Find Hotels with a Pool in Pine Island, NY

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Pine Island Hotels with a Pool

Our top choices for Pine Island hotels with a pool

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1008)
"Great stay and room was very nice"
United States
Emmanuel
$95 nightly
The price is $117
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Harriman Woodbury

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
$294 nightly
The price is $346
Dec 22 - Dec 23
Total with taxes and fees
LEGOLAND Hotel NEW York

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1007)
"The staff was excellent "
United States
Kelley
$82 nightly
The price is $97
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$93 nightly
The price is $109
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
$101 nightly
The price is $124
Dec 21 - Dec 22
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Love this hotel "
United States
Jennifer
$100 nightly
The price is $118
Jan 11 - Jan 12, 2026
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (593)
"I love "
United States
Niralkumar
$99 nightly
The price is $112
Jan 2 - Jan 3, 2026
Total with taxes and fees
Days Inn by Wyndham Wurtsboro

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (937)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
$116 nightly
The price is $138
Jan 11 - Jan 12, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.4 out of 10, Very Good, (1001)
"Friendly staff, nice and clean room and breakfast area."
United States
Jean
$91 nightly
The price is $99
Dec 21 - Dec 22
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
$215 nightly
The price is $243
Dec 16 - Dec 17
Total with taxes and fees
The Dominion House Bed & Breakfast
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 Pine Island Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Pine Island?
Hampton Inn Harriman Woodbury: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Features daily, an indoor pool, and complimentary wired internet access. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Offers daily, an indoor pool, and free self parking. Sleep Inn & Suites Middletown - Goshen: Provides continental, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool, and complimentary wired internet access. Best Western Hunt's Landing Hotel Matamoras/Milford: Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Pine Island?
Surround yourself with nature at Pine Island Town Park. Discover sights such as Scenic Farms Golf Course during your stay.
When is the best time to book a hotel with a pool in Pine Island?
You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Pine Island in the warmest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 32°F.

Explore a world of travel with Expedia