Title: Sugar Loaf Vacation Packages 2026 from $531 | Expedia.com [Sugar Loaf Travel Guide](https://expedia.com/Sugar-Loaf.dx6171726)[Hotels in Sugar Loaf](https://expedia.com/Sugar-Loaf-Hotels.d6171726.Travel-Guide-Hotels)[Vacation Rentals in Sugar Loaf](https://expedia.com/Sugar-Loaf-Vacation-Rentals.d6171726.Travel-Guide-VacationRentals)[Flights to Sugar Loaf](https://expedia.com/Cheap-Flights-To-Sugar-Loaf.d6171726.Travel-Guide-Flights)[Car Rentals in Sugar Loaf](https://expedia.com/Car-Rentals-In-Sugar-Loaf.d6171726.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) # Sugar Loaf Vacations from $531 ## 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 Sugar Loaf Vacation When a city break is calling your name, answer it with a vacation package to Sugar Loaf. With all your travel needs taken care of before you go, all you need to do here is focus on having the time of your life. You'll want to sightsee during your trip to Sugar Loaf. Carve out some time for big-name attractions such as [The Rock Sports Complex](https://www.expedia.com/The-Rock-Sports-Complex-Chester.d553248624556330411.Vacation-Attraction), [Castle Fun Center](https://www.expedia.com/Castle-Fun-Center-Chester.d6209270.Vacation-Attraction) and [Goosepond Mountain State Park](https://www.expedia.com/Goosepond-Mountain-State-Park-Chester.d553248635974861777.Vacation-Attraction). Expedia has what you need to escape your routine. Tailor your vacation to Sugar Loaf to suit your travel style, whatever that may be! ## The Latest Sugar Loaf vacation packages Price found within the past 48 hours. Click for updated prices. ![Pine Brook Manor](https://images.trvl-media.com/lodging/126000000/125960000/125956400/125956311/7a998f02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pine Brook Manor $531 per person May 23 - May 25 found 1 day ago Roundtrip flight included Dallas (DFW) to Newburgh (SWF) No reviews ![YO1 Longevity & Health Resorts, Catskills](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/42d7329b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YO1 Longevity & Health Resorts, Catskills $682 per person May 23 - May 25 found 1 day ago Roundtrip flight included Dallas (DFW) to Newburgh (SWF) 8/10 Very Good! (514 reviews) The mountain view is amazing. Parking free and right outside the building. Pool, jacuzzi and activity room GREAT !!! NOBODY BETTER THAN THAN ALL THE PEOPLE WHO WORK SO HARD THERE !!!! Reviewed on Mar 15, 2026 ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/0479130a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Resorts World Catskills Casino $604 per person May 23 - May 25 found 1 day ago Roundtrip flight included Dallas (DFW) to Newburgh (SWF) 8.8/10 Excellent! (1,088 reviews) Best hotel ive stayed in a long time Reviewed on Mar 19, 2026 ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/7b139e0a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Kartrite Resort & Indoor Waterpark $654 per person May 23 - May 25 found 1 day ago Roundtrip flight included Dallas (DFW) to Newburgh (SWF) 8.2/10 Very Good! (2,014 reviews) Limited food options within the resort. Everything is great! Reviewed on Mar 18, 2026 ![Wildflower Farms, Auberge Collection](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wildflower Farms, Auberge Collection Save 100% on your flight $3,831 per person May 22 - May 26 found 10 hours ago Roundtrip flight included Los Angeles (LAX) to Newburgh (SWF) 9.4/10 Exceptional! (61 reviews) Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect Reviewed on Dec 13, 2025 Don't see what you're looking for? See all available trips from Columbus to Sugar Loaf [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Sugar Loaf #### The Rock Sports Complex 4/5(4 reviews) Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops. [](https://expedia.com/The-Rock-Sports-Complex-Chester.d553248624556330411.Vacation-Attraction) #### Castle Fun Center 4/5(7 reviews) You can take time to visit Castle Fun Center during your travels to Chester. While you're in the area, find time to visit its shops. [](https://expedia.com/Castle-Fun-Center-Chester.d6209270.Vacation-Attraction) #### Museum Village 5/5(1 review) You can spend an afternoon exploring the galleries in Museum Village during your trip to Chester. While in this family-friendly area, find time to visit its shops. [](https://expedia.com/Museum-Village-Chester.d553248621559142200.Vacation-Attraction) ## Sugar Loaf Hotel Deals ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Middletown - Goshen 3491 Route 6 Middletown NY Fully refundable $103 nightly $122 total Mar 31 - Apr 1 Total with taxes and fees 8.6/10 Excellent! (1,003 reviews) Clean room, safe and staff is courteous Reviewed on Mar 19, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=16700177&PinnedHotelID=16700177&HadPinnedHotel=true®ionId=6171726) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Mahwah 290 Rt 17s Mahwah NJ $119 nightly $137 total Apr 19 - Apr 20 Total with taxes and fees 8.8/10 Excellent! (1,486 reviews) It was good. Can’t complain. Staff was great. WiFi was slow did not use it. Didn’t eat the breakfast provided but the husband did. He didn’t complain. Reviewed on Mar 21, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=3555820&PinnedHotelID=3555820&HadPinnedHotel=true®ionId=6171726) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3_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 29 - Mar 30 Total with taxes and fees 9.2/10 Wonderful! (1,075 reviews) Conveniently located off of major highway and very close to grocery and outlets. The main entrance and breakfast area is very nice, spacious and clean. Reviewed on Mar 21, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=1789296&PinnedHotelID=1789296&HadPinnedHotel=true®ionId=6171726) [See all 738 properties in Sugar Loaf](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026®ionId=6171726) 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 Sugar Loaf Vacation Packages ## Sugar Loaf Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Stewart Intl. Airport (SWF) | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Castle Fun Center](https://www.expedia.com/Castle-Fun-Center-Chester.d6209270.Vacation-Attraction), [Goosepond Mountain State Park](https://www.expedia.com/Goosepond-Mountain-State-Park-Chester.d553248635974861777.Vacation-Attraction) and [The Rock Sports Complex](https://www.expedia.com/The-Rock-Sports-Complex-Chester.d553248624556330411.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/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 Sugar Loaf vacation package cost? ### What are the cheapest months to go to Sugar Loaf? ### How many days is enough for Sugar Loaf? ### How to find the best Sugar Loaf package deals? ### Is it cheaper to book a Sugar Loaf vacation as a package? ### When to book a vacation package to Sugar Loaf? ### Does Expedia offer Book Now, Pay Later Sugar Loaf vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app