𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pine Island (2026)

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Our top choices for Pine Island hotels

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

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

A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

1. Sleep Inn & Suites Middletown - Goshen

Middletown

Mark

S$153

includes taxes & fees

8 Nov - 9 Nov

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

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

2. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

WARREN

S$175

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with colorful umbrellas and lounge chairs.

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

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.

3. LEGOLAND Hotel NEW York

Goshen

Kylaia

S$360

includes taxes & fees

12 Oct - 13 Oct

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.

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.

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

4. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Aeron

S$203

includes taxes & fees

2 Nov - 3 Nov

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

Rebecca

S$123

includes taxes & fees

8 Nov - 9 Nov

A modern room with a marble table and four purple chairs, a large window with blinds, and a framed picture on the wall.

A modern kitchen with a marble countertop and a dining area with a white table and purple chairs.

A modern hotel lobby with a marble reception desk, framed pictures on the walls, and a large window with blinds.

A hotel room with two beds, a large mirror, and a framed picture on the wall.

6. The Hamlet Inn at Warwick

Warwick

Micah

S$111

includes taxes & fees

12 Oct - 13 Oct

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

A pond with a gazebo, surrounded by trees and a small building in the background.

A room with wooden paneling, a painting of a landscape, a clock, and a sofa with pillows.

7. High Point Motel

Sussex

Dakhil

S$116

includes taxes & fees

11 Oct - 12 Oct

A room with a bed, a window with curtains, and a view of greenery outside.

A motel with a parking lot, a large evergreen tree, and a hilly backdrop.

A kitchen with white cabinets, a dining table with a blue chair, a window with a view of hills, and a framed picture on the wall.

A reception area with a desk, American flag, and various framed pictures on the wall.

8. Appalachian Motel

Vernon

Naila

S$100

includes taxes & fees

12 Oct - 13 Oct

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

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.

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

9. Hampton Inn by Hilton Middletown

Middletown

Myung

S$127

includes taxes & fees

9 Nov - 10 Nov

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

A modern hotel lobby with a fireplace, comfortable seating, and a television.

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

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

10. Courtyard by Marriott Middletown Goshen

Middletown

Kim

S$153

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

11. Candlewood Suites Middletown Goshen by IHG

Middletown

Antonio

S$178

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

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

Middletown

Carlos

S$171

includes taxes & fees

2 Nov - 3 Nov

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

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

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

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

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

Middletown

Mignonne

S$172

includes taxes & fees

8 Nov - 9 Nov

A room with two beds, a wooden headboard, a wall sign saying "home sweet home", and a window with a view of a car and greenery outside.

A motel with multiple rooms, a parking lot, and a clear sky.

A living room with two armchairs, a coffee table, a flat-screen TV, a microwave, and a small table with a lamp.

A bedroom with a bed, a chair, a desk with a computer, and a TV.

14. Sussex Motel

Sussex

Michael

S$133

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

15. Days Inn by Wyndham Middletown

New Hampton

Susan

S$116

includes taxes & fees

1 Nov - 2 Nov

A large, multi-story building with a prominent entrance and a covered walkway.

A modern kitchen with a dining area, a sofa, and a TV.

A hotel with multiple balconies, a swimming pool, and a landscaped garden area.

A hotel with a large pool, outdoor seating, and a landscaped garden.

16. Mountain Creek

Vernon

Abner

S$384

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.

A modern hotel lobby with seating areas, a bar, and a television screen.

A modern hotel room with a flat-screen TV, a fireplace, a desk with a computer, and comfortable seating.

A hotel entrance with stone pillars, a covered walkway, and a bench.

17. Sleep Inn & Suites Monroe - Woodbury

Monroe

Ian

S$161

includes taxes & fees

1 Nov - 2 Nov

A small, single-story house with a steeply pitched roof, a front porch, and a staircase leading to the entrance.

A table with a coffee maker, teapot, cups, and a decorative item against a wall with a framed painting.

A bedroom with a four-poster bed, a fireplace, a wooden table, and a chair.

A covered porch with white wicker furniture, a swan decoration, and a table with books.

18. Alpine Haus Bed & Breakfast Inn

Vernon

Debbie

S$264

includes taxes & fees

11 Oct - 12 Oct

A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.

A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

19. Hampton Inn Matamoras/Milford

Matamoras

brian

S$134

includes taxes & fees

8 Nov - 9 Nov

A building with a stone facade, a covered entrance, and a clear sky.

A reception desk at Alpine Lodge with a clock, a sign about rewards, and a flower vase.

A hotel room with a desk, chair, television, microwave, refrigerator, and a trash bin.

A bathroom with a granite countertop sink, a large mirror, and a hairdryer on the wall.

20. Alpine Lodge

Vernon

S$123

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Pine Island attractions

Pine Island Town Park

Explore the great outdoors at Pine Island Town Park, a lovely green space in Pine Island. Discover the area's mountain views and seek out the ski slopes.

See properties

Scenic Farms Golf Course

Enjoy a round of golf in Pine Island at Scenic Farms Golf Course. Discover the area's mountain views and seek out the ski slopes.

See properties

Top Pine Island Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"Newer property, well kept and very clean."

Tru by Hilton Middletown

10/10 Excellent

"The room was clean and the linens were nice. The breakfast was pretty good. The staff was extremely friendly and knowledgeable."

Best Western Hunt's Landing Hotel Matamoras/Milford

8/10 Good

"The rooms need some updating ."

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"I have enjoyed three stays at the Sleep Inn. Friendly and helpful staff. Very good breakfast. Keurig coffee maker with free pods in my room plus microwave and large refrigerator."

Hampton Inn Matamoras/Milford

10/10 Excellent

"The room is clean and hot breakfast selection is good.If you're in Milford area this is a good hotel to stay.Short drive or walk to some dining area as well."

Americas Best Value Inn at Central Valley-Woodbury

10/10 Excellent

"None"

Appalachian Motel

8/10 Good

"The property looks nice from the outside and is very clean on the inside and the staff is super nice but the rooms definitely need some updating. If they update the rooms it would be a 10/10"

More cheap stays in Pine Island

Tru by Hilton Middletown

41 Dunning Road Middletown NY

S$123

8 Nov - 9 Nov

includes taxes & fees

8.6/10 Excellent! (1,002 reviews)

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

S$153

8 Nov - 9 Nov

includes taxes & fees

8.8/10 Excellent! (1,223 reviews)

Sleep Inn & Suites Monroe - Woodbury

1 Sleep Way Monroe NY

S$161

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (1,106 reviews)

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

S$175

10 Nov - 11 Nov

includes taxes & fees

Comfort Suites Central Valley - Woodbury

100 Estrada Road Central Valley NY

S$176

9 Nov - 10 Nov

includes taxes & fees

Hampton Inn Harriman Woodbury

60 Centre Dr Central Valley NY

S$186

1 Nov - 2 Nov

includes taxes & fees

Frequently asked questions

What's the best place to stay in Pine Island?

Sleep Inn & Suites Middletown - Goshen, located 8.6 mi (13.8 km) from the heart of Pine Island, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are La Quinta Inn & Suites by Wyndham Middletown-Goshen and Holiday Inn Express Hotel & Suites Chester by IHG. See all available top hotels, or vacation rentals in Pine Island.

If I need to cancel my hotel reservation in Pine Island, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pine Island.

What is staying in Pine Island like?

Visitors can enjoy all that Pine Island has to offer, including the golf courses, mountain views and riverfront. This city also attracts tourists with its welcoming locals. There are 679 hotels and other accommodation options in the surrounding area. Find out more about Pine Island.

What should I do while I'm visiting Pine Island?

A couple of favourite places to visit are Pine Island Town Park and Scenic Farms Golf Course. You'll also find Warwick Valley Winery and Distillery and Applewood Winery in the area. Take a look at what more there is to see and do in Expedia's Pine Island guide.

What's the seasonal weather like in Pine Island?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Pine Island are February, January, November and March, with each month seeing an average of 18 cm of snowfall.

Pine Island Hotels from S$100

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pine Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pine Island hotels

1. Sleep Inn & Suites Middletown - Goshen

2. Holiday Inn Express Hotel & Suites Chester by IHG

3. LEGOLAND Hotel NEW York

4. Fairfield Inn & Suites by Marriott Goshen Middletown

5. Tru by Hilton Middletown

6. The Hamlet Inn at Warwick

7. High Point Motel

8. Appalachian Motel

9. Hampton Inn by Hilton Middletown

10. Courtyard by Marriott Middletown Goshen

11. Candlewood Suites Middletown Goshen by IHG

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

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

14. Sussex Motel

15. Days Inn by Wyndham Middletown

16. Mountain Creek

17. Sleep Inn & Suites Monroe - Woodbury

18. Alpine Haus Bed & Breakfast Inn

19. Hampton Inn Matamoras/Milford

20. Alpine Lodge

Stay near popular Pine Island attractions

Pine Island Town Park

Scenic Farms Golf Course

Top Pine Island Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Tru by Hilton Middletown

Best Western Hunt's Landing Hotel Matamoras/Milford

Sleep Inn & Suites Middletown - Goshen

Hampton Inn Matamoras/Milford

Americas Best Value Inn at Central Valley-Woodbury

Appalachian Motel

More cheap stays in Pine Island

Tru by Hilton Middletown

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Monroe - Woodbury

Holiday Inn Express Hotel & Suites Chester by IHG

Comfort Suites Central Valley - Woodbury

Hampton Inn Harriman Woodbury

Frequently asked questions

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