Pine Island Hotels

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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, (1004)
Experience peaceful accommodations just 10 minutes from LEGOLAND® New York. This Middletown hotel offers a seasonal outdoor pool, fitness center, free breakfast, and parking. Guests praise the helpful staff, clean rooms, and convenient access to Galleria at Crystal Run.

"Clean Rooms, clean hotel overall. Plenty of parking."
United States
KenNETH
The price is P4,723
P5,579 total
includes taxes & fees
Jan 25 - Jan 26
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, (1002)
Experience effortless shopping trips with a stay just 10 minutes from Woodbury Common Premium Outlets and LEGOLAND. This hotel offers a fitness center, daily complimentary breakfast, and thoughtful in-room amenities like refrigerators and microwaves.

"The room was very clean, comfortable bed, good service and at a reasonable price."
Canada
DIMITRIOS
The price is P4,723
P5,343 total
includes taxes & fees
Jan 29 - Jan 30
Sleep Inn & Suites Monroe - Woodbury

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, (1000)
Perfectly positioned for family adventures, this Chester hotel offers free breakfast, WiFi and parking. Take a refreshing swim in the indoor pool after exploring nearby LEGOLAND® or shopping at Woodbury Common Premium Outlets. Clean rooms and attentive staff ensure a comfortable stay.

"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is P5,201
P6,144 total
includes taxes & fees
Jan 8 - Jan 9
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, (965)
Experience comfort at this Middletown hotel with complimentary English breakfast and WiFi. Just a short drive from LEGOLAND® New York and Orange County Fairgrounds, guests can enjoy the 24-hour fitness center and outdoor terrace after a day of adventures.

"Was a nice stay for a week"
United States
Laura
The price is P5,283
P6,241 total
includes taxes & fees
Jan 13 - Jan 14
Tru by Hilton Middletown

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, (1009)
Discover tranquil accommodations at this Matamoras hotel featuring an indoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Westfall Town Center and Marie's Flea Market. Guests consistently praise the peaceful atmosphere and helpful staff.

"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. "
United States
Olivia
The price is P5,376
P5,860 total
includes taxes & fees
Jan 13 - Jan 14
Best Western Hunt's Landing Hotel Matamoras/Milford

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, (1002)
Steps from LEGOLAND® New York, this value-friendly motel offers complimentary WiFi and parking. Clean rooms provide a comfortable base for shopping excursions to nearby Woodbury Common Premium Outlets, while the attentive staff ensures a pleasant stay.

"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is P5,103
P6,283 total
includes taxes & fees
Jan 8 - Jan 9
Americas Best Value Inn at Central Valley-Woodbury

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (984)
This quiet hotel offers easy access to Mountain Creek Ski Resort and Crystal Springs Golf Resort. Enjoy free breakfast, WiFi, and parking after a day of skiing. The fitness center keeps your routine intact while helpful staff ensures a comfortable mountain getaway.

"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is P5,059
P5,799 total
includes taxes & fees
Jan 25 - Jan 26
Quality Inn near Mountain Creek

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)
Located just 5 minutes from LEGOLAND® New York, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Guests love the free hot breakfast, convenient parking, and helpful staff. Charles J. Everett Memorial and Stewart Airport are nearby for added exploration options.

"Great place to stay when you’re in need of relaxation and some family time!"
United States
Cynthia
The price is P6,206
P7,641 total
includes taxes & fees
Jan 14 - Jan 15
Fairfield Inn & Suites by Marriott Goshen Middletown

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (517)
Set in Vernon, this inviting motel provides easy access to Mountain Creek Waterpark and Ski Resort. Enjoy hiking trails and snowboarding nearby, plus convenient amenities like room service, making it perfect for adventure seekers.

"Room was clean everything was good "
United States
Daniel
The price is P3,724
P4,268 total
includes taxes & fees
Jan 8 - Jan 9
Appalachian Motel

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1007)
Located 10 minutes from LEGOLAND® New York, this hotel offers American cuisine at The Bistro restaurant and bar. Enjoy the indoor pool, 24-hour fitness center, free WiFi, and parking while staying near Galleria at Crystal Run.

"This our half way point when we travel and we always stop here. Front desk people are always great never had a bad one yet! "
United States
Denise
The price is P5,476
P6,469 total
includes taxes & fees
Jan 11 - Jan 12
Courtyard by Marriott Middletown Goshen

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1029)
Conveniently located near Woodbury Common Premium Outlets, this welcoming hotel offers a refreshing indoor pool and complimentary breakfast that guests rave about. Rooms include refrigerators and microwaves, plus free WiFi and parking enhance the experience.

"Easy check in, clean room, very good breakfast."
United States
Robert
The price is P5,768
P7,101 total
includes taxes & fees
Jan 25 - Jan 26
Hampton Inn Harriman Woodbury

Tom Quick Inn

Tom Quick Inn
3.5 star property
Milford
9.0 out of 10, Wonderful, (158)
Savor free breakfast at Tom Quick Inn Restaurant before exploring The Columns Museum nearby. This inn offers a welcoming bar, peaceful terrace, and attentive staff to enhance your stay, plus convenient free WiFi and parking.

"Nice and clean great breakfast "
Australia
Moji
Tom Quick 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, (805)
Located near the train station, this welcoming hotel offers a 24-hour health club and coffee shop. Just minutes from City Winery Hudson Valley and Orange County Farmers Museum, guests appreciate the helpful staff, clean rooms, and free parking.

"Clean quiet and nice reception "
United States
Nick
The price is P4,847
P5,483 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Express & Suites Montgomery by IHG

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (146)
This Montgomery Victorian B&B offers a tranquil garden and terrace, with luxury facial treatments available. Located near City Winery Hudson Valley, the inn provides free breakfast, WiFi, and parking for a comfortable getaway.

"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
Borland House Inn

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, (949)
The indoor pool and free breakfast enhance this quiet retreat near restaurants and highways. Just 15 minutes from LEGOLAND® New York, guests appreciate the helpful staff, clean rooms, fitness center, and free WiFi and parking.

"Room was large and spacious ~ perfect for all the luggage we brought"
United States
Cynthia
The price is P6,732
P7,953 total
includes taxes & fees
Jan 13 - Jan 14
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (600)
"Excellent, clean, comfortable stay on a stormy night. Great staff."
United States
Paul
The price is P5,852
P6,612 total
includes taxes & fees
Jan 18 - Jan 19
Days Inn by Wyndham Wurtsboro

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
Enjoy easy access to LEGOLAND® New York from this welcoming Middletown hotel. Start your day with free breakfast before swimming in the indoor pool. After exploring nearby Paramount Theatre, return to comfortable rooms with complimentary WiFi and parking.

"The rooms are clean and spacious, the beds are comfortable, and the breakfast is good. This hotel offers good value for an overnight stay."
Canada
Einat
The price is P5,918
P6,991 total
includes taxes & fees
Jan 15 - Jan 16
Sleep Inn & Suites Middletown - Goshen

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.4 out of 10, Good, (153)
This inviting hotel offers complimentary WiFi and parking near Albert Wisner Memorial Library and Veteran's Memorial Park. Enjoy convenient amenities including 24-hour front desk service for a comfortable stay in scenic Warwick.

"good accommodations "
United States
Alejandro
The price is P5,615
P6,352 total
includes taxes & fees
Jan 8 - Jan 9
The Hamlet Inn at Warwick

Cobmin Ridge Motel

Cobmin Ridge Motel
2.5 star property
Branchville
8.8 out of 10, Excellent, (220)
Situated near Culver Lake Golf Course, this welcoming motel offers complimentary WiFi and parking. Guests consistently praise the helpful staff and immaculate rooms. Climate control ensures year-round comfort while exploring nearby attractions.

"Stay here twice a year when I’m in the area. "
United States
Ryan
The price is P4,669
P5,212 total
includes taxes & fees
Jan 11 - Jan 12
Cobmin Ridge Motel

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (372)
Just 15 minutes from Crystal Springs Golf Resort and Mountain Creek Waterpark, this welcoming motel provides free WiFi and parking. Explore local hiking trails before returning to your comfortable, clean room with daily housekeeping service.

"Perfect for the price. Nice personel."
United States
Adam
The price is P4,669
P5,212 total
includes taxes & fees
Jan 18 - Jan 19
Sussex Motel
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Stay near popular Pine Island attractions

Top Pine Island Hotel Reviews

More cheap stays in Pine Island

Find out more about Pine Island

Top reasons to visit Pine Island

  • Outdoor Adventures: Pine Island is a haven for outdoor enthusiasts, offering skiing, nature trails, and stunning recreational areas.
  • Scenic Natural Beauty: Explore picturesque lakes and the tranquillity of national and state parks, perfect for relaxation and immersion in nature.
  • Charming Neighbourhoods: Enjoy the welcoming atmosphere of surrounding areas, ideal for budget-friendly excursions and local exploration.
  • Diverse Accommodations: Find a variety of lodging options, from family-friendly to pet-friendly stays, ensuring comfort for every traveller.
  • Exciting Day Trips: Embark on island tours and thrilling adventures, making the most of your visit to this captivating destination.

Find great hotels near Pine Island

Discover a delightful range of hotel accommodations in Pine Island, New York, perfect for every type of traveller. Whether you're seeking family-friendly options, pet-friendly stays, or facilities suited for business travel, the local hotels offer a warm and inviting atmosphere. With various agritourism properties and highly-rated hotels, your ideal lodging experience awaits in this charming destination.

  • Super 8 by Wyndham Middletown: Located 19.3km from Pine Island, Super 8 by Wyndham Middletown presents a classic motel experience that balances comfort and convenience. Ideal for budget-conscious travellers, this property offers a variety of entertainment options, including Premium TV Channels and Satellite TV, ensuring that guests can unwind after a day of exploring. With nearby outlet shopping opportunities, you can easily indulge in some retail therapy, making it a perfect base for a memorable stay.
  • Microtel Inn & Suites by Wyndham Middletown: Situated 17.7km away from Pine Island, Microtel Inn & Suites is a modern hotel that caters to both business and leisure travellers. This pet-friendly establishment welcomes furry companions, making it a fantastic choice for those travelling with pets. With policies in place for service animals, guests can enjoy a hassle-free stay. The hotel's focus on comfort and convenience ensures that you can conduct business or relax with ease, making it an attractive option for diverse travellers.
  • Holiday Inn Express Hotel & Suites Chester by IHG: Just 16.1km from Pine Island, the Holiday Inn Express Hotel & Suites Chester offers a sophisticated atmosphere ideal for business travellers and those seeking an inclusive environment. Proudly affiliated with LGBTQIA travel guides, this hotel promotes a welcoming atmosphere for all guests. With modern amenities and exceptional service, you can expect a comfortable and convenient stay while enjoying the local attractions and business facilities.

Where to stay near Pine Island

Nestled in the heart of New York, Pine Island offers an ideal escape for outdoor enthusiasts and adventure seekers alike. With its friendly atmosphere and scenic landscapes, visitors can explore nearby attractions, perfect for a weekend getaway or a relaxing beach vacation. Discover the charm of the surrounding neighbourhoods, characterised by a welcoming vibe and budget-friendly excursions, ensuring an unforgettable experience in this lovely location of Southwest Florida.

  • Middletown: Situated approximately 16.1km from Pine Island, Middletown is a vibrant city that offers a blend of family-friendly attractions and urban excitement. Visitors flock here for entertainment-themed experiences, particularly during the spring and summer months. The city features a variety of shopping venues, including a large shopping mall, and is home to a popular resort. Local highlights include a theme park and a picturesque lake, making it an excellent spot for both relaxation and recreation.
  • Vernon: Located around 11.3km from Pine Island, Vernon is an adventure-seeker's paradise. This city is particularly popular in the warmer months, attracting sports enthusiasts and ski lovers alike. With easy access to ski fields and adrenaline-pumping resorts, Vernon promises an exhilarating travel experience. Additionally, its close proximity to a waterpark and a theme park ensures that there's fun to be had for the whole family, set against the backdrop of scenic lakes.
  • Warwick: Just 9.7km from Pine Island, Warwick is a charming city that beckons outdoor adventurers. Known for its recreational areas and ski facilities, Warwick attracts visitors looking for both thrills and tranquillity. The city is particularly lively in spring and summer, with numerous opportunities for hiking and skiing. Highlights in the area include stunning lakes and mountain views, as well as a local theme park, ensuring a well-rounded experience for all who visit.

Things to do in and around Pine Island

Pine Island offers a perfect getaway for outdoor enthusiasts, boasting an array of activities such as skiing, exploring nature trails, and enjoying the scenic beauty of its recreational areas. Visitors can embark on island tours and exciting day trips, making the most of the thrilling outdoor experiences available. Whether you're seeking adventure or tranquillity, Pine Island is an ideal destination for a memorable vacation.

Shopping

If you're up for a drive, the Galleria at Crystal Run, located 19.3km away, offers a vibrant shopping experience with entertainment and family-friendly vibes. Closer to home, Soons Orchards, just 12.9km away, provides a charming market atmosphere perfect for local gifts and souvenirs.

Another option is the Monroe Federal Plaza Shopping Center, situated 24.1km from Pine Island, featuring a variety of shops and entertainment for a fun day out.

Recreation

At Scenic Farms Golf Course, enjoy a refreshing round of golf amidst beautiful landscapes, fostering both relaxation and outdoor enjoyment. Nearby, Hanson Memorial Park offers a serene environment for leisurely strolls and picnics, perfect for unwinding and connecting with nature.

Adventure

At Mountain Creek Waterpark, 12.9km from Pine Island, enjoy thrilling water slides and family-friendly fun. Experience the adrenaline rush at Zoom Ziplines, also 12.9km away, where you can soar through the trees. For winter sports enthusiasts, the Surface Ski Lift, located 12.9km from Pine Island, offers exhilarating skiing adventures.

Nightlife

Experience the fun at Castle Fun Center, an arcade and adventure zone 16.1km away, perfect for family vibes. For a touch of romance and culture, visit the Paramount Theatre, also 16.1km away. Don't miss the thrilling Alpine Mountain Coaster, located 12.9km from Pine Island.

*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, consider visiting between January and March when accommodation prices are lower. Opt for a stay on a Monday, the least expensive day, and use Expedia to filter for budget-friendly options, including eco-certified hotels. Sorting results from lowest to highest price can help you find the best deals. Additionally, look for package deals that combine accommodation with flights and activities for greater savings. Keep an eye out for exclusive discounts and last-minute offers to maximise your budget.

  • 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: Utilise Expedia’s search tool to narrow down your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel accommodation on Pine Island with your flights and activities by opting for an Expedia package.

Find the best attractions near Pine Island

Pine Island offers a delightful escape for those seeking outdoor adventures and scenic beauty. Visitors can explore picturesque lakes, enjoy the tranquillity of national and state parks, and unwind in urban parks. Whether you're after a beach experience or simply wish to immerse yourself in nature, Pine Island has something to suit every traveller's taste.

  • Touro College of Osteopathic Medicine: Located 16.1km from Pine Island, this modern institution boasts vibrant city vibes, making it a perfect spot for those interested in medical education and innovation. The architecture and atmosphere reflect contemporary learning.
  • Ochs Orchard: A delightful farm situated 11.3km away, Ochs Orchard offers a unique experience of fresh produce, scenic views, and the charm of rural life. Visitors can enjoy apple picking, seasonal fruits, and local delicacies in a picturesque setting.
  • Charles J. Everett Memorial: This monument, located 16.1km from Pine Island, exudes cultural vibes and pays homage to history. It’s an ideal place for reflection and understanding the local heritage in a serene environment.

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

To reach Pine Island, New York, you have several airport options. John F. Kennedy International Airport (JFK) is located 91.7km away, with nearby hotels such as the 5-star William Vale and Boro Hotel, both 17.7km from JFK. Newark Liberty International Airport (EWR) is 70.8km distant, offering luxury accommodations like the 5-star Dominick and Beekman Hotel, each 14.5km from the airport. LaGuardia Airport (LGA) is situated 75.6km from Pine Island, with excellent options like Virgin Hotels and The Plaza, both within 9.7km. Each airport provides convenient access to nearby hotels for a comfortable stay.

Frequently asked questions

What's the best place for a stay in Pine Island?
Hampton Inn Harriman Woodbury, located 17.2 mi (27.7 km) from the heart of Pine Island, is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are Sleep Inn & Suites 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! The majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours 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 633 hotels and other accommodations in the surrounding area. Find out more about Pine Island.
What should I see while I'm in Pine Island?
A couple of favorite places to visit are Pine Island Town Park and Scenic Farms Golf Course. You'll also find Warwick Valley Winery and Distillery and Warwick Village Hall in the area. Check out what more 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 temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Pine Island are February, January, November, and March, with each month seeing an average of 7 inches of snowfall.