Pet-Friendly Hotels in Middletown
Middletown Hotels
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Middletown, New York, United States of America

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Pet-Friendly Hotels in Middletown

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your current months are August, 2025 and September, 2025.

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Pet-Friendly 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.

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.

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

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

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.

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.

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very Good, (1010)

8.4/10

Very Good

(1010)

The price is $139

$139

$157 total

includes taxes & fees

Aug 7 - Aug 8

Overlook Lodge at Bear Mountain

Relax by the fire pit in our outdoor seating area, surrounded by a beautifully landscaped garden.

Enjoy a warm breakfast at our café, where a variety of options are available at the counter and comfortable seating areas offer a view of the outside.

Welcome to our hotel lobby, featuring a central column, reception desk, and comfortable seating area.

Relax in this stylish room with a large bed, armchair, and desk, offering a peaceful view of the surrounding trees.

Courtyard by Marriott Middletown Goshen

3.0 star property

Middletown

8.6 out of 10, Excellent, (933)

8.6/10

Excellent

(933)

The price is $101

$101

$119 total

includes taxes & fees

Aug 3 - Aug 4

Courtyard by Marriott Middletown Goshen

Relax by the pool surrounded by lounge chairs and enjoy the adjacent seating area.

Two single beds with white linens and dark headboards, a desk with a lamp and chair, and a large window with curtains.

Relax in this spacious living area with a high ceiling, stone wall, and glass door leading to an outdoor space.

Enjoy dining in this elegant space with round tables and a beautiful view of the surrounding greenery.

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property

Matamoras

8.4 out of 10, Very Good, (1013)

8.4/10

Very Good

(1013)

The price is $108

$108

$118 total

includes taxes & fees

Aug 3 - Aug 4

Best Western Hunt's Landing Hotel Matamoras/Milford

LA QUINTA offers a sleek, contemporary design with a covered entrance and multiple windows.

Welcome to our reception area, featuring a spacious design with two reception counters and a stunning panoramic mural.

Relax in our spacious lobby with a central seating area, long table, and large flat-screen TV.

Relax in a spacious room with a large bed, flat-screen TV, and comfortable armchair.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property

Middletown

9.2 out of 10, Wonderful, (766)

9.2/10

Wonderful

(766)

The price is $110

$110

$130 total

includes taxes & fees

Aug 3 - Aug 4

La Quinta Inn & Suites by Wyndham Middletown-Goshen

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 our lobby, featuring a central reception desk and two staircases leading to upper floors, with free Wi-Fi available in all rooms.

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, (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

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.

Two single beds and a desk area with a chair, offering a comfortable space to work and rest.

Enjoy al fresco dining amidst lush surroundings and scenic views.

High Point Motel

2.0 star property

Sussex

8.6 out of 10, Excellent, (54)

8.6/10

Excellent

(54)

The price is $86

$86

$96 total

includes taxes & fees

Jul 29 - Jul 30

High Point Motel

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 by the pool, surrounded by comfortable seating and a serene 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

Indulge in a variety of breakfast options at our self-service buffet.

Two single beds with white linens and wooden headboards, accompanied by bedside tables and a modern floor lamp.

Relax in a stylish lounge area with sofas, armchairs, and a small table, surrounded by framed artworks and a flat-screen TV.

Relax in the stylish lobby with a seating area, reception desk, and large window offering a view of the outdoors.

Holiday Inn Express & Suites Middletown - Goshen by IHG

2.5 star property

Middletown

8.8 out of 10, Excellent, (667)

8.8/10

Excellent

(667)

The price is $123

$123

$145 total

includes taxes & fees

Jul 30 - Jul 31

Holiday Inn Express & Suites Middletown - Goshen by IHG

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 $68

$68

$77 total

includes taxes & fees

Aug 10 - Aug 11

Appalachian 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.

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

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

Quality Inn near Mountain Creek

2.5 star property

Vernon

7.6 out of 10, Good, (918)

7.6/10

Good

(918)

The price is $87

$87

$100 total

includes taxes & fees

Aug 20 - Aug 21

Quality Inn near Mountain Creek

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.

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

Bathroom features a shower with a glass door and metal showerhead.

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

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

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

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

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

Welcome to this charming two-story house with a welcoming front porch and beautifully manicured surroundings.

Classic bedroom with a large bed, dresser, and vintage chair, offering a comfortable retreat.

Stroll through the beautifully maintained garden, surrounded by vibrant flowers and a majestic coniferous tree.

Stunning hallway leads to a dining area with a wooden table and comfortable chairs.

Borland House Inn

3.0 star property

Montgomery

9.2 out of 10, Wonderful, (124)

9.2/10

Wonderful

(124)

The price is $114

$114

$129 total

includes taxes & fees

Jul 29 - Jul 30

Borland House Inn

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

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

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

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

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 headboards and white bedding, set against a neutral backdrop.

Relax in this stylish room with a central table, comfortable seating, and a kitchen area.

Experience the sleek, modern lobby with a reception desk, cityscape artwork, and contemporary painting.

Relax in a serene space with a seating area, large window, and balcony offering a view of the outside.

The Hamlet Inn at Warwick

2.5 star property

Warwick

7.4 out of 10, Good, (115)

7.4/10

Good

(115)

The price is $95

$95

$107 total

includes taxes & fees

Jul 29 - Jul 30

The Hamlet Inn at Warwick

Relax by the warm fireplace in our inviting lobby area, surrounded by comfortable seating and lush greenery.

Hotel features a symmetrical facade with uniform windows and a central entrance.

Enjoy casual dining in our spacious dining area with communal tables and a kitchen bar.

Two beds with white linens and patterned bedspreads, a flat-screen TV, and a large mirror.

Microtel Inn & Suites by Wyndham Middletown

2.0 star property

Middletown

7.0 out of 10, Good, (1004)

7.0/10

Good

(1004)

The price is $110

$110

$130 total

includes taxes & fees

Jul 31 - Aug 1

Microtel Inn & Suites by Wyndham Middletown

Welcome to our hotel lobby, featuring a central reception desk and a variety of seating options.

Guests enter under a covered area with a canopy supported by columns, surrounded by a well-maintained lawn and a modern hotel building.

Relax in a spacious room with a large bed, desk, and seating area, featuring a bathroom with a shower and bathtub.

Relax in a spacious lobby with sofas, armchairs, and a unique hanging chair, surrounded by natural light and modern pendant lights.

Tru by Hilton Middletown

2.5 star property

Middletown

8.4 out of 10, Very Good, (916)

8.4/10

Very Good

(916)

The price is $139

$139

$164 total

includes taxes & fees

Jul 30 - Jul 31

Tru by Hilton Middletown

Relax in our stylish lobby, featuring a central bar with comfortable seating and a large screen TV.

Two single beds with white linens, flat-screen TV, and wall-mounted heater.

Enjoy a comfortable stay in this well-appointed room featuring a kitchenette, seating area, and large window.

Experience the Hampton Inn & Suites' modern design, featuring a spacious parking lot and lush surroundings.

Hampton Inn & Suites Newburgh Stewart Airport

2.5 star property

Newburgh

9.2 out of 10, Wonderful, (922)

9.2/10

Wonderful

(922)

The price is $152

$152

$180 total

includes taxes & fees

Aug 3 - Aug 4

Hampton Inn & Suites Newburgh Stewart Airport

Surrounded by mature trees, this serene outdoor space offers a peaceful retreat.

Stairs lead upwards with a fire alarm nearby.

Relax in comfort with a vending machine, armchair, and snacks available at your fingertips.

Enjoy a view of the surrounding residential area from this corner room, featuring a table and two chairs.

Cold Spring Hotel

3.0 star property

Cold Spring

8.6 out of 10, Excellent, (150)

8.6/10

Excellent

(150)

The price is $180

$180

$210 total

includes taxes & fees

Aug 14 - Aug 15

Cold Spring Hotel

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

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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Pet-Friendly Hotels in Middletown

Check prices for these dates

Pet-Friendly Hotels in Middletown

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Top landmarks in Middletown

Orange County Fair Speedway

Orange County Fairgrounds

Keep exploring

Keep exploring