Title: Thimble Islands Beach 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 Beach Vacations ## Book a Beach Hotel + Flight or Car together to unlock savings ## Top Beach 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 Save 100% on your flight $317 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (7,139 reviews) Perfect location! Close enough to time square yet far enough not to be noisy and over crowded. We didn’t have a shower curtain in our room and didn’t notice until midnight. The staff moved us to a suite for the inconvenience and turned our average stay into a phenomenal experience. Great customer service goes a very long way! This will be my hotel of choice going forward while in New York! Reviewed on Mar 13, 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 $2,978 per person Apr 29 - May 6 found 1 day ago Roundtrip flight included Dallas (DFW) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,003 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 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 Save 100% on your flight $2,224 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 ![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 Save 100% on your flight $606 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,758 reviews) Amazing location and easily walkable to a whole plethora of activities and attractions. Central Park and 5th Avenue are within strides of leaving the front door. For an exceptional experience, I recommend taking a Park View room so you wake up to Central Park. Front of House team were nothing but exemplary answering any questions and check in / out easy. Luggage storage for also of assistance. Well maintained and clean premises throughout and in own rooms / bathrooms Highly recommend a stay. Reviewed on Mar 13, 2026 ![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 $2,520 per person Apr 29 - May 6 found 1 day ago Roundtrip flight included Dallas (DFW) to New Haven (HVN) No reviews 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/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach 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 Save 100% on your flight $606 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,758 reviews) Amazing location and easily walkable to a whole plethora of activities and attractions. Central Park and 5th Avenue are within strides of leaving the front door. For an exceptional experience, I recommend taking a Park View room so you wake up to Central Park. Front of House team were nothing but exemplary answering any questions and check in / out easy. Luggage storage for also of assistance. Well maintained and clean premises throughout and in own rooms / bathrooms Highly recommend a stay. Reviewed on Mar 13, 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 $2,978 per person Apr 29 - May 6 found 1 day ago Roundtrip flight included Dallas (DFW) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,003 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 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 Save 100% on your flight $2,224 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/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach 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 $317 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (7,139 reviews) Perfect location! Close enough to time square yet far enough not to be noisy and over crowded. We didn’t have a shower curtain in our room and didn’t notice until midnight. The staff moved us to a suite for the inconvenience and turned our average stay into a phenomenal experience. Great customer service goes a very long way! This will be my hotel of choice going forward while in New York! Reviewed on Mar 13, 2026 ![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 Save 100% on your flight $606 per person Apr 23 - Apr 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,758 reviews) Amazing location and easily walkable to a whole plethora of activities and attractions. Central Park and 5th Avenue are within strides of leaving the front door. For an exceptional experience, I recommend taking a Park View room so you wake up to Central Park. Front of House team were nothing but exemplary answering any questions and check in / out easy. Luggage storage for also of assistance. Well maintained and clean premises throughout and in own rooms / bathrooms Highly recommend a stay. Reviewed on Mar 13, 2026 ![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 Save 100% on your flight $1,306 per person May 23 - May 26 found 1 day ago Roundtrip flight included Los Angeles (LAX) to New Haven (HVN) No reviews 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/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach 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 $455 per person May 6 - May 10 found 1 day ago Roundtrip flight included Dallas (DAL) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (7,139 reviews) Perfect location! Close enough to time square yet far enough not to be noisy and over crowded. We didn’t have a shower curtain in our room and didn’t notice until midnight. The staff moved us to a suite for the inconvenience and turned our average stay into a phenomenal experience. Great customer service goes a very long way! This will be my hotel of choice going forward while in New York! Reviewed on Mar 13, 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 Save 100% on your flight $1,922 per person May 28 - Jun 1 found 1 day ago Roundtrip flight included San Juan (SJU) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,003 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on Mar 10, 2026 ![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 Save 100% on your flight $714 per person May 25 - May 29 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (7,024 reviews) The location of this hotel is great, you don’t get the craziness of Times Square but you are right there, easy access to trains, and plenty of food options around. The staff if friendly and kind, the bed/pillows are comfy. However, it is an old property (as half of NYC), the rooms have been remodeled, but it shows. Small rooms and bathroom, and my biggest issue was the noise, probably because I was in the 4th floor and my room faced the street - I can say by own experience- NYC IS indeed the City that never sleeps. I barely slept in 4 days. All in all, not a bad option if you get a room in the back of the property. Price is fair. Reviewed on Mar 13, 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/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find your perfect Thimble Islands beach vacation #### How do I book the best Thimble Islands beach vacation packages? Life’s a beach when you dive into our brilliant Thimble Islands beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands. #### How can I find cheap beach vacations in Thimble Islands? A rental steps from the shore creates an amazingly affordable Thimble Islands beach vacation. Seaside sojourns during low season start from $317\. Prices and availability are subject to change. Additional terms may apply. #### When should I book a Thimble Islands beach holiday? For a bustling beach break, book in . For a less crowded coast, is the time to turn up. #### How can I book the best family beach vacations in Thimble Islands? With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love. #### How do I find a Thimble Islands beachfront vacation? Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments. #### Can I book a package including a Thimble Islands vacation beach house rental? Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal. #### Can I find Thimble Islands beach vacation deals? Sort your search results by deals to delight in amazing Thimble Islands beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline. #### Can I book a Thimble Islands beach trip with free cancellation and/or flexible dates? Just like the Thimble Islands tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility. #### Why should I book my Thimble Islands beach vacation with Expedia? Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Thimble Islands. (OK, maybe not that last part.) ## Top Beach Thimble Islands Hotels ![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.com/Branford-Hotels-Grace-Island-Private-Island-Vacations.h95963946.Hotel-Information) ![Money Island Home w/ Deck, Kayak & Paddleboards!](https://images.trvl-media.com/lodging/94000000/93210000/93203000/93202927/adfc16ce_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Money Island Home w/ Deck, Kayak & Paddleboards! Branford CT - 13 min walk from Stony Creek - Thimble Islands Historic District Book a stay at this beach cottage in Branford. Enjoy free parking and balconies. Popular attractions Stony Creek - Thimble Islands Historic District and Stony ... [](https://expedia.com/Branford-Hotels-Money-Island-Home-W-Deck.h93202927.Hotel-Information) [See all 1,060 properties in Thimble Islands](https://expedia.com/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.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-Hotels.d6341069.Travel-Guide-Hotels)[ Vacation Rentals in Thimble Islands ](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.