Find hotels in Pine Island, NY from $88

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Our top choices for Pine Island hotels

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Room was clean and staff was great!"
United States
Annemarie
$80 nightly
The price is $94
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn by Hilton Middletown

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1005)
"The room was very clean, comfortable bed, good service and at a reasonable price."
Canada
DIMITRIOS
$85 nightly
The price is $96
Jan 1 - Jan 2, 2026
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (978)
"Nice hotel. Close to golf,"
United States
Joseph
$86 nightly
The price is $99
Jan 18 - Jan 19, 2026
Total with taxes and fees
Quality Inn near Mountain Creek

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.4 out of 10, Very Good, (1001)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
$84 nightly
The price is $99
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (959)
"Staff both during check in and out were great . Great stay ."
United States
david
$89 nightly
The price is $106
Jan 1 - Jan 2, 2026
Total with taxes and fees
Tru by Hilton Middletown

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
Jan 2 - Jan 3, 2026
Total with taxes and fees
LEGOLAND Hotel NEW York

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)
"breakfast was excellent, good variety, hot, very clean - great staff member she deserves a kudo!"
United States
Clark
$91 nightly
The price is $99
Jan 4 - Jan 5, 2026
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford

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, (1001)
"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
Jan 1 - Jan 2, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1004)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$97 nightly
The price is $114
Jan 11 - Jan 12, 2026
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

Tom Quick Inn

Tom Quick Inn
3.5 star property
Milford
9.0 out of 10, Wonderful, (153)
"The room was comfy and the staff was very welcoming."
United States
Mary
$92 nightly
The price is $101
Dec 29 - Dec 30
Total with taxes and fees
Tom Quick Inn

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.8 out of 10, Excellent, (1001)
"Clean room, decent breakfast, courteous staff. "
United States
Christopher E
$98 nightly
The price is $106
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn Matamoras/Milford

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (596)
"Very clean and quiet "
United States
Jeanette
$95 nightly
The price is $107
Dec 28 - Dec 29
Total with taxes and fees
Days Inn by Wyndham Wurtsboro

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 28 - Dec 29
Total with taxes and fees
Borland House Inn

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (801)
"Clean quiet and nice reception "
United States
Nick
$90 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1001)
"Love this hotel "
United States
Jennifer
$104 nightly
The price is $123
Jan 18 - Jan 19, 2026
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (370)
"Kind lady. Warm room. Can’t complain"
United States
Taewoung
$79 nightly
The price is $88
Dec 29 - Dec 30
Total with taxes and fees
Sussex Motel

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (515)
"I would stay here again"
United States
Lyanlex
$70 nightly
The price is $80
Jan 1 - Jan 2, 2026
Total with taxes and fees
Appalachian Motel

High Point Motel

High Point Motel
2.0 star property
Sussex
9.0 out of 10, Wonderful, (105)
"Great place to stay"
United States
Bob
$77 nightly
The price is $87
Jan 6 - Jan 7, 2026
Total with taxes and fees
High Point Motel

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, (943)
"Room was large and spacious ~ perfect for all the luggage we brought"
United States
Cynthia
$118 nightly
The price is $140
Dec 30 - Dec 31
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1001)
"Room was perfect, motel in good location, excellent value"
United States
Paul
$81 nightly
The price is $100
Dec 30 - Dec 31
Total with taxes and fees
Americas Best Value Inn at Central Valley-Woodbury
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.
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Stay near popular Pine Island attractions

Top Pine Island Hotel Reviews

More cheap stays in Pine Island

Hotels in Pine Island with star-rating

Find out more about Pine Island

Top reasons to visit Pine Island

  • Outdoor Adventures: Pine Island is perfect for outdoor enthusiasts, offering skiing, nature trails, and kayaking.
  • Scenic Beauty: Enjoy stunning lakes, national parks, and charming beaches that showcase the area's natural landscapes.
  • Charming Neighborhoods: Explore welcoming neighborhoods with friendly locals, perfect for family-friendly excursions.
  • Romantic Getaways: Ideal for couples seeking a serene atmosphere away from the hustle and bustle.
  • Diverse Accommodations: Choose from cozy agritourism properties to comfortable hotels catering to all travelers.

Find great hotels near Pine Island

Explore a variety of hotel accommodations in Pine Island, New York, perfect for families, business travelers, and pet owners alike. Whether you're seeking a cozy agritourism property or a comfortable hotel, you'll find options that cater to your needs. Discover the best hotels in the area, read reviews, and enjoy a memorable stay in this charming destination.

  • Super 8 by Wyndham Middletown: Super 8 by Wyndham Middletown offers a convenient motel experience for travelers seeking comfort without breaking the bank. Located 12 miles from Pine Island, this property features essential amenities like WrappedFood dining options and a complimentary breakfast to fuel your adventures. With entertainment options such as Satellite TV and premium channels, guests can unwind after a day of exploration. The nearby outlets also provide shopping opportunities, making it an excellent choice for those looking to balance relaxation with a bit of retail therapy.
  • Sleep Inn & Suites Middletown - Goshen: Ideal for business travelers, Sleep Inn & Suites Middletown - Goshen is situated just 9 miles from Pine Island. This hotel is designed to cater to your professional needs, boasting a fully equipped Business Center that ensures you can stay productive during your stay. The modern and comfortable accommodations provide a welcoming atmosphere for relaxation after a long day of meetings or events. Whether you’re in town for work or leisure, this hotel serves as an excellent base for your activities in the Hudson Valley.
  • Microtel Inn & Suites by Wyndham Middletown: Microtel Inn & Suites by Wyndham Middletown is a pet-friendly hotel located 11 miles from Pine Island, perfect for travelers who want to bring their furry companions along. With 24-hour business amenities and meeting rooms, it caters to both business and leisure guests. The hotel's policy welcomes pets, making it easy to enjoy your vacation with your four-legged friends. Comfortable accommodations and a friendly atmosphere ensure a pleasant stay, whether you’re attending a conference or exploring the area with your pets.

Where to stay near Pine Island

Pine Island offers a perfect blend of outdoor adventure and romantic getaways. Explore its charming neighborhoods filled with friendly locals, and enjoy the laid-back atmosphere ideal for family-friendly excursions. Discover nearby beaches and nature trails that showcase the beauty of Southwest Florida. Whether you’re fishing, kayaking, or simply soaking up the sun, Pine Island is an idyllic location for a memorable weekend escape.

  • Middletown: Located a mere 10 miles from Pine Island, Middletown is a vibrant city that offers a well-rounded travel experience. Visitors flock here for its family-friendly attractions and entertainment-themed activities. The city comes alive in April and from June to July, making it an ideal time to explore its shopping centers and malls. Notable local landmarks include a theme park and a serene lake, perfect for family outings or leisurely strolls. With a variety of resorts and entertainment options, Middletown provides a delightful mix of urban charm and natural beauty.
  • Vernon: Just 7 miles from Pine Island, Vernon is the go-to destination for adventure enthusiasts. Known for its sports and ski offerings, Vernon attracts visitors primarily during the summer and early fall months, particularly from July to September. Whether you're hitting the slopes on a snowy day or enjoying the thrills of the waterpark in the warmer months, there's no shortage of excitement. The nearby theme park adds to the allure, making it a perfect spot for families seeking action-packed experiences.
  • Goshen: Also located 10 miles from Pine Island, Goshen is another great city for family and entertainment-themed experiences. With peak visitor numbers in March, July, and September, the city offers a blend of shopping centers and resorts that cater to diverse interests. The local attractions, including a popular theme park and a modern square, make it a lively spot for tourists. Goshen's unique blend of urban amenities and family-friendly activities ensures an enjoyable visit for everyone.

Things to do in and around Pine Island

Pine Island offers a delightful mix of outdoor adventures and romantic getaways. Visitors can enjoy skiing with access to ski fields and lifts, while also exploring the beautiful nature trails. Don't miss out on island tours, exciting excursions, and day trips that showcase the area's stunning landscapes. Whether you're seeking thrilling experiences or serene moments in nature, Pine Island has something for everyone.

Shopping

For unique gifts, visit Soons Orchards, just 8 miles from Pine Island, offering a charming local market experience. If you're up for a drive, the Galleria at Crystal Run, 12 miles away, features a variety of shops and entertainment, while Monroe Federal Plaza Shopping Center, 15 miles away, offers family-friendly options.

Recreation

Scenic Farms Golf Course offers a relaxing outdoor experience amidst beautiful landscapes, perfect for golf enthusiasts. The Rock Sports Complex, located nearby, provides energetic sports activities for all ages. For a touch of luxury, visit The Golf Club at Mansion Ridge, where you can enjoy a premium golfing experience.

Adventure

Mountain Creek Waterpark offers thrilling water rides and family fun, perfect for a day of excitement. For an adrenaline rush, Zoom Ziplines provides an exhilarating zipline experience amidst nature. Meanwhile, the Surface Ski Lift is ideal for winter sports enthusiasts looking to enjoy skiing adventures in the area.

Nightlife

Pine Island offers a vibrant nightlife scene with options like Castle Fun Center, an arcade adventure zone perfect for thrill-seekers, and the Paramount Theatre, providing a mix of culture and romance just 10 miles away. For a broader experience, the Newton Theater is a charming option 23 miles away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pine Island

To save money on your trip to Pine Island, plan your visit during the off-peak months of January to March, when prices are lower. Consider booking your stay on a Monday for the best rates. Use Expedia to compare hotel options, focusing on eco-certified accommodations for sustainable choices. Combine your hotel, flight, and activities in an Expedia package for additional savings, and join their One Key membership for exclusive discounts and cash rewards. Additionally, explore free activities and utilize public transportation to keep costs down while enjoying your vacation.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pine Island are January to March, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pine Island is Monday. The most expensive day to stay in Pine Island is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your Pine Island hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Pine Island

Pine Island offers a perfect blend of outdoor adventures and romantic getaways, featuring stunning lakes, national and state parks, and urban parks. Visitors can indulge in various activities that highlight the area’s beautiful scenery and beach experiences. Explore the natural beauty of Pine Island and partake in the numerous attractions that cater to nature lovers and adventurers alike.

  • Pine Island Town Park: Enjoy a serene getaway at Pine Island Town Park, where you can relax on the beach and soak up the outdoor vibes. This tranquil island park is perfect for picnics, leisurely walks, and enjoying nature.
  • High Point State Park: Venture 11 miles to High Point State Park for an adventure-filled day. This national park offers stunning scenery, hiking trails, and outdoor activities, making it a great spot for nature lovers and thrill-seekers alike.
  • Upper Greenwood Lake: Just 9 miles away, Upper Greenwood Lake is a picturesque destination ideal for romantic getaways. Enjoy the scenic views, relax on the beach, and participate in various outdoor activities in this beautiful lakeside setting.

Best time to go to Pine Island

The best time to visit Pine Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pine Island falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Pine Island falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.5°F (-2.5°C)Light RainMostly SunnyAverageSlightly Low
February29.5°F (-1.4°C)Light RainMostly CloudySlightly HighSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnySlightly HighSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnySlightly HighAverage
May59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
July73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
August71.4°F (21.9°C)Light RainMostly SunnyAverageSlightly High
September64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
October53.4°F (11.9°C)Light RainMostly SunnySlightly LowSlightly High
November41.4°F (5.2°C)Light RainMostly SunnySlightly LowAverage
December33.6°F (0.9°C)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Pine Island

If you're planning to visit Pine Island, New York, there are several major airports to consider. New York, NY (JFK-John F. Kennedy Intl.) is located 57 miles away, with nearby hotels like the 5-star Arlo Williamsburg and The William Vale, both 11 miles from the airport. Newark Liberty Intl. Airport (EWR) is 44 miles away, offering luxury stays at The Dominick and The Wall Street Hotel, both 9 miles from the airport. Lastly, New York, NY (LGA-LaGuardia) is 47 miles from Pine Island, with options like Virgin Hotels New York City and The Mark, both just 5 miles away. These airports provide convenient access to your Pine Island getaway.

Frequently asked questions

When is the best time to go to Pine Island?
The most popular time to visit Pine Island is April, when the weather is pleasantly warm and ideal for outdoor activities. During this peak season, which spans from February to April, temperatures typically hover around the mid-70s Fahrenheit, creating a comfortable atmosphere for exploring the island's natural beauty.

As you consider your travel plans, you'll find that April offers an array of opportunities for adventure. The lush landscapes are in full bloom, great for hiking along scenic trails or kayaking through tranquil waters. This time of year also coincides with the island's vibrant local events, which provide unique insights into the culture and community of Pine Island.

For those who appreciate attentive service and premium experiences, the spring season in Pine Island is especially delightful. Numerous boutique accommodations and restaurants are eager to cater to your needs, ensuring a stress-free stay. The warm weather allows for outdoor dining, where you can relish fresh seafood while enjoying picturesque views of the waterfront.

If you're looking for a more budget-friendly option, consider visiting in December. During this time, this month offers the chance to experience the island in a different light, with fewer crowds and a more relaxed pace.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pine Island.
How can I save on a Pine Island hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Pine Island hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Pine Island hotel?
Prices for hotels in Pine Island often vary, but you can find a great deal from $88 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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