Title: Thimble Islands Ski Vacations 2026 | Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Thimble Islands Ski Vacations ## Book a Ski 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 ## Top Ski vacation packages in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Hotel Newark Airport](https://images.trvl-media.com/lodging/1000000/10000/7900/7825/147c62d3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Newark Airport Save 100% on your flight $354 per person May 9 - May 13 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.6/10 Good! (3,805 reviews) All was smoot as expected. Reviewed on Mar 27, 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 Save 100% on your flight $1,800 per person Jun 7 - Jun 12 found 1 day ago Roundtrip flight included Dallas (DFW) to New York (JFK) 9.2/10 Wonderful! (143 reviews) Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh. Reviewed on Mar 24, 2026 ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/136f5a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan Save 100% on your flight $965 per person Jun 23 - Jun 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (2,931 reviews) Room was nice. Breakfast was great! Great location Reviewed on Mar 27, 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 $2,073 per person May 28 - Jun 1 found 9 hours ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 2026 ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/2bf1f7f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan Save 100% on your flight $397 per person May 6 - May 9 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (7,139 reviews) The streaming services with payment did not work. Reviewed on Mar 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski vacations in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Park Lane New York](https://images.trvl-media.com/lodging/1000000/10000/2800/2714/c10117f0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Lane New York Manhattan $912 per person May 28 - Jun 1 found 9 hours ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,758 reviews) the front desk was very rude Reviewed on Mar 23, 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 $2,073 per person May 28 - Jun 1 found 9 hours ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 2026 ![The Towers at Lotte New York Palace](https://images.trvl-media.com/lodging/5000000/4200000/4195300/4195208/w1695h1110x0y0-bfb02104_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Towers at Lotte New York Palace Manhattan Save 100% on your flight $3,039 per person Jun 12 - Jun 16 found 19 hours ago Roundtrip flight included Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (655 reviews) Great location. Great views in the Towers. Reviewed on Mar 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski vacations in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/2bf1f7f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan Save 100% on your flight $397 per person May 6 - May 9 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (7,139 reviews) The streaming services with payment did not work. Reviewed on Mar 28, 2026 ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/136f5a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan Save 100% on your flight $965 per person Jun 23 - Jun 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (2,931 reviews) Room was nice. Breakfast was great! Great location Reviewed on Mar 27, 2026 ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan Save 100% on your flight $703 per person May 28 - May 31 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,450 reviews) Cleaners did a great job every day and location is excellent, only downside is the wait for a lift in the mornkng when everyone is heading to breakfast, we waited easily 10 minutes and ended uo taking the stairs from the 29th floor on a couple of occasions, any other time no problem but 9-10am any morning was a long wait Reviewed on Mar 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski vacations in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Hotel Newark Airport](https://images.trvl-media.com/lodging/1000000/10000/7900/7825/147c62d3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Newark Airport Save 100% on your flight $354 per person May 9 - May 13 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.6/10 Good! (3,805 reviews) All was smoot as expected. Reviewed on Mar 27, 2026 ![Hilton Garden Inn Long Island City New York](https://images.trvl-media.com/lodging/10000000/9390000/9382200/9382123/3c82a4f8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Long Island City New York Queens $528 per person May 28 - Jun 1 found 10 hours ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.6/10 Excellent! (1,004 reviews) Good situation to travel around the city. Reviewed on Mar 27, 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 $2,073 per person May 28 - Jun 1 found 9 hours ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 2026 Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Planning your Thimble Islands ski vacation #### What are some things I should consider when booking a Thimble Islands ski trip package? Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in. #### How can I find cheap Thimble Islands ski packages? Right now, ski trips start at just $354\. Prices and availability are subject to change. Additional terms may apply. #### Can I book a beginner ski package in Thimble Islands? Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Thimble Islands. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow. #### How much does a ski trip to Thimble Islands cost? Sensational ski trips to Thimble Islands start from $354\. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply. #### When’s the best time of year to plan a ski trip to Thimble Islands? The best time to hit the slopes in Thimble Islands depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days. #### Can I book Thimble Islands ski packages with airfare? Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly. #### Can I book a Thimble Islands ski trip with free cancellation and/or flexible dates? Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options. #### Why should I book a ski package in Thimble Islands with Expedia? Simple search and fantastic filters make it easy to find, build, and book your dream Thimble Islands ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy. ## 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) 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](https://expedia.com/Thimble-Islands-Vacation-Rentals.d6341069.Travel-Guide-VacationRentals)[ Car Rentals in Thimble Islands ](https://expedia.com/Car-Rentals-In-Thimble-Islands.d6341069.Car-Rental-Guide)[ Thimble Islands Vacations ](https://expedia.com/Thimble-Islands.d6341069.Destination-Travel-Guides) \* 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