Title: Pet-friendly Vacations in Thimble Islands 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 Pet-friendly 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 Pet-friendly hotel deals in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![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 $720 per person Mar 14 - Mar 17 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (2,008 reviews) Staff was really nice, rooms were clean will definitely be staying here again Reviewed on Jan 4, 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 CA $1,036 per person Feb 13 - Feb 16 found 20 hours ago Roundtrip flight included Montreal (YUL) to New York (JFK) 9.2/10 Wonderful! (136 reviews) Great rooms, staff and food Reviewed on Sep 28, 2025 ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan CA $862 per person Feb 11 - Feb 15 found 18 hours ago Roundtrip flight included Hamilton (YHM) to New York (JFK) 7.4/10 Good! (5,413 reviews) 2 hours line for check in. Reviewed on Jan 5, 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 CA $1,813 per person Mar 18 - Mar 23 found 19 hours ago Roundtrip flight included Toronto (YYZ) to New York (JFK) 9/10 Wonderful! (1,002 reviews) Had a wonderful visit! Reviewed on Dec 28, 2025 ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan CA $1,198 per person Mar 16 - Mar 20 found 2 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9/10 Wonderful! (2,790 reviews) Staff was super nice! Great location! Reviewed on Jan 3, 2026 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/2026-02-05/2026-02-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Pet-friendly holidays in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![33 Hotel, New York City, Seaport](https://images.trvl-media.com/lodging/21000000/20870000/20868200/20868143/6b870d38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 33 Hotel, New York City, Seaport Manhattan CA $1,187 per person Mar 24 - Mar 28 just found Roundtrip flight included Calgary (YYC) to New York (JFK) 9/10 Wonderful! (896 reviews) Everything was top notch!! We were well taken care of by everyone. Kerwin had exceptional customer service skills! We will be back. Reviewed on Dec 28, 2025 ![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 $1,813 per person Mar 18 - Mar 23 found 19 hours ago Roundtrip flight included Toronto (YYZ) to New York (JFK) 9/10 Wonderful! (1,002 reviews) Had a wonderful visit! Reviewed on Dec 28, 2025 ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $1,312 per person Mar 13 - Mar 15 found 16 hours ago Roundtrip flight included Toronto (YYZ) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) This hotel was FABULOUS! The view you see if the view you get! STUNNING magazine worthy view of the Brooklyn bridge. Almost kid free. The rooftop bar and lounge had stunning views of the Brooklyn bridge and Hudson river. Just minutes away from Manhattan and close enough to walk to the Bridge. Room service was excellent. Very clean room. Reviewed on Jan 3, 2026 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/2026-02-05/2026-02-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![The Fifty Sonesta Hotel New York](https://images.trvl-media.com/lodging/1000000/20000/18100/18006/34b7fec3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifty Sonesta Hotel New York Manhattan CA $718 per person Mar 15 - Mar 18 found 1 hour ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.6/10 Excellent! (1,302 reviews) Our room was spacious. The concierge was a hit or miss and desk staff seemed friendly enough during check-in. We did have issues with the heat in our room. We had the thermostat set on 70° and every 30 minutes or so the temperature would rise to above 80°, so we would have to get up numerous times at night and turn off, let it cool down and turn back on. This was reported to front desk many times throughout our stay and it was never addressed. Reviewed on Jan 5, 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 CA $1,036 per person Feb 13 - Feb 16 found 20 hours ago Roundtrip flight included Montreal (YUL) to New York (JFK) 9.2/10 Wonderful! (136 reviews) Great rooms, staff and food Reviewed on Sep 28, 2025 ![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 $720 per person Mar 14 - Mar 17 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (2,008 reviews) Staff was really nice, rooms were clean will definitely be staying here again Reviewed on Jan 4, 2026 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/2026-02-05/2026-02-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly holidays 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/1000000/10000/100/87/576ccb20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan CA $862 per person Feb 11 - Feb 15 found 18 hours ago Roundtrip flight included Hamilton (YHM) to New York (JFK) 7.4/10 Good! (5,413 reviews) 2 hours line for check in. Reviewed on Jan 5, 2026 ![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 $983 per person Feb 11 - Feb 15 found 18 hours ago Roundtrip flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (2,008 reviews) Staff was really nice, rooms were clean will definitely be staying here again Reviewed on Jan 4, 2026 ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan CA $1,198 per person Mar 16 - Mar 20 found 2 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9/10 Wonderful! (2,790 reviews) Staff was super nice! Great location! Reviewed on Jan 3, 2026 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/2026-02-05/2026-02-12/?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