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.

Restful retreat with a neatly made bed and modern amenities.

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

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

Hampton Inn Harriman Woodbury

2.5 star property

Central Valley

9.2 out of 10, Wonderful, (1018)

9.2/10

Wonderful

(1018)

The price is $127

$127

$156 total

includes taxes & fees

Aug 6 - Aug 7

Hampton Inn Harriman Woodbury

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

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

Welcome to Sleep Inn & Suites, featuring a flat roof and covered entrance with a canopy.

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

Sleep Inn & Suites Monroe - Woodbury

2.5 star property

Monroe

9.4 out of 10, Exceptional, (1016)

9.4/10

Exceptional

(1016)

The price is $113

$113

$127 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.

Stylish hotel entrance with a covered walkway leading to the main entrance.

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.

Sleep Inn & Suites Middletown - Goshen

2.5 star property

Middletown

8.6 out of 10, Excellent, (1027)

8.6/10

Excellent

(1027)

The price is $101

$101

$119 total

includes taxes & fees

Aug 24 - Aug 25

Sleep Inn & Suites Middletown - Goshen

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

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

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

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

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property

Montgomery

8.8 out of 10, Excellent, (742)

8.8/10

Excellent

(742)

The price is $111

$111

$129 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 the stylish lobby, featuring a seating area with armchairs and a sofa, a decorative wall piece, and a staircase.

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.

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

2.0 star property

New Windsor

8.4 out of 10, Very Good, (1012)

8.4/10

Very Good

(1012)

The price is $124

$124

$140 total

includes taxes & fees

Jul 29 - Jul 30

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.

Relax in comfort with a large bed, patterned bedspread, and a wall-mounted mirror.

Scottish Inns Milford

2.0 star property

Milford

9.0 out of 10, Wonderful, (953)

9.0/10

Wonderful

(953)

The price is $99

$99

$108 total

includes taxes & fees

Jul 29 - Jul 30

Scottish Inns Milford

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

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

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

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

Hampton Inn Matamoras/Milford

2.5 star property

Matamoras

8.8 out of 10, Excellent, (1011)

8.8/10

Excellent

(1011)

The price is $117

$117

$128 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 this stylish living room with a fireplace, flat-screen TV, and comfortable seating for two.

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

Relax under the shade of two large umbrellas at this outdoor patio, surrounded by a white pergola and a brick building with large windows.

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property

Goshen

8.8 out of 10, Excellent, (975)

8.8/10

Excellent

(975)

The price is $110

$110

$135 total

includes taxes & fees

Aug 4 - Aug 5

Fairfield Inn & Suites by Marriott Goshen Middletown

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

Classic hotel room with a large bed, sitting area, and modern amenities.

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

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, (362)

9.4/10

Exceptional

(362)

The price is $95

$95

$104 total

includes taxes & fees

Jul 30 - Jul 31

Myer Motel

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

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

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

Relax by the pool surrounded by a shaded patio with a table and comfortable seating.

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 $103

$103

$122 total

includes taxes & fees

Aug 24 - Aug 25

Hampton Inn by Hilton Middletown

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

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

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

Enjoy al fresco dining amidst lush surroundings and scenic views.

High Point Motel

2.0 star property

Sussex

8.6 out of 10, Excellent, (53)

8.6/10

Excellent

(53)

The price is $86

$86

$96 total

includes taxes & fees

Jul 29 - Jul 30

High Point Motel

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

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

Enjoy a convenient breakfast at our hotel, where a self-service food station offers a variety of items, including hot beverages and cereal.

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

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 $87

$87

$100 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.

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

Enjoy a compact room with two single beds, a kitchenette, and a desk for work or leisure.

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, (162)

8.4/10

Very Good

(162)

The price is $86

$86

$96 total

includes taxes & fees

Aug 10 - Aug 11

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, (321)

8.8/10

Excellent

(321)

The price is $84

$84

$94 total

includes taxes & fees

Jul 29 - Jul 30

Sussex Motel

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

Enjoy a serene view of the lush landscape from the comfort of this room, featuring a large window and a cozy daybed.

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

Appalachian Motel

2.0 star property

Vernon

7.6 out of 10, Good, (487)

7.6/10

Good

(487)

The price is $68

$68

$77 total

includes taxes & fees

Aug 10 - Aug 11

Appalachian Motel

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

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

Experience the perfect blend of traditional and modern architecture from a vantage point above the lush surroundings.

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

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very Good, (1008)

8.4/10

Very Good

(1008)

The price is $139

$139

$157 total

includes taxes & fees

Aug 3 - Aug 4

Overlook Lodge at Bear Mountain

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

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.

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

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property

Chester

8.6 out of 10, Excellent, (1015)

8.6/10

Excellent

(1015)

The price is $116

$116

$137 total

includes taxes & fees

Jul 31 - Aug 1

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.

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

Classic hotel with a central entrance and covered walkway.

Enjoy a quick coffee or snack at this cozy café, where a coffee machine and kettle are always ready to serve.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.0 star property

Newburgh

5.4 out of 10, (1020)

5.4/10

(1020)

The price is $77

$77

$91 total

includes taxes & fees

Aug 12 - Aug 13

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

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

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

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

Two single beds with matching headboards and footboards, a desk with a flat-screen TV, and a large window with a view of the outdoors.

Days Inn by Wyndham Middletown

2.0 star property

New Hampton

6.4 out of 10, (642)

6.4/10

(642)

The price is $98

$98

$115 total

includes taxes & fees

Jul 29 - Jul 30

Days Inn by Wyndham Middletown

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

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

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

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 $85

$85

$95 total

includes taxes & fees

Jul 29 - Jul 30

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

4/5(5 reviews)

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

4.5/5(4 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.

See propertiesSee properties in Orange County Fairgrounds

Galleria at Crystal Run

4/5(20 reviews)

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

3.5/5(28 reviews)

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
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Middletown Cheap Hotels

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Wildflower Farms, Auberge Resorts Collection
Fairfield Inn & Suites by Marriott Goshen Middletown
Sleep Inn & Suites Monroe - Woodbury
The Alder at Resorts World Catskills
Mountain Creek
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn & Suites Newburgh Stewart Airport
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
Holiday Inn Express & Suites Montgomery by IHG
Homewood Suites Stewart Airport
Ramada by Wyndham Newburgh/West Point
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
Days Inn by Wyndham Wurtsboro
Days Inn by Wyndham Middletown
Hampton Inn Monticello
Appalachian Motel
The Hamlet Inn at Warwick
West Point Motel
The Factory
The Chatwal Lodge
High Point Motel
The Bradstan Boutique Hotel
Minnewaska Lodge
Myer Motel
The Orange Inn Boutique Hotel
The Dutchess Inn and Spa at Beacon
Cadet Motel
Rodeway Inn Milford - I-84
Cobmin Ridge Motel
Upstate Inn Monticello
Village Motel
Rolling Hills Motel
Scottish Inns Milford
Best Western Monticello
Villa Verde BB Greenwood Lake NY
Beacon Hotel
Alpine Haus Bed & Breakfast Inn
La Posada
River's Edge
Hotel Fauchere

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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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