Title: Pine Island Vacation Packages 2026 from $536 | Expedia.com [Pine Island Travel Guide](https://expedia.com/Pine-Island.dx181397)[Hotels in Pine Island](https://expedia.com/Pine-Island-Hotels.d181397.Travel-Guide-Hotels)[Vacation Rentals in Pine Island](https://expedia.com/Pine-Island-Vacation-Rentals.d181397.Travel-Guide-VacationRentals)[Flights to Pine Island](https://expedia.com/Cheap-Flights-To-Pine-Island.d181397.Travel-Guide-Flights)[Car Rentals in Pine Island](https://expedia.com/Car-Rentals-In-Pine-Island.d181397.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Pine Island Vacations from $536 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Pine Island Vacation When a city escape is calling, answer it with a Pine Island vacation package. With all your travel needs worked out before you leave, all you need to do here is concentrate on having fun. Love to start exploring your surroundings? [Warwick Valley Winery and Distillery](https://www.expedia.com/Warwick-Valley-Winery-And-Distillery-Warwick.d6087223.Vacation-Attraction), [Demarest Hill Winery](https://www.expedia.com/Demarest-Hill-Winery-Warwick.d553248621532664433.Vacation-Attraction) and [Frederick Francks Pacem in Terris](https://www.expedia.com/Frederick-Francks-Pacem-In-Terris-Warwick.d553248621558786507.Vacation-Attraction) are just a few of the leading places to visit during a trip to Pine Island. Whoever you're escaping with and whatever your budget, your ultimate Pine Island vacation is just clicks away with Expedia. ## The Latest Pine Island vacation packages Price found within the past 48 hours. Click for updated prices. ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan Save 100% on your flight $536 per person May 16 - May 20 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (5,413 reviews) The room was clean, staff was nice. Reviewed on Mar 3, 2026 ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/b1e6b86c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge $2,268 per person May 18 - May 23 found 2 hours ago Roundtrip flight included Dallas (DFW) to New York (JFK) 8.8/10 Excellent! (1,003 reviews) Very amazing place, everything is picture worthy. Reviewed on Feb 21, 2026 ![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel St. James Manhattan $582 per person May 16 - May 20 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (6,546 reviews) Great location great hotel. Reviewed on Mar 3, 2026 ![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Topping Rose House $916 per person Apr 14 - Apr 18 found 5 hours ago Roundtrip flight included Dallas (DFW) to New York (JFK) 9.2/10 Wonderful! (143 reviews) Everything and everyone was just lovely! Comfortable Welcoming Great restaurant Reviewed on Feb 22, 2026 ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan $918 per person Apr 7 - Apr 11 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (2,790 reviews) Easy check in, good room Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Pine Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-03/2026-04-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_181397) ### Discover the most popular places to visit in Pine Island #### Pine Island Town Park Explore the great outdoors at Pine Island Town Park, a lovely green space in Pine Island. Discover the area's mountain views and seek out the ski slopes. [](https://expedia.com/Pine-Island-Town-Park-Pine-Island.d553248621557931328.Vacation-Attraction) #### Scenic Farms Golf Course Enjoy a round of golf in Pine Island at Scenic Farms Golf Course. Discover the area's mountain views and seek out the ski slopes. [](https://expedia.com/Scenic-Farms-Golf-Course-Pine-Island.d553248621561164846.Vacation-Attraction) ## Pine Island Hotel Deals ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Middletown - Goshen 3491 Route 6 Middletown NY Fully refundable $109 nightly $129 total Mar 8 - Mar 9 Total with taxes and fees 8.6/10 Excellent! (1,006 reviews) Concierge was quite unfriendly and I’m being nice. Asked for additional blankets since room was cold and never received. Noise above room was unbearable. I do not plan to stay again. Reviewed on Feb 28, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=16700177&PinnedHotelID=16700177&HadPinnedHotel=true®ionId=181397) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Harriman Woodbury 60 Centre Dr Central Valley NY Fully refundableReserve now, pay when you stay $106 nightly $130 total Mar 12 - Mar 13 Total with taxes and fees 9.2/10 Wonderful! (1,066 reviews) Clean, quiet and great breakfast. Reviewed on Mar 2, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=1789296&PinnedHotelID=1789296&HadPinnedHotel=true®ionId=181397) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 551 Route 211 E Middletown NY Fully refundableReserve now, pay when you stay $114 nightly $135 total Mar 8 - Mar 9 Total with taxes and fees 9.4/10 Exceptional! (983 reviews) Clean the staff is very nice Reviewed on Mar 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=4098&PinnedHotelID=4098&HadPinnedHotel=true®ionId=181397) [See all 638 properties in Pine Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F4%2F2026&endDate=3%2F5%2F2026®ionId=181397) 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. ## Find the Best Pine Island Vacation Packages ### Things to do in and around Pine Island Pine Island is perfect for outdoor enthusiasts seeking adventure and scenic beauty. Visitors can enjoy a variety of activities, including exploring recreational areas, playing golf, and fishing at the pier. Island hopping offers a unique experience, while the local beaches provide a relaxing getaway. Don't miss the chance to engage in fun activities at game tables and savor the natural beauty of this charming destination. **Shopping** For local shopping, visit [Soons Orchards](https://www.expedia.com/Soons-Orchards-New-Hampton.d6229734.Vacation-Attraction), just 8 miles away, offering a charming market vibe. If you're up for a drive, the [Galleria at Crystal Run](https://www.expedia.com/Galleria-At-Crystal-Run-Middletown.d6225666.Vacation-Attraction), 12 miles away, provides a lively shopping experience with entertainment options, while [Monroe Federal Plaza Shopping Center](https://www.expedia.com/Monroe-Federal-Plaza-Shopping-Center-Monroe.d553248621558038864.Vacation-Attraction), 15 miles away, features family-friendly stores. **Recreation** Enjoy a round of golf at [Scenic Farms Golf Course](https://www.expedia.com/Scenic-Farms-Golf-Course-Pine-Island.d553248621561164846.Vacation-Attraction), where the serene outdoor vibes enhance your game. Experience the energetic atmosphere at [The Rock Sports Complex](https://www.expedia.com/The-Rock-Sports-Complex-Chester.d553248624556330411.Vacation-Attraction), perfect for sports enthusiasts. For a touch of culture and entertainment, catch a show at [Paramount Theatre](https://www.expedia.com/Paramount-Theatre-Middletown.d553248621561106035.Vacation-Attraction), ideal for family outings. **Adventure** Experience thrilling rides at [Mountain Creek Waterpark](https://www.expedia.com/Mountain-Creek-Waterpark-Vernon.d6093637.Vacation-Attraction), located 8 miles from Pine Island, perfect for family fun. Soar through the treetops at [Zoom Ziplines](https://www.expedia.com/Zoom-Ziplines-Vernon.d553248621532664430.Vacation-Attraction), also 8 miles away, for an unforgettable outdoor adventure. Hit the slopes at [Surface Ski Lift](https://www.expedia.com/Surface-Ski-Lift-Vernon.d553248621563220838.Vacation-Attraction), 8 miles from town, for an exhilarating skiing experience. **Nightlife** Pine Island offers a laid-back nightlife with cozy bars and local hangouts. Enjoy live music at the Pine Island Tap House or unwind at the rustic ambiance of the Pine Island Pub. Whether you prefer a lively crowd or a quiet evening, there's something for everyone. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Pine Island Pine Island is perfect for outdoor enthusiasts seeking adventure and stunning scenery. Explore local attractions like lakes, state parks, and urban parks that offer a variety of experiences. Don't miss the island views, Bird Island, Pine Island Beach Park, and the Pine Island Shopping Center for a well-rounded visit. Be sure to check out the Pine Island map to navigate your way around this beautiful destination. - **[Pine Island Town Park: ](https://www.expedia.com/Pine-Island-Town-Park-Pine-Island.d553248621557931328.Vacation-Attraction)** Enjoy a serene day at Pine Island Town Park, where you can relax on the beach and soak up the sun. With its beautiful outdoor vibes, this park is perfect for picnics, leisurely strolls, and family gatherings amidst nature. - **[High Point State Park: ](https://www.expedia.com/High-Point-State-Park-New-Jersey.d553248621532664308.Vacation-Attraction)** Adventure awaits at High Point State Park, located 11 miles from Pine Island. Experience breathtaking scenery while hiking, biking, or simply enjoying the great outdoors. The park's diverse landscapes provide a perfect backdrop for outdoor enthusiasts. - **[Frederick Franck's Pacem in Terris: ](https://www.expedia.com/Frederick-Francks-Pacem-In-Terris-Warwick.d553248621558786507.Vacation-Attraction)** Just 5 miles away, Frederick Franck's Pacem in Terris offers a unique sculpture garden experience. Wander through beautifully crafted sculptures in a tranquil outdoor setting, making it a wonderful spot for families and art lovers alike. ### 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. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 27.5°F (-2.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 29.5°F (-1.4°C) | Light Rain | Mostly Cloudy | Slightly High | Slightly Low | | March | 37.0°F (2.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly Low | | April | 48.4°F (9.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 59.0°F (15.0°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Average | Average | | July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Average | Slightly High | | August | 71.4°F (21.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 64.6°F (18.1°C) | Light Rain | Mostly Sunny | Average | Average | | October | 53.4°F (11.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 41.4°F (5.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 33.6°F (0.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### Tips to save on your trip to Pine Island - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling to Pine Island during the low season (January to March) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Pine Island Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Stewart Intl. Airport (SWF) | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Warwick Valley Winery and Distillery](https://www.expedia.com/Warwick-Valley-Winery-And-Distillery-Warwick.d6087223.Vacation-Attraction), [Mount Peter Ski Area](https://www.expedia.com/Mount-Peter-Ski-Area-Warwick.d553248621532664438.Vacation-Attraction) and [Castle Fun Center](https://www.expedia.com/Castle-Fun-Center-Chester.d6209270.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations 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[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Pine Island vacation package cost? ### What are the cheapest months to go to Pine Island? ### How many days is enough for Pine Island? ### How to find the best Pine Island package deals? ### Is it cheaper to book a Pine Island vacation as a package? ### When to book a vacation package to Pine Island? ### Does Expedia offer Book Now, Pay Later Pine Island vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Scenic Farms Golf Course ](https://www.expedia.com/Scenic-Farms-Golf-Course-Hotels.0-l553248621561164846-0.Travel-Guide-Filter-Hotels) - [Hotels near Warwick Valley Winery and Distillery ](https://www.expedia.com/Warwick-Valley-Winery-And-Distillery-Hotels.0-l6087223-0.Travel-Guide-Filter-Hotels) - [Rv Parks in Minisink ](https://www.expedia.com/Minisink-RV-Parks.d553248635975846962-aaRVParks.Travel-Guide-Accommodation) - [Minisink Hotels 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