Book Hotels in Pine Island, NY

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Top Pine Island hotels

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
Fully refundable
$81 nightly
The price is $92 total per night from Feb 8 to Feb 9
$92 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour ...
Our room was clean and staff was friendly.

Reviewed on Jan 1, 2026

Opens in a new windowSleep Inn & Suites Monroe - Woodbury
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free train station ...
When we went to Woodbury outlets we are always stayed Hampton Inn. Good location

Reviewed on Jan 11, 2026

Opens in a new windowHampton Inn Harriman Woodbury
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

2.5 out of 5
122 Westfall Town Dr Matamoras PA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $102 total per night from Feb 8 to Feb 9
$102 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Comfortable clean room with good breakfast

Reviewed on Jan 2, 2026

Opens in a new windowHampton Inn Matamoras/Milford
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$98 nightly
The price is $116 total per night from Feb 2 to Feb 3
$116 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Great

Reviewed on Jan 8, 2026

Opens in a new windowSleep Inn & Suites Middletown - Goshen
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209 Matamoras PA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Jan 19 to Jan 20
$99 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
The staff were great, nice lobby, clean rooms. Only downsides were the bathrooms haven’t been updated in many years, and the breakfast was subpar.

Reviewed on Jan 5, 2026

Opens in a new windowBest Western Hunt's Landing Hotel Matamoras/Milford
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing Middletown NY
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $98 total per night from Jan 27 to Jan 28
$98 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Clean Rooms, clean hotel overall. Plenty of parking.

Reviewed on Jan 4, 2026

Opens in a new windowHampton Inn by Hilton Middletown
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
$90 nightly
The price is $106 total per night from Jan 22 to Jan 23
$106 total
Jan 22 - Jan 23
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the ...
Yanki was very helpful , attentive and friendly. The breakfast was lousy ! It was the same thing every day . They had coffee and tea available. Parking was easy . Clean room .

Reviewed on Jan 9, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Chester by IHG
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing Middletown NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Jan 18 to Jan 19
$109 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business ...
Room was really nice and spacious and clean. Definitely nicer than most. The lobby was beautiful with fireplaces and comfortable furniture. It was just the food situation and sparse staffing that would make me never stay here again. There was no complimentary coffee in the lobby — even the cheepest ...

Reviewed on Jan 5, 2026

Opens in a new windowCourtyard by Marriott Middletown Goshen
Mountain Creek

Mountain Creek

3 out of 5
200 Route 94 Vernon NJ
$263 nightly
The price is $301 total per night from Jan 20 to Jan 21
$301 total
Jan 20 - Jan 21
Total with taxes and fees
The ski-in/ski-out access and water park are among the highlights at this hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are ...
Cozy and comfortable bed!

Reviewed on Jan 6, 2026

Opens in a new windowMountain Creek
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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.

Frequently asked questions

What are the top kid-friendly hotels in Pine Island?
Get comfortable at Cider Mill Inn Bed and Breakfast and make traveling with young ones a more laid-back experience. This popular option in Pine Island comes with amenities that make family visits easier, such as a swimming pool.
Where can I find cheap hotels in Pine Island?
At Travelocity you'll find really nice hotels in Pine Island at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pine Island rather than in Pine Island. We may find you even better rates, too.
How do I find the best Pine Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Pine Island then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Pine Island?
The cheapest hotel in Pine Island is $92. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Pine Island?
There are 637 hotels in Pine Island on Travelocity.
What are the best hotels in Pine Island?
Pine Island has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pine Island for you!
When is the best time to visit Pine Island?
If you want the joy of a fun-filled trip in peak season, visit Pine Island during April, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Pine Island?
Based on historic data is usually the cheapest month to visit Pine Island. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Pine Island?
There are multiple hotels in Pine Island that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pine Island. We have plenty of kid-friendly hotels in Pine Island to choose from on Travelocity!
Why book a hotel in Pine Island through Travelocity?
Because we have the top hotels in Pine Island! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Pine Island on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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