Hotels in Pine Island

Q: What accommodations do travelers like in Pine Island?

Guests like Sleep Inn & Suites Middletown - Goshen , Holiday Inn Express Hotel & Suites Chester by IHG and LEGOLAND Hotel NEW York .

Where to?

Dates

November 2026

December 2026

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Where to stay in Pine Island?

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

1. Sleep Inn & Suites Middletown - Goshen

Middletown

$118 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with colorful umbrellas and lounge chairs.

2. LEGOLAND Hotel NEW York

Goshen

$221 total

includes taxes & fees

Nov 6 - Nov 7

3. Alpine Lodge

Vernon

$92 total

includes taxes & fees

Nov 8 - Nov 9

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

4. Appalachian Motel

Vernon

$77 total

includes taxes & fees

Nov 18 - Nov 19

A Simon Premium Outlet sign at Woodbury Commons.

5. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

$119 total

includes taxes & fees

Nov 15 - Nov 16

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.

6. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

$159 total

includes taxes & fees

Nov 8 - Nov 9

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

7. Tru by Hilton Middletown

Middletown

$96 total

includes taxes & fees

Nov 29 - Nov 30

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.

8. Sussex Motel

Sussex

$94 total

includes taxes & fees

Nov 8 - Nov 9

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

9. High Point Motel

Sussex

$106 total

includes taxes & fees

Nov 9 - Nov 10

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

10. The Hamlet Inn at Warwick

Warwick

$123 total

includes taxes & fees

Nov 8 - Nov 9

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

Middletown

$134 total

includes taxes & fees

Nov 22 - Nov 23

A compact hotel room with two beds, a kitchenette, a dining area, and a view of a rocky landscape.

12. Rolling Hills Motel

Sussex

$95 total

includes taxes & fees

Nov 17 - Nov 18

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

13. Hampton Inn by Hilton Middletown

Middletown

$114 total

includes taxes & fees

Nov 22 - Nov 23

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

14. Courtyard by Marriott Middletown Goshen

Middletown

$119 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with a modern facade, multiple floors, and a covered entrance area.

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

Middletown

$105 total

includes taxes & fees

Dec 6 - Dec 7

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

16. Candlewood Suites Middletown Goshen by IHG

Middletown

$139 total

includes taxes & fees

Dec 6 - Dec 7

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

17. Sleep Inn & Suites Monroe - Woodbury

Monroe

$120 total

includes taxes & fees

Nov 29 - Nov 30

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

18. Mountain Creek

Vernon

$300 total

includes taxes & fees

Nov 8 - Nov 9

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

19. Alpine Haus Bed & Breakfast Inn

Vernon

$229 total

includes taxes & fees

Nov 8 - Nov 9

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

20. Days Inn by Wyndham Middletown

New Hampton

$95 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Go beyond your typical stay in Pine Island

Top landmarks in Pine Island

Pine Island Town Park

If you like spending time outside, why not spend the afternoon at Pine Island Town Park, a park in the heart of Pine Island. Want to stretch your legs some more? Head to Frederick Franck's Pacem in Terris, located nearby.

See properties

Check out reviews of Pine Island hotels guests love

Sleep Inn & Suites Middletown - Goshen

Middletown

10/10 Exceptional

Damion

High Point Motel

Sussex

10/10 Exceptional

Oswald

LEGOLAND Hotel NEW York

Goshen

10/10 Exceptional

An amazing kid-friendly hotel. Theming and Lego branding is everywhere, and there’s so many fun creations to take pictures with. The disco dance party in the elevators is a bit loud, but we did find that one of the 3 was quiet - it is not marked, so if you have sensory sensitive kids beware which elevator you take. The only downside was that the pool is outdoors and was closed for the season when we visited. If the hotel had an indoor water area I don’t think my kids would have ever left. Lots...

Melissa

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

10/10 Exceptional

jonathan

Candlewood Suites Middletown Goshen by IHG

Middletown

10/10 Exceptional

JOSEPH

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Exceptional

Jordan

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

The Orange Inn Boutique Hotel

Goshen

10/10 Exceptional

Luis

Sussex Motel

Sussex

10/10 Exceptional

Kyle

Tru by Hilton Middletown

Middletown

10/10 Exceptional

Love coming to this hotel, it has a wonderful atmosphere, caring staff and the environment is throughly clean and friendly. Saxida is very lovley and accommodating she definitely cares about the guests that come in and any problems that may occur she is urgent to fix it I appreciate how she remembered who I was and her energy is full of light. I appreciate everything this hotel has to offer and will be returning to make more fun memories in the future!

Daniela

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

Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

10/10 Exceptional

Lonice

Alpine Haus Bed & Breakfast Inn

Vernon

10/10 Exceptional

Alpine Haus makes it a point to makes guests feel right at home. I was in town for a Spartan race weekend, and booking Alpnie Haus was a desperate last resort, as I was skeptical about staying at a B&B. When I walked through the door for the 1st time, the owner, Anil, greeted me by 1st name. He makes it a point to truly welcome each guest, and makes it his goal to ensure they’ve had a pleasant stay. I almost hate to spread the word about this hidden treasure, but Anil made my Alpine Haus stay so...

Sandy

A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

Scottish Inns Milford

Milford

10/10 Exceptional

We were very impressed with our stay. Bed was comfortable and was delighted about the cleanliness of the room and the bathroom. Was so happy with the night light as we always forget ours. Navigating in the dark is a challenge so we were very thankful to see one. The tray with goodies was very nice as well. Will definitely stay again when we come up North. We highly recommend the motel and love the new look.

Buster

A large, two-story white house with a wrap-around porch and a small front garden.

The Dominion House Bed & Breakfast

Chester

10/10 Exceptional

Cindy

Appalachian Motel

Vernon

10/10 Exceptional

Cathleen

Hampton Inn by Hilton Middletown

Middletown

10/10 Exceptional

Destiny

A two-story house with a red front door, a chimney, and a well-maintained lawn.

Villa Verde BB Greenwood Lake NY

Monroe

10/10 Exceptional

Alan

Courtyard by Marriott Middletown Goshen

Middletown

10/10 Exceptional

Kathleen

Frequently Asked Questions

What accommodations do travelers like in Pine Island?

Guests like Sleep Inn & Suites Middletown - Goshen, Holiday Inn Express Hotel & Suites Chester by IHG and LEGOLAND Hotel NEW York.

Can I book a refundable accommodation in Pine Island?

If you need the flexibility to change your travel plans to Pine Island, most accommodations offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Pine Island be like during my vacation?

July and August are typically the warmest months in Pine Island when the average temp is 69°F. January and February are the coldest months when the average temperature is 32°F. July and October are the months with the most rain.

Why should I book my Pine Island accommodation with Hotels.com?

There are lots of reasons to book your Pine Island trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.