woodbury

2.5 star property

Central Valley

9.2 out of 10, Wonderful, (1013)

9.2/10

Wonderful

(1013)

The price is CA $173

CA $173

CA $213 total

includes taxes & fees

Aug 3 - Aug 4

Hampton Inn Harriman Woodbury

Relax in comfort with a large bed, flat-screen TV, and ample natural light.

Relax by the fire pit in this serene outdoor space, surrounded by comfortable Adirondack chairs.

Relax in the stylish lobby with a sofa, chairs, and a small table.

Relax in a stylish room with a large flat-screen TV, comfortable seating area, and fireplace.

Sleep Inn & Suites Monroe - Woodbury

2.5 star property

Monroe

9.4 out of 10, Exceptional, (1014)

9.4/10

Exceptional

(1014)

The price is CA $154

CA $154

CA $174 total

includes taxes & fees

Aug 10 - Aug 11

Sleep Inn & Suites Monroe - Woodbury

Relax in a serene outdoor space with a round table, benches, and a decorative lamp.

Two single beds with dark headboards, a flat-screen TV, and a desk with a lamp are featured in this stylish room.

Relax in our welcoming reception area, where a flat-screen TV and coffee machine await.

Relax in the stylish lobby, featuring a comfortable sofa, armchair, and potted plants.

Sleep Inn & Suites Middletown - Goshen

2.5 star property

Middletown

8.6 out of 10, Excellent, (1022)

8.6/10

Excellent

(1022)

The price is CA $143

CA $143

CA $169 total

includes taxes & fees

Aug 10 - Aug 11

Sleep Inn & Suites Middletown - Goshen

Guests enter through a covered walkway and a welcoming bench area.

Relax by the pool surrounded by comfortable lounge chairs and tables.

Relax in a spacious room with a large bed, sofa, and kitchenette area.

Enjoy a self-service dining experience with a variety of food options at our buffet.

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property

Montgomery

8.8 out of 10, Excellent, (741)

8.8/10

Excellent

(741)

The price is CA $143

CA $143

CA $167 total

includes taxes & fees

Aug 3 - Aug 4

Holiday Inn Express & Suites Montgomery by IHG

Relax by the pool with a clear view of the surrounding area from the high ceilinged space.

Relax in comfort with a large bed, sofa, and sliding glass door leading to a balcony.

Welcome to the Red Roof Inn, a two-story hotel with a distinctive red sign and exterior lighting.

Relax in the stylish lobby, featuring a seating area with armchairs and a sofa, a decorative wall piece, and a staircase.

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property

New Windsor

8.4 out of 10, Very good, (1006)

8.4/10

Very good

(1006)

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Situated in a serene grassy area, this charming pavilion offers a peaceful retreat.

Bathroom features a bathtub, toilet, and shower area with a tiled floor and walls.

Simple, single-story buildings surround a tranquil courtyard with a central statue and lush landscaping.

Enjoy a comfortable stay with a flat-screen TV, desk, and microwave in this cozy room.

Scottish Inns Milford

2.0 star property

Milford

9.0 out of 10, Wonderful, (953)

9.0/10

Wonderful

(953)

The price is CA $135

CA $135

CA $147 total

includes taxes & fees

Jul 28 - Jul 29

Scottish Inns Milford

Relax by the fireplace in a warm and inviting lobby area with comfortable seating and beautiful artwork.

Relax in our inviting lobby, featuring a cozy fireplace, comfortable seating, and a warm atmosphere.

Hampton Inn features a central entrance flanked by flagpoles, surrounded by a well-maintained lawn and parking lot.

Experience the warm ambiance of our lobby, featuring a reception desk, chandelier, and cozy seating area with a fireplace.

Hampton Inn Matamoras/Milford

2.5 star property

Matamoras

8.8 out of 10, Excellent, (1010)

8.8/10

Excellent

(1010)

The price is CA $159

CA $159

CA $174 total

includes taxes & fees

Aug 17 - Aug 18

Hampton Inn Matamoras/Milford

Welcome to the Fairfield Inn & Suites, featuring a covered entrance and ample parking.

Relax in a stylish room with a large bed, sofa, and kitchenette area.

Welcome to our reception area, featuring a spacious desk and a unique art piece above.

Relax in this stylish living room with a fireplace, flat-screen TV, and comfortable seating for two.

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property

Goshen

8.8 out of 10, Excellent, (974)

8.8/10

Excellent

(974)

The price is CA $150

CA $150

CA $185 total

includes taxes & fees

Aug 3 - Aug 4

Fairfield Inn & Suites by Marriott Goshen Middletown

Classic single-story buildings with central porches and red shutters, set amidst a serene grassy area.

Welcome to our historic reception area, featuring a beautifully appointed desk with a framed photograph, a calendar, and a sign with local event information.

Situated on a grassy area, this single-story home features a porch with a white railing and stairs.

Cozy room with a kitchenette, stocked with snacks, and a local business feel.

Myer Motel

2.5 star property

Milford

9.4 out of 10, Exceptional, (361)

9.4/10

Exceptional

(361)

The price is CA $130

CA $130

CA $141 total

includes taxes & fees

Jul 27 - Jul 28

Myer Motel

Welcome to Hampton Inn, where a covered walkway leads to the entrance, surrounded by beautifully landscaped gardens.

Two single beds with green upholstered headboards and a nightstand with phone and drawer.

Relax in this stylish room with a large seating area, flat-screen TV, and comfortable armchairs.

Relax in a spacious room with a sofa, dining table, and flat-screen TV.

Hampton Inn by Hilton Middletown

2.5 star property

Middletown

8.6 out of 10, Excellent, (1001)

8.6/10

Excellent

(1001)

The price is CA $141

CA $141

CA $167 total

includes taxes & fees

Aug 24 - Aug 25

Hampton Inn by Hilton Middletown

Surround yourself with serene tranquility near the peaceful pond and gazebo.

Enjoy al fresco dining amidst lush surroundings and scenic views.

Simple, single-story building with a flat facade, featuring a standard entrance door and a window with a view.

Cozy living space with a kitchenette area, featuring a flat-screen TV, microwave, and refrigerator.

High Point Motel

2.0 star property

Sussex

8.6 out of 10, Excellent, (53)

8.6/10

Excellent

(53)

The price is CA $106

CA $106

CA $118 total

includes taxes & fees

Jul 27 - Jul 28

High Point Motel

Relax in the inviting lobby with a sofa, armchairs, and a fireplace.

Relax in the cozy seating area with a fireplace, TV, and lush greenery.

Stylish two-story building with a stone facade and multiple windows, set amidst a beautifully landscaped area.

Relax in a spacious room with a large bed, two bedside tables, and a framed artwork.

Quality Inn near Mountain Creek

2.5 star property

Vernon

7.6 out of 10, Good, (915)

7.6/10

Good

(915)

The price is CA $119

CA $119

CA $137 total

includes taxes & fees

Aug 20 - Aug 21

Quality Inn near Mountain Creek

Relax by the fire pit surrounded by six Adirondack chairs in a serene garden setting.

Cozy seating area with three chairs and a small table, featuring a vase with flowers and a wall-mounted mirror.

Relax in a stylish room with a patterned armchair, a small table, and a black chair against the wall.

Relax in the hotel's outdoor seating area, surrounded by lush potted plants and comfortable chairs.

Rolling Hills Motel

2.0 star property

Sussex

8.4 out of 10, Very good, (160)

8.4/10

Very good

(160)

The price is CA $116

CA $116

CA $129 total

includes taxes & fees

Jul 27 - Jul 28

Rolling Hills Motel

Two single beds with patterned bedspreads and white pillows, a wooden headboard, and a window with an outdoor view.

Simple, functional motel with a flat roof and windows along the facade.

Relax in this stylish living room with a grey armchair, yellow sofa, and wooden coffee table.

Cozy retreat with a bed, seating area, desk, and window offering a view of the outside.

Sussex Motel

2.5 star property

Sussex

8.8 out of 10, Excellent, (320)

8.8/10

Excellent

(320)

The price is CA $115

CA $115

CA $128 total

includes taxes & fees

Jul 27 - Jul 28

Sussex Motel

Guests can park their vehicles in the designated parking area adjacent to the building.

Enjoy a meal with a mountain view from this kitchen's window.

Welcome to our reception area, featuring a reception desk, framed artwork, and an American flag.

Appalachian Motel

2.0 star property

Vernon

7.6 out of 10, Good, (487)

7.6/10

Good

(487)

The price is CA $92

CA $92

CA $106 total

includes taxes & fees

Aug 3 - Aug 4

Appalachian Motel

Enjoy meals in this inviting dining area with round tables, cushioned chairs, and a stone wall featuring a mounted deer head sculpture.

Escape to a serene natural oasis surrounded by lush greenery and shaded by tall trees.

Welcome to our reception area, featuring a modern design with a geometric patterned desk and a large wall-mounted light fixture.

Guests can enjoy a refreshing swim in the pool surrounded by lush greenery.

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very good, (1004)

8.4/10

Very good

(1004)

The price is CA $173

CA $173

CA $196 total

includes taxes & fees

Aug 25 - Aug 26

Overlook Lodge at Bear Mountain

Experience the sleek design of this hotel, featuring a flat roof and a mix of brick and stucco exterior.

Experience the thrill of a pirate-themed water ride with a cannon-like structure and safety net enclosure.

Two comfortable beds with crisp linens, a bedside table, and a lamp.

Indulge in a variety of dishes, including turkey sausage and bacon, at our buffet.

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property

Chester

8.6 out of 10, Excellent, (1014)

8.6/10

Excellent

(1014)

The price is CA $183

CA $183

CA $216 total

includes taxes & fees

Aug 3 - Aug 4

Holiday Inn Express Hotel & Suites Chester by IHG

Two beds with patterned bedspreads, a desk, chair, telephone, and lamp, and a large painting adorn this room.

Classic hotel with a central entrance and covered walkway.

Cozy retreat with a small desk, refrigerator, and comfortable sofa.

Experience the hotel's welcoming reception area, featuring a sleek counter, digital display, and framed recognitions.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.0 star property

Newburgh

5.4 out of 10, (1017)

5.4/10

(1017)

The price is CA $107

CA $107

CA $126 total

includes taxes & fees

Aug 3 - Aug 4

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Relax by the serene pool surrounded by lush greenery and a wooden deck.

Check-in at the reception desk, where friendly staff are ready to assist you.

Bathroom features a toilet, sink, mirror, and shower curtain.

Simple, functional rooms with individual driveways and parking spaces, set amidst well-maintained lawns and trees.

Days Inn by Wyndham Middletown

2.0 star property

New Hampton

6.4 out of 10, (638)

6.4/10

(638)

The price is CA $126

CA $126

CA $149 total

includes taxes & fees

Jul 27 - Jul 28

Days Inn by Wyndham Middletown

Two single beds with white bedding and bedside tables, complemented by framed artworks and a comfortable armchair.

Relax in this cozy space with a sofa, small table, and chairs, perfect for unwinding.

Enjoy a compact living space with a flat-screen TV, wooden dining table, and microwave for a convenient stay.

Cozy living space with a modern kitchenette, flat-screen TV, and a comfortable seating area.

Cobmin Ridge Motel

2.5 star property

Branchville

8.8 out of 10, Excellent, (191)

8.8/10

Excellent

(191)

The price is CA $116

CA $116

CA $129 total

includes taxes & fees

Jul 27 - Jul 28

Cobmin Ridge Motel

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.

Top landmarks in Middletown

Orange County Fair Speedway

You can catch an event at Orange County Fair Speedway, located 1.4 mi (2.2 km) from central Mechanicstown.

See propertiesSee properties in Orange County Fair Speedway

Orange County Fairgrounds

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.

See propertiesSee properties in Orange County Fairgrounds

Galleria at Crystal Run

If you like shopping, take time out to go to Galleria at Crystal Run when in Middletown.

See propertiesSee properties in Galleria at Crystal Run

Paramount Theatre

4/5(1 review)

You can enjoy a show at Paramount Theatre on your trip to Middletown. While in this family-friendly area, find time to visit its shops.

See propertiesSee properties in Paramount Theatre

Orange Regional Medical Center

Though Orange Regional Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Middletown while you are here.

See propertiesSee properties in Orange Regional Medical Center

Touro College of Osteopathic Medicine

Though Touro College of Osteopathic Medicine might be what brings you to town, perhaps you'll have a chance to explore more of Middletown while you are here.

See propertiesSee properties in Touro College of Osteopathic Medicine

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3 Star Hotels in Middletown

Middletown Hotels with Parking
Middletown Business Hotels
Middletown Family Hotels
Middletown Hotels with a Pool
Middletown Hotels with Free Breakfast
Middletown Pet Friendly Hotels
Middletown Hotels with a Gym
Middletown Cheap Hotels

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Sleep Inn & Suites Monroe - Woodbury
The Alder at Resorts World Catskills
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Holiday Inn Express Hotel & Suites Chester by IHG
Wildflower Farms, Auberge Resorts Collection
Howard Johnson by Wyndham Newburgh/West Point
Holiday Inn Express West Point by IHG
Hampton Inn Matamoras/Milford
FairBridge Inn & Suites at West Point
Courtyard by Marriott Newburgh Stewart Airport
Hampton Inn & Suites Newburgh Stewart Airport
Holiday Inn Express & Suites Montgomery by IHG
Homewood Suites Stewart Airport
Quality Inn near Mountain Creek
Americas Best Value Inn at Central Valley-Woodbury
Super 8 by Wyndham Montgomery Maybrook
Sussex Motel
YO1 Longevity & Health Resorts, Catskills
Mountain Creek
Days Inn by Wyndham Wurtsboro
Hampton Inn Monticello
Appalachian Motel
The Hamlet Inn at Warwick
West Point Motel
Ramada by Wyndham Newburgh/West Point
The Chatwal Lodge
High Point Motel
The Bradstan Boutique Hotel
Minnewaska Lodge
Days Inn by Wyndham Middletown
Myer Motel
The Factory
The Orange Inn Boutique Hotel
The Dutchess Inn and Spa at Beacon
Cadet Motel
Rodeway Inn Milford - I-84
Upstate Inn Monticello
Cobmin Ridge Motel
Village Motel
Scottish Inns Milford
Best Western Monticello
Villa Verde BB Greenwood Lake NY
Beacon Hotel
Rolling Hills Motel
Alpine Haus Bed & Breakfast Inn
La Posada
Hotel Fauchere
Cromwell Manor Inn
Cold Spring Hotel

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2 Star Hotels in Middletown

Check prices for these dates

2 Star Hotels in Middletown

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Top landmarks in Middletown

Orange County Fair Speedway

Orange County Fairgrounds

Keep exploring

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Most popular destinations

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