Title: Visit Thimble Islands: Best of Thimble Islands Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Thimble Islands](https://expedia.ca/Thimble-Islands-Hotels.d6341069.Travel-Guide-Hotels)[Vacation Rentals in Thimble Islands](https://expedia.ca/Thimble-Islands-Vacation-Rentals.d6341069.Travel-Guide-VacationRentals)[Flights to Thimble Islands](https://expedia.ca/Cheap-Flights-To-Thimble-Islands.d6341069.Travel-Guide-Flights)[Thimble Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Thimble-Islands.d6341069.Car-Rental-Guide)[Thimble Islands Vacation Packages](https://expedia.ca/Thimble-Islands.d6341069.Destination-Travel-Guides) # Thimble Islands ## Travel Guide ## Visit Thimble Islands - Thimble Islands Hotel Deals - Vacation Rentals in Thimble Islands ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Haven Hotel 229 George Street New Haven CT CA $146 CA $168 total Feb 8 - Feb 9 includes taxes & fees Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ... 9/10 Wonderful! (2,005 reviews) Excellent room and courteous welcome. Reviewed on Jan 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=36721&PinnedHotelID=36721&HadPinnedHotel=true®ionId=6341069) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel New Haven University Area 20 Dwight Street New Haven CT CA $145 CA $167 total Feb 22 - Feb 23 includes taxes & fees Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ... 8.6/10 Excellent! (1,009 reviews) Nice fromt desk staff. Clean & comfortable room. Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=78614483&PinnedHotelID=78614483&HadPinnedHotel=true®ionId=6341069) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 New Haven - Branford, CT 320 E Main St Branford CT CA $89 CA $104 total Feb 5 - Feb 6 includes taxes & fees Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ... 7/10 Good! (1,008 reviews) O Reviewed on Jan 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&selected=50320&PinnedHotelID=50320&HadPinnedHotel=true®ionId=6341069) [See all 1,036 properties in Thimble Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=30%2F01%2F2026&endDate=31%2F01%2F2026®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. ![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 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) ![Luxury Apartments by Hyatus at Pierpont](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/1add7dcb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Apartments by Hyatus at Pierpont 9 Tower Ln New Haven CT Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater ... 9.4/10 Exceptional! (25 reviews) Very quiet, clean and peaceful accommodation. Enjoyed our stay here. Very spacious apartment with everything you need for a comfortable stay. Felt right at home - away from home. Highly recommend. Reviewed on Jan 7, 2026 [](https://expedia.ca/New-Haven-Hotels-Luxury-Apartments-By-Hyatus-At-Pierpont.h76888939.Hotel-Information) ![Charming 3 Bedroom Beach Front Cottage](https://images.trvl-media.com/lodging/107000000/106820000/106813500/106813451/932e64bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming 3 Bedroom Beach Front Cottage Milford CT Stay at this cottage in Milford. Enjoy a beach locale, laundry facilities, and an in-room coffeemaker. Popular attractions Pond Point Beach and Bayview Beach ... 9.4/10 Exceptional! (6 reviews) Beautiful and comfortable home. We stayed here while enjoying an early Christmas with our family. The view is spectacular. We walked along the beach and collected sea glass every morning. The location is great as it is close to town. Beds were comfy. Good shower pressure. Comfy couch. We will definitely ... Reviewed on Dec 22, 2025 [](https://expedia.ca/Milford-Hotels-Charming-3-Bedroom-Beach-Front-Cottage.h106813451.Hotel-Information) [See all properties in Thimble Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6341069&sort=VACATION_RENTAL) 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. ## Check Thimble Islands hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=2026-01-29&endDate=2026-01-30)[Jan 29 - Jan 30](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=2026-01-29&endDate=2026-01-30) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=2026-01-30&endDate=2026-01-31)[Jan 30 - Jan 31](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=2026-01-30&endDate=2026-01-31) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=30%2F01%2F2026&endDate=01%2F02%2F2026)[Jan 30 - Feb 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=30%2F01%2F2026&endDate=01%2F02%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026)[Feb 6 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6341069&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026) ## Cities near Thimble Islands ![Kelsey Island in Long Island Sound in Branford Connecticut on a cold winter morning.; Shutterstock ID 355954055; Purchase Order: -](https://images.trvl-media.com/place/6243/00178d82-abf8-493e-bf01-8184f1ec0079.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Branford ![Sun Painted Shore Redeux](https://images.trvl-media.com/place/183062/df1d2088-980e-4b28-a674-599b5bdd2970.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Guilford ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [4 Star Hotels in Guilford ](https://www.expedia.ca/4Star-Guilford-Hotels.s40-0-d183062.Travel-Guide-Filter-Hotels) - [Hotels near Bill Miller’s Castle ](https://www.expedia.ca/Bill-Millers-Castle-Hotels.0-l553248621563220905-0.Travel-Guide-Filter-Hotels) - 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[Lighthouse Point Park ](https://expedia.ca/Lighthouse-Point-Park-East-Shore.d6163933.Vacation-Attraction) - [Sterling Memorial Library at Yale University ](https://expedia.ca/Sterling-Memorial-Library-At-Yale-University-Downtown-New-Haven.d6071481.Vacation-Attraction) ![](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. 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