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. ![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 $708 per person May 11 - May 15 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (7,063 reviews) Staff friendly and hotel is clean! My only complaint is the wallpaper tearing and chipping in multiple areas Reviewed on Mar 10, 2026 ![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Regency New York Hotel Manhattan $1,764 per person May 16 - May 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,001 reviews) Excellent stay, very clean spacious rooms. Location is great - close to everything. Only downfall was the bathroom, very tiny with a pedestal sink right next to the toilet, not great for women who need to get ready. Reviewed on Feb 24, 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 $2,665 per person May 16 - May 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (655 reviews) Close to major shopping and multiple dining options Reviewed on Jan 21, 2026 ![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/26ae58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Central Park Manhattan $2,244 per person May 16 - May 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,003 reviews) Spotless property and extremely friendly staff! Would definitely stay here again! Reviewed on Mar 1, 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 $1,021 per person May 11 - May 15 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,419 reviews) Excellent location & staff very helpful. Only drawback was elevators. Early mornings there was only 1 operating in mornings from 6-10:00am. They used other 2 to transport people to 5th floor.(restaurant location.). Had to walk down 12 flights to make my breakfast reservation. Couldn’t get on the one elevator that was available. Reviewed on Mar 9, 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/2026-04-11/2026-04-18/?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. ![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Regency New York Hotel Manhattan $1,764 per person May 16 - May 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,001 reviews) Excellent stay, very clean spacious rooms. Location is great - close to everything. Only downfall was the bathroom, very tiny with a pedestal sink right next to the toilet, not great for women who need to get ready. Reviewed on Feb 24, 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 $2,665 per person May 16 - May 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (655 reviews) Close to major shopping and multiple dining options Reviewed on Jan 21, 2026 ![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/26ae58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Central Park Manhattan $2,244 per person May 16 - May 23 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,003 reviews) Spotless property and extremely friendly staff! Would definitely stay here again! Reviewed on Mar 1, 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/2026-04-11/2026-04-18/?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. ![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 $631 per person Apr 17 - Apr 20 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,419 reviews) Excellent location & staff very helpful. Only drawback was elevators. Early mornings there was only 1 operating in mornings from 6-10:00am. They used other 2 to transport people to 5th floor.(restaurant location.). Had to walk down 12 flights to make my breakfast reservation. Couldn’t get on the one elevator that was available. Reviewed on Mar 9, 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 $706 per person May 8 - May 11 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (2,923 reviews) Excellent location, close to broadways shows, restaurants, and metro. the rooms were pristine and bed was comfortable and the ambiance serene. The staff was friendly and the buffet breakfast had a variety of options. Reviewed on Mar 11, 2026 ![Lotte New York Palace](https://images.trvl-media.com/lodging/1000000/10000/4900/4818/w1695h1110x0y0-027534be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lotte New York Palace Manhattan Save 100% on your flight $1,002 per person May 14 - May 17 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,948 reviews) Check in was efficient, but front desk person rude. Reviewed on Mar 9, 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/2026-04-11/2026-04-18/?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. ![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 $405 per person Apr 22 - Apr 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (7,024 reviews) La ubicación se me hizo adecuada ya que es céntrica, está cerca el times square, y a dos cuadras el metro. Hay tiendas de 24 horas muy cerca. La habitación la entregaron limpia y también hacían el aseo cuando lo solicitábamos, agua caliente, el staff muy amables y atentos. Solo el wifi a veces era lento más en la noches supongo porque ya todos llegábamos a esa hora :) 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 $708 per person May 11 - May 15 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (7,063 reviews) Staff friendly and hotel is clean! My only complaint is the wallpaper tearing and chipping in multiple areas Reviewed on Mar 10, 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 $1,021 per person May 11 - May 15 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,419 reviews) Excellent location & staff very helpful. Only drawback was elevators. Early mornings there was only 1 operating in mornings from 6-10:00am. They used other 2 to transport people to 5th floor.(restaurant location.). Had to walk down 12 flights to make my breakfast reservation. Couldn’t get on the one elevator that was available. Reviewed on Mar 9, 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/2026-04-11/2026-04-18/?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 $405\. 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 $405\. 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