Title: Mountain Vacations in Thimble Islands 2026/2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Thimble Islands Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Mountain hotel deals in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Hotel Seville Nomad, in the Unbound Collection by Hyatt](https://images.trvl-media.com/lodging/18000000/17940000/17939200/17939186/186b385b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Seville Nomad, in the Unbound Collection by Hyatt Manhattan CA $739 per person Jan 12 - Jan 15 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 8.8/10 Excellent! (1,184 reviews) Good hotel will stay again Reviewed on Dec 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-12/2026-01-15/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17939186&paandie=true&HotelClass=40&dealMarker=qNL6zE88gpxXyOfFH2EQHXfyHgdm9zgDw8M12GLWC6pZwjAr6VIIduvaOnLcptuy) ![Millennium Hilton New York One UN Plaza](https://images.trvl-media.com/lodging/1000000/10000/1700/1639/ca159422_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Millennium Hilton New York One UN Plaza Manhattan CA $825 per person Feb 6 - Feb 12 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 8.2/10 Very Good! (1,951 reviews) Everything phenomenal, i have never stayed at any Hotel that nice Reviewed on Nov 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-06/2026-02-12/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1639&paandie=true&HotelClass=40&dealMarker=7w4nhuL0Eu0ddxcUzxP9g_-7WAc5iVXEqiy4Rl2VukSsSWbiRlDLHE3hijMPxsf1) ![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 CA $2,154 per person Jan 7 - Jan 14 just found Roundtrip flight included Toronto (YTO) to New York (NYC) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-07/2026-01-14/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25559&paandie=true&HotelClass=40&dealMarker=ktnaEgNxNgyTSEgVr-WsozlyRD8bJpBp26uPIrZqwceVioEMrF7bWmxYNPyudfrp) ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $899 per person Feb 12 - Feb 16 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) Cute hotel. Friendly Staff Reviewed on Dec 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-12/2026-02-16/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12627948&paandie=true&HotelClass=40&dealMarker=elEcedmNL3mldgToAHtd8uQ_ZFapJ8wIULVq1XhKzBRQKCzYAeW1Twh9SUB7o9Ap) ![The Lexington Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/30000/20300/20288/bbebe1e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Lexington Hotel, Autograph Collection Manhattan CA $1,843 per person Feb 6 - Feb 12 found 6 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 8.2/10 Very Good! (1,603 reviews) Me and my daughter recently stayed at the Lexington Hotel in NYC, and while the property is beautifully maintained and staffed, our experience was marred by an unexpected 'destination fee'. The location is unbeatable, and the front desk team was top-notch. Plus, the complimentary bottled water was a thoughtful touch. However, the $35 daily fee, mandatory and not clearly disclosed while booking, felt like a sneaky attempt to tack on extra charges. Yes, you can use the $35 as credit around the hotel, but again it’s mandatory. Overall, I'd recommend the Lexington for its prime location and excellent service, but be aware of this added expense to factor it into your budget. Reviewed on Dec 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-06/2026-02-12/?FromAirport=YHM&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20288&paandie=true&HotelClass=40&dealMarker=Ie_9-Our0qdmNuZEkU7U5RT_3bN2-pgX5EyZf1y6WR-Exew_fpRj91WG3ByyJ9B-) Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![The William Vale](https://images.trvl-media.com/lodging/12000000/11980000/11971700/11971622/e6b8f910_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The William Vale CA $922 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 8.8/10 Excellent! (1,002 reviews) The hotel is very beautiful and the staff was very friendsly and helpful Reviewed on Dec 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-13/2026-02-16/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11971622&paandie=true&HotelClass=50&dealMarker=cyvmS96Uft-MAExywA8FEacpOZ7V_920yjs-F2JfXgjddGUAwh7oVujM2Rx6wEf9) ![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 CA $2,154 per person Jan 7 - Jan 14 just found Roundtrip flight included Toronto (YTO) to New York (NYC) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-07/2026-01-14/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25559&paandie=true&HotelClass=50&dealMarker=ktnaEgNxNgyTSEgVr-WsozlyRD8bJpBp26uPIrZqwceVioEMrF7bWmxYNPyudfrp) ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! North End CA $2,582 per person Jan 10 - Jan 16 found 5 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-16/?FromAirport=YYZ&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119248411&paandie=true&HotelClass=50&dealMarker=ygHc6tARcZRsWIE60djrs_Rd4gQ6-jhiZvU5yCouARY7IyO3j28STO46VhmH8dQb) Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/922bba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arthouse Hotel New York City Manhattan CA $728 per person Feb 6 - Feb 9 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 8.8/10 Excellent! (1,678 reviews) They make you pay $150 for incidentals and that’s absurd. Reviewed on Nov 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-06/2026-02-09/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12117&paandie=true&HotelClass=40&dealMarker=7cHxEL_QUJQoLC0a71HoYT2I1NPFRzvFGWWFe97sD1iCQB09DlU1m8XhXWqTO9-P) ![Hotel Seville Nomad, in the Unbound Collection by Hyatt](https://images.trvl-media.com/lodging/18000000/17940000/17939200/17939186/186b385b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Seville Nomad, in the Unbound Collection by Hyatt Manhattan CA $739 per person Jan 12 - Jan 15 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 8.8/10 Excellent! (1,184 reviews) Good hotel will stay again Reviewed on Dec 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-12/2026-01-15/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17939186&paandie=true&HotelClass=40&dealMarker=qNL6zE88gpxXyOfFH2EQHXfyHgdm9zgDw8M12GLWC6pZwjAr6VIIduvaOnLcptuy) ![The William Vale](https://images.trvl-media.com/lodging/12000000/11980000/11971700/11971622/e6b8f910_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The William Vale CA $922 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 8.8/10 Excellent! (1,002 reviews) The hotel is very beautiful and the staff was very friendsly and helpful Reviewed on Dec 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-13/2026-02-16/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11971622&paandie=true&HotelClass=40&dealMarker=cyvmS96Uft-MAExywA8FEacpOZ7V_920yjs-F2JfXgjddGUAwh7oVujM2Rx6wEf9) Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Windrose On Hudson CA $591 per person Jan 7 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 7.8/10 Good! (80 reviews) The property was clean & well groomed with lovely grounds. Staff was very accommodating and helpful at checkin. Was surprised that there was no mini fridge in the room. Did not realize there would not be one at booking. Parking was quite far from hotel and it was an uphill walk back. Also did not notice any handicapped parking closer by. Reviewed on Nov 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-07/2026-01-11/?FromAirport=YTO&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=112806652&paandie=true&dealMarker=elEcedmNL3mldgToAHtd8m7U3_HVEwHXJVNdwF_XxMpPkuQ2Ol0U0i0dEgfoqZdN) ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $899 per person Feb 12 - Feb 16 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) Cute hotel. Friendly Staff Reviewed on Dec 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-12/2026-02-16/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12627948&paandie=true&dealMarker=elEcedmNL3mldgToAHtd8uQ_ZFapJ8wIULVq1XhKzBRQKCzYAeW1Twh9SUB7o9Ap) ![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/922bba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arthouse Hotel New York City Manhattan CA $929 per person Feb 24 - Feb 28 found 1 day ago Roundtrip flight included Hamilton (YHM) to New York (NYC) 8.8/10 Excellent! (1,678 reviews) They make you pay $150 for incidentals and that’s absurd. Reviewed on Nov 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-24/2026-02-28/?FromAirport=YHM&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12117&paandie=true&dealMarker=RThSFrQsntBxdLFCd6osrCrbUVdaz5-lAGT3GvxnJoIvLJwyrjFWVFTkAT8CM5Cw) Don't see what you're looking for? See all available trips from Columbus to Thimble Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Thimble Islands](https://expedia.ca/Cheap-Flights-To-Thimble-Islands.d6341069.Travel-Guide-Flights)[Thimble Islands Hotels](https://expedia.ca/Thimble-Islands-Hotels.d6341069.Travel-Guide-Hotels)[Thimble Islands Vacation Rentals](https://expedia.ca/Thimble-Islands-Vacation-Rentals.d6341069.Travel-Guide-VacationRentals)[Thimble Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Thimble-Islands.d6341069.Car-Rental-Guide)[Thimble Islands Vacations](https://expedia.ca/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 on select hotels and earn double points 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 ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFGElEQVR4Xu3bMXIjOQxAUboUKJwj9FF0NPpoOoqPMKEDl7kCCAJsurUrTNVsIP2fuI1m8ymjespT2v9QWQd/I5BUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkmpCvsrTJqPab13KWHx8yr+13X3Ab2VIfRfagBKKBzIGMkQeigcyBjJH3rEiN35ogt95v698EuWVIKb/6ks8+Osn1b1nl7fcC0UAiEA0EpIGA2I359N5kOiNTY0f7VR6MVRtIn3sgIBIISAEBGYvi8gCJ0aUf6HPX6aM0EBAQEAukgYBof440OeN/tW9H7H26yUhX+QhkkykICAgICMgfIJEj9optrn2UN1+lzSMJBKSBgKw3QHogIG1F9s07HiDraKnGziAHo6UaO4McjJZq7AxyMFqqsTPIwWipxs4gB6OlGjuDHIyWauw8Ifcb79PyI16x17fu+4GA3A9kBAJyP5DR8yJ2emt6eksx8sYZL4g2/8W1fl+ovicISA8EBER+gOwDsRtxeutIHj840PXYj2r/dJp9OtlrTOISBAREAwEZk7gEeV1EdvQ7fa3lrjb/c/Ymg/cSx77Nq68G8TnIuANi8+qrQXwOMu6A2Lz66udE7mWn92ff8as/Ps74/dI7PbAKJHpgFUj0wCqQ6IFVINEDq0CiB1aBRNOqePyid8aOeqCvozc/0Lf+dIxa+5AnZC8LBASkPw0CAvJjBPIlt+yfszVda13aZ784yfu0vojbjvagvmLrNwEQEAukgcgtkAKiay0QbY/4gW476lo9ve1xXzWPrG97AkRugzQQEJAIRNeCxJ15lZze1o/T+9qvtrHye/ooJxnYpzsMBKSBgICM2/tAQHRHfXnud247zqPPfnrbjj/cOPbtwdrnEggISL8NAgLSQLQ9Upse1ZqNBPmWH+c7rvZe9JuAI/tANBCQAgICUkC0CWmyVne86J1bJ3/8Kr8aIh9Fd9RVW7+YR1q1X2USlw1EAwEBAbFJXDYQ7RURS3e06727jdGyypBrOftgCmRZBWLXIHMgyyoQuwaZe0pkPr3jTfldrqSzI5K6+1XjwdY+ZF7HUhAQEJAG0h8EAbEmxNLHtY/xil18ZB/Fih1LP/bt02m+CsQCAQEBsXwViPXSiD3+7cu2PrdjXzPXdpzTVdf+TQDEAvFAeiBbn4PEPZAfvRzS5HF9U77KonXHTz/Q61geo1Li38HXVSAWCAgIyLoKxHppRM/4+aje4l5PRrZq5Ehkn25+Li5BYvsYgTQQEBCQl0UO+pKH9PQu4trjfuzHqtqvrpNlIwlkWVX7FQgISAMBWVbVfvVKiO44t8nUdrzK4GCVuEV2tC8HUY2dQUYg3iZTEBAQEO+lkRq/Hb9PG7I/9mPHax+te4GAgIBIIBoISPuJ2I7nCdE/+bro4p6s0gM9dvTMPdmePRAQEBAQkNpAon9H2vqKrY+/l/mvwOxBzVcVH0kgICAgIL6qgID8F2KPjzPeH49V7s5v3bMrgYCAgICA1AbSr6QViQRp8rgd6Opq86q9exmj024JSASigegIBKSBzL0wsm/r8/3jmr51638utmrTbwJFPoq7HogGMrf1OUhfI4FoIHNbn4P0NdJTIn8vkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaR6HuQfmZe9CJOEndwAAAAASUVORK5CYII=)