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Hotels in Thimble Islands

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Choose from 1019 Thimble Islands Hotel Deals

Red Roof Inn Milford - New Haven
Red Roof Inn Milford - New Haven
2 out of 5
10 Rowe Ave, Milford, CT
  • 53 min drive from Stony Creek - Thimble Islands Historic District
The price is $75 per night from May 6 to May 7
$75
per night
May 6 - May 7
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
7/10 Good! (1,005 reviews)
"Super motel comme on les aime."

Reviewed on Apr 25, 2024

Red Roof Inn Milford - New Haven
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
  • 28 min drive from Stony Creek - Thimble Islands Historic District
The price is $159 per night from May 13 to May 14
$159
per night
May 13 - May 14
Stay at this business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and onsite parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,227 reviews)
"The toilet was very low. Felt like I was in a kindergarten class bathroom"

Reviewed on Apr 28, 2024

New Haven Hotel
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
  • 56 min drive from Stony Creek - Thimble Islands Historic District
The price is $110 per night from May 6 to May 7
$110
per night
May 6 - May 7
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (1,009 reviews)
"The room was perfect. Everything was very well maintained and the staff was very helpful. The area is quiet and located across from multiple good restaurants."

Reviewed on Apr 29, 2024

Hilton Garden Inn Shelton
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
  • 30 min drive from Stony Creek - Thimble Islands Historic District
The price is $131 per night from May 27 to May 28
$131
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (314 reviews)
Very nice
"A little apart from downtown New Haven, new, clean. Nice staff. Infused water in the lobby a nice touch"

Reviewed on Apr 27, 2024

Cambria Hotel New Haven University Area
Best Western Executive Hotel Of New Haven - West Haven
Best Western Executive Hotel Of New Haven - West Haven
2.5 out of 5
490 Saw Mill Rd, West Haven, CT
  • 34 min drive from Stony Creek - Thimble Islands Historic District
The price is $114 per night from May 5 to May 6
$114
per night
May 5 - May 6
Stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.4/10 Good! (1,000 reviews)
"The indoor pool was a pleasant surprise. The shower didn't work in the "shower by pool."

Reviewed on Apr 27, 2024

Best Western Executive Hotel Of New Haven - West Haven
Hyatt Place Milford / New Haven
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
  • 43 min drive from Stony Creek - Thimble Islands Historic District
The price is $128 per night from May 6 to May 7
$128
per night
May 6 - May 7
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,000 reviews)
"Manager Naxina was very helpful and accommodating. Great hotel experience"

Reviewed on Apr 24, 2024

Hyatt Place Milford / New Haven
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
  • 28 min drive from Stony Creek - Thimble Islands Historic District
The price is $161 per night from May 14 to May 15
$161
per night
May 14 - May 15
Stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,004 reviews)
"What a gem ! I found the staff exceptional . Little touches like the chocolate covered strawberry upon arrival really added to the experience ."

Reviewed on Apr 27, 2024

Omni New Haven Hotel at Yale
La Quinta Inn & Suites by Wyndham New Haven
La Quinta Inn & Suites by Wyndham New Haven
2.5 out of 5
400 Sargent Dr, New Haven, CT
  • 27 min drive from Stony Creek - Thimble Islands Historic District
The price is $102 per night from May 13 to May 14
$102
per night
May 13 - May 14
Stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
5.2/10 (1,003 reviews)
Needs better….
"Needs better beds but other then that everything was good"

Reviewed on Apr 21, 2024

La Quinta Inn & Suites by Wyndham New Haven
Graduate New Haven
Graduate New Haven
4 out of 5
1151 Chapel Street, New Haven, CT
  • 29 min drive from Stony Creek - Thimble Islands Historic District
The price is $146 per night from May 26 to May 27
$146
per night
May 26 - May 27
Stay at this 4-star hotel in New Haven. Enjoy free WiFi, breakfast, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (650 reviews)
"I love this hotel so much and only want to stay here when I’m in New Haven. I feel a little sad that it’s gotten so expensive (most of the time) and that you don’t get free coffee anymore. Just seems a little less easy to stay at and a little less accessible to “regular” people. Not all Yale grads ..."

Reviewed on Apr 28, 2024

Graduate New Haven
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
  • 48 min drive from Stony Creek - Thimble Islands Historic District
The price is $211 per night from May 2 to May 3
$211
per night
May 2 - May 3
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (996 reviews)
Great place to escape!
"Very kind and accommodating staff. I really enjoyed my stay?"

Reviewed on Apr 9, 2024

Water's Edge Resort & Spa
Hampton Inn by Hilton Shelton
Hampton Inn by Hilton Shelton
2.5 out of 5
695 Bridgeport Ave, Shelton, CT
  • 57 min drive from Stony Creek - Thimble Islands Historic District
The price is $101 per night from May 12 to May 13
$101
per night
May 12 - May 13
Stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very Good! (1,010 reviews)
"Very clean and updated. Also very nice people."

Reviewed on Apr 30, 2024

Hampton Inn by Hilton Shelton
Springhill Suites Milford
Springhill Suites Milford
3 out of 5
50 Rowe Ave, Milford, CT
  • 53 min drive from Stony Creek - Thimble Islands Historic District
The price is $119 per night from May 5 to May 6
$119
per night
May 5 - May 6
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,002 reviews)
"Staff was very nice breakfast was good."

Reviewed on Apr 23, 2024

Springhill Suites Milford
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Thimble Islands

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Thimble Islands hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Thimble Islands.

Choosing the right hotel in Connecticut has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Thimble Islands’s 1,019 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $74. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Thimble Islands hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Thimble Islands. No matter your reason for visiting Thimble Islands, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Thimble Islands hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Thimble Islands for as low as $74.

How many hotels are there in Thimble Islands?

With over 1,019 hotels in Thimble Islands, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $74.

How to find cheap car rentals in Thimble Islands?

Finding a cheap car rental deal in Thimble Islands is as easy as scoring cheap hotels in Thimble Islands. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Thimble Islands now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Thimble Islands right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.