Title: Long Island Vacation Packages 2026 from $638 | Expedia.com [Long Island Travel Guide](https://expedia.com/Long-Island.dx6046209)[Hotels in Long Island](https://expedia.com/Long-Island-Hotels.d6046209.Travel-Guide-Hotels)[Vacation Rentals in Long Island](https://expedia.com/Long-Island-Vacation-Rentals.d6046209.Travel-Guide-VacationRentals)[Flights to Long Island](https://expedia.com/Cheap-Flights-To-Long-Island.d6046209.Travel-Guide-Flights)[Car Rentals in Long Island](https://expedia.com/Car-Rentals-In-Long-Island.d6046209.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6046209/390deb80-d9ac-4071-98a7-e1a415655ac7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Long Island Vacations from $638 ## Book a Hotel + Flight or Car together to unlock savings ## Your Long Island Vacation An easy way to experience this vibrant city is with a custom-made Long Island vacation package. Stay in the neighborhood of Parkside, which is great for festivals, markets and walking or choose someplace else — our packages are all about you. [Sand Beach](https://www.expedia.com/Sand-Beach-Portland.d553248621532668404.Vacation-Attraction), [Fifth Maine Museum](https://www.expedia.com/Fifth-Maine-Museum-Peaks-Island.d6326227.Vacation-Attraction) and [Little Diamond Island](https://www.expedia.com/Little-Diamond-Island-Portland.d553248635975749337.Vacation-Attraction) are just some of the sights worth visiting during your trip to Long Island. Whoever you're going away with and whatever your bank balance, your dream Long Island vacation is just a few clicks away with Expedia. ## The Latest Long Island vacation packages Price found within the past 48 hours. Click for updated prices. ![Ogunquit River Inn & Suites](https://images.trvl-media.com/lodging/2000000/1200000/1198100/1198069/6221f2a7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ogunquit River Inn & Suites $638 per person Jun 11 - Jun 14 found 5 hours ago Roundtrip non-stop flight included Islip (ISP) to Portland (PWM) 9/10 Wonderful! (1,000 reviews) The room was very clean! Reviewed on Oct 31, 2025 ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/a8100548_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea Save 100% on your flight $1,851 per person Jun 22 - Jun 26 found 1 hour ago Roundtrip flight included Denver (DEN) to Portland (PWM) 9.4/10 Exceptional! (304 reviews) This was my first trip away since having kids 12 years ago. The staff was very friendly, helpful and attentive. The parking lot, lobby, halls and room were very clean. Our dinner and breakfast at the Inn were absolutely delicious. The ingredients were fresh and the flavors complimented each other well. It was difficult to make a choice on what to order. We didn't have a pet with us but did see several dogs during dining and were impressed with dog menu. I would highly recommend to anyone to stay at the Inn and if you are unable to at least have a meal in the restaurant. We are already planning a longer stay next time. Reviewed on Mar 30, 2026 ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/c4a328d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection $711 per person May 29 - Jun 1 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Portland (PWM) 9.4/10 Exceptional! (690 reviews) Historic, cozy, and charming mansions and rooms...our stay was amazing. Reviewed on Mar 15, 2026 ![Hidden Pond](https://images.trvl-media.com/lodging/26000000/25010000/25007300/25007294/4116a1fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hidden Pond Save 100% on your flight $2,842 per person Jun 24 - Jun 28 found 1 hour ago Roundtrip flight included Minneapolis (MSP) to Portland (PWM) 8.6/10 Excellent! (12 reviews) Exceptionnel cabins, great restaurant, quiet comfortable luxury. Was disappointed by the very high amour of packaging with their food served in plastic containers if you eat by the pool and for all in room dining meals, which is truly excessive and sad to see. I also wish there was a more attractive spa services with steam bath, hot and cold plunge. Reviewed on Jun 1, 2025 ![Waldo Emerson Inn](https://images.trvl-media.com/lodging/2000000/1560000/1555300/1555270/8a901c9c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldo Emerson Inn $686 per person May 3 - May 6 found 1 day ago Roundtrip flight included Minneapolis (MSP) to Portland (PWM) 8.8/10 Excellent! (338 reviews) My husband and I (and our dog) had a lovely three night stay. The hosts Amelia and Ron were so welcoming, and made us delicious breakfasts. They filled us in on the history of the Inn and the neighboring area. Our room was comfortable and cozy, and we enjoyed the hot cocoa and soft drinks that were always available. Just the post-Christmas getaway we needed. Reviewed on Dec 29, 2025 Don't see what you're looking for? See all available trips from Columbus to Long Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-03/2026-05-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Long Island Hotel Deals ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westin Portland Harborview 157 High St Portland ME Fully refundableReserve now, pay when you stay $114 nightly $126 total Apr 20 - Apr 21 Total with taxes and fees 8.8/10 Excellent! (1,001 reviews) Breakfast was really good, free shuttle to town helped, the only problem was the bad was too small, but the rest was really good. Reviewed on Mar 29, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F20%2F2026&endDate=4%2F21%2F2026&selected=6273&PinnedHotelID=6273&HadPinnedHotel=true®ionId=6046209) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clarion Hotel Portland Airport ME 1230 Congress St Portland ME Fully refundable $77 nightly $85 total Apr 13 - Apr 14 Total with taxes and fees 8/10 Very Good! (1,405 reviews) Everything was good except be nice if they didn’t charge for breakfast Reviewed on Mar 31, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F13%2F2026&endDate=4%2F14%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true®ionId=6046209) ![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/2540bb39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel Portland Downtown-Old Port 25 HANCOCK STREET Portland ME Fully refundable $126 nightly $139 total Apr 12 - Apr 13 Total with taxes and fees 9.4/10 Exceptional! (1,181 reviews) Breakfast was excellent as was the room. We especially liked the room which was bright and airy and provided a view of the rooftop lounge. The decor and the layout of the room was very contemporary and a welcome change from the typical hotel room. Location was great, too! Reviewed on Apr 2, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=77981687&PinnedHotelID=77981687&HadPinnedHotel=true®ionId=6046209) [See all 2,460 properties in Long Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F4%2F2026&endDate=4%2F5%2F2026®ionId=6046209) 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 Long Island Vacation Packages ## Long Island Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Portland Intl. Jetport Airport (PWM) | | Population | 210 | | Max Temp Winter | 30ºF | | Max Temp Summer | 70ºF | | Top Sights | [State Theatre](https://www.expedia.com/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction), [Higgins Beach](https://www.expedia.com/Higgins-Beach-Maine.d6326755.Vacation-Attraction) and [East End Beach](https://www.expedia.com/East-End-Beach-East-End.d6326357.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 [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](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 Long Island vacation package cost? ### What are the cheapest months to go to Long Island? ### How many days is enough for Long Island? ### How to find the best Long Island package deals? ### Is it cheaper to book a Long Island vacation as a package? ### When to book a vacation package to Long Island? ### Does Expedia offer Book Now, Pay Later Long Island vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Portland Hotels ](https://www.expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels) - [Great Diamond Island Hotels ](https://www.expedia.com/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels) - [Rv Parks in Great Diamond Island ](https://www.expedia.com/Great-Diamond-Island-RV-Parks.d6342016-aaRVParks.Travel-Guide-Accommodation) - [Golf Hotels in Great Diamond Island ](https://www.expedia.com/Great-Diamond-Island-Hotels-Golf-Hotel.0-0-d6342016-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Great Diamond Island ](https://www.expedia.com/Great-Diamond-Island-Hotels-Hotels-With-Restaurants.0-0-d6342016-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [B&B in Great Diamond 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near Bug Light ](https://www.expedia.com/Bug-Light-Hotels.0-l6077242-0.Travel-Guide-Filter-Hotels) - [Hotels near Gilsland Farm Audubon Center ](https://www.expedia.com/Gilsland-Farm-Audubon-Center-Hotels.0-l553248621532668096-0.Travel-Guide-Filter-Hotels) - [Hotels near South Portland Historical Society Museum ](https://www.expedia.com/South-Portland-Historical-Society-Museum-Hotels.0-l6327768-0.Travel-Guide-Filter-Hotels) - [Hotels near Southern Maine Community College ](https://www.expedia.com/Southern-Maine-Community-College-Hotels.0-l553248621555471470-0.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Portland ](https://www.expedia.com/Portland-Hotels-Oceanfront-Hotels.0-0-d181420-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels near Willard Beach ](https://www.expedia.com/Willard-Beach-South-Portland-Hotels.0-n643570660110589952-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Willard Beach 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Savings not available on all packages.