Title: Beach 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 Beach 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 Beach hotel deals in Thimble Islands Price found within the past 48 hours. Click for updated prices. ![Radio Hotel](https://images.trvl-media.com/lodging/74000000/73540000/73530400/73530346/e6a69d63_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Radio Hotel Manhattan CA $748 per person Jan 16 - Jan 22 found 13 hours ago Roundtrip non-stop flight included Vancouver (YVR) to New York (JFK) 8.6/10 Excellent! (2,613 reviews) Good service and good spaced rooms Reviewed on Dec 9, 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 $972 per person Feb 12 - Feb 17 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) It was an ok 3 stat hostel. Reviewed on Dec 10, 2025 ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/9f9215cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn At Fox Hollow Hotel CA $1,086 per person Jan 12 - Jan 19 found 15 hours ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (1,002 reviews) Electric charging in back Reviewed on Dec 9, 2025 ![Grayson Hotel in the Unbound Collection by Hyatt](https://images.trvl-media.com/lodging/78000000/77130000/77126300/77126225/b853a11c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grayson Hotel in the Unbound Collection by Hyatt Manhattan CA $1,057 per person Feb 12 - Feb 17 found 19 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9.2/10 Wonderful! (848 reviews) Fabulous atmosphere, lovely rooms, friendly and helpful staff, all around a great choice - right near Bryant Park as well so an extremely nice part of town Reviewed on Dec 9, 2025 ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sound View Greenport CA $827 per person Jan 11 - Jan 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to New York (JFK) 8.6/10 Excellent! (590 reviews) Great room with amazing views! Staff was fantastic and the food was great too Reviewed on Nov 28, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach holidays 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 CA $1,019 per person Feb 12 - Feb 15 found 14 hours ago Roundtrip flight included Toronto (YTZ) to New York (NYC) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 ![Mandarin Oriental, New York](https://images.trvl-media.com/lodging/1000000/920000/916400/916343/9e864d0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mandarin Oriental, New York Manhattan CA $3,329 per person Mar 4 - Mar 9 found 3 hours ago Roundtrip flight included Vancouver (YVR) to New York (NYC) 9.2/10 Wonderful! (591 reviews) The Mandarin Oriental is first class and has a fantastic view of Central Park. After the hustle and bustle of Manhattan, this is a wonderful place to recharge and relax. The Christmas decorations were great and the kids loved the North Pole Post Office and chocolate. We would definitely come back. Reviewed on Nov 25, 2025 ![The Langham, New York, Fifth Avenue](https://images.trvl-media.com/lodging/4000000/3630000/3630000/3629903/f11b4f1b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, New York, Fifth Avenue Manhattan CA $1,501 per person Feb 12 - Feb 15 found 14 hours ago Roundtrip flight included Toronto (YTZ) to New York (JFK) 9.4/10 Exceptional! (1,001 reviews) Asked for a WSJ and provided; daily! Didn’t expect it Reviewed on Dec 1, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach holidays 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 $804 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) It was an ok 3 stat hostel. Reviewed on Dec 10, 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 $1,675 per person Feb 13 - Feb 16 found 9 hours ago Roundtrip flight included Toronto (YYZ) to New York (NYC) 8.8/10 Excellent! (1,000 reviews) The view is soooo good! Reviewed on Dec 2, 2025 ![JW Marriott Essex House New York](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/04695212_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Essex House New York Manhattan CA $1,055 per person Feb 12 - Feb 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to New York (JFK) 8.8/10 Excellent! (1,001 reviews) The price was most we ever paid for a room($907 night) We were there for the NYC Marathon and wanted to be in that area. We had a $25 day credit towards food and drinks, one morning we ate in restaurant and breakfast for 2 people was $104 before tip. They charge me $10 cup for coffee when it was complimentary in the lobby. We returned after long day and they did not leave washcloths, I went to front desk, she called housekeeping and said they would have them right up, 30 minutes later I called and they said they were on there way, after waiting I finally returned to front desk and told lady to tell me where to go and I would go get me some washcloths, she went herself and got some, when I returned to room my wife said housekeeping came but said they could only find one washcloth and brought it. $907 night, do your homework before you go. Reviewed on Nov 10, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach holidays 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 $850 per person Feb 12 - Feb 16 found 23 hours ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) It was an ok 3 stat hostel. Reviewed on Dec 10, 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 $872 per person Mar 1 - Mar 5 found 12 hours ago Roundtrip non-stop flight included Montreal (YUL) to New York (NYC) 9/10 Wonderful! (2,790 reviews) Great hotel . Friendly staff Reviewed on Dec 9, 2025 ![Grayson Hotel in the Unbound Collection by Hyatt](https://images.trvl-media.com/lodging/78000000/77130000/77126300/77126225/b853a11c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grayson Hotel in the Unbound Collection by Hyatt Manhattan CA $996 per person Feb 12 - Feb 16 found 23 hours ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (848 reviews) Fabulous atmosphere, lovely rooms, friendly and helpful staff, all around a great choice - right near Bryant Park as well so an extremely nice part of town Reviewed on Dec 9, 2025 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/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find the best beach vacations in Thimble Islands #### What are some benefits when booking beach vacations in Thimble Islands? When you travel to the beach in Thimble Islands, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip. #### How can I book the best beach vacations in Thimble Islands? To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Thimble Islands trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit. #### Can I book cheap beach vacations in Thimble Islands? There are quite a few things you can do to get cheap beach vacations in Thimble Islands. Prices range from CA $748, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out. #### Can I book beach packages? Yes, and you'll find quite a few beach packages available in Thimble Islands. These package deals let you save by booking your accommodation and your flight together with savings of up to 37\. #### Why should I book family beach vacations? When you're travelling with the family to Thimble Islands, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room. #### How can I find a beachfront vacation in Thimble Islands? It's easy to find a beachfront vacation accommodation in Thimble Islands using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline. #### How can I book last-minute beach vacations? Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Thimble Islands as your destination and see what's available. #### Can I find all-inclusive beach vacations ? Yes, all you have to do to find all-inclusive beach vacations in Thimble Islands is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance. #### Can I book a beach trip that's fully refundable? Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Connecticut. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too. #### Why should I book beach vacations with Expedia? When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips. ## Beach Hotels in Thimble Islands ![Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963946/85b73e1a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events. Branford CT - 16 min walk from Stony Creek - Thimble Islands Historic District Book a stay at this family-friendly vacation home in Branford. Enjoy breakfast (surcharge), a garden, and concierge services. Popular attractions Stony Creek ... [](https://expedia.ca/Branford-Hotels-Grace-Island-Private-Island-Vacations.h95963946.Hotel-Information) [See all 1,011 properties in Thimble Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6341069) 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. ## 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) ### Top Beach Vacation Destinations > - [Myrtle beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/601685/Myrtle-Beach) > - [Miami beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8833/Miami-Beach) > - [Florida beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/211/Florida) > - [Barbados beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/16/Barbados) > - [South beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6138745/South-Beach) > - [Palm beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/9061/Palm-Beach) > - [Daytona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023995/Daytona-Beach) > - [Newport beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/8111/Newport-Beach) > - [Vero beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6023660/Vero-Beach) > - [India beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/80/India) > - [Laguna beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/6298668/Laguna-Beach) > - [Ontario beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/2680/Ontario) > - [Canada beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/31/Canada) > - [Barcelona beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/179992/Barcelona) > - [Fort Myers beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/7194/Fort-Myers-Beach) > - [Portugal beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/147/Portugal) > - [Italy beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/86/Italy) > - [Thailand beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/178/Thailand) > - [France beach vacations ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/59/France) ## 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