Find hotels in Thimble Islands, CT from $85

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Thimble Islands hotels

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (784)
"Clean room, friendly staff!"
United States
Julie
$127 nightly
The price is $146
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard New Haven Wallingford

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1002)
"The staff and the hotel were amazing."
United States
Jerry
$115 nightly
The price is $132
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hilton Garden Inn Wallingford/Meriden

Carriage House

Carriage House
2.5 star property
Hamden
9.6 out of 10, Exceptional, (572)
"Room was spotless, contactless check it made it super easy, Polite staff....."
United States
Michelle
$115 nightly
The price is $133
Dec 29 - Dec 30
Total with taxes and fees
Carriage House

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1000)
"Clean room, close to mamy amenities restaurants, bars, etc "
United States
Kerry- Ann
$97 nightly
The price is $111
Jan 25 - Jan 26, 2026
Total with taxes and fees
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (903)
"Staff was very friendly and helpful stay was overall very pleasant!"
United States
Angela
$118 nightly
The price is $136
Jan 11 - Jan 12, 2026
Total with taxes and fees
Homewood Suites by Hilton Wallingford-Meriden

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
Long Wharf
9.4 out of 10, Exceptional, (872)
"Clean rooms & courteous staff."
United States
Permaul
$114 nightly
The price is $131
Jan 11 - Jan 12, 2026
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford
3.0 star property
Orange
8.4 out of 10, Very Good, (1004)
"The staff, the bar, and the ease of check in."
United States
William
$110 nightly
The price is $127
Jan 1 - Jan 2, 2026
Total with taxes and fees
Courtyard by Marriott New Haven Orange-Milford

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Dec 28 - Dec 29
Total with taxes and fees
Clinton Motel

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1000)
"Everything was wonderful. Staff was friendly, very clean,we enjoyed it."
United States
Donna
$223 nightly
The price is $256
Jan 4 - Jan 5, 2026
Total with taxes and fees
Water's Edge Resort & Spa

Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
3.0 star property
Hamden
9.4 out of 10, Exceptional, (415)
"The room was spacious and clean. Very comfortable bed. Nice complementary breakfast and coffee. Geographically perfect if you need to be near Quinnepeac University."
United States
Tanya
$140 nightly
The price is $161
Jan 11 - Jan 12, 2026
Total with taxes and fees
Residence Inn by Marriott New Haven Hamden

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
Downtown New Haven
9.2 out of 10, Wonderful, (929)
"Nice stay "
United States
Hans
$161 nightly
The price is $185
Jan 8 - Jan 9, 2026
Total with taxes and fees
Graduate by Hilton New Haven

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven
2.5 star property
Hamden
6.6 out of 10, (1005)
"Great stay!"
United States
Mark
$80 nightly
The price is $92
Dec 30 - Dec 31
Total with taxes and fees
Hamden Hotel and Suites – Hamden New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.6 out of 10, Excellent, (1001)
"Always stay here when visting family in CT."
United States
David
$134 nightly
The price is $154
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield by Marriott Inn & Suites Wallingford New Haven

Springhill Suites Milford

Springhill Suites Milford
3.0 star property
Milford
8.6 out of 10, Excellent, (1003)
"Nice place"
United States
paul
$103 nightly
The price is $118
Jan 4 - Jan 5, 2026
Total with taxes and fees
Springhill Suites Milford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1000)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
$108 nightly
The price is $124
Jan 17 - Jan 18, 2026
Total with taxes and fees
Homewood Suites by Hilton Stratford

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1202)
"Hotel for Pleasant Stay"
United States
Rajesh
$88 nightly
The price is $101
Dec 28 - Dec 29
Total with taxes and fees
Hyatt Place Milford / New Haven

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1001)
"Beautiful hotel in great location "
United States
Tara
$106 nightly
The price is $122
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hampton Inn by Hilton Shelton

Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
2.5 star property
Milford
8.0 out of 10, Very Good, (1001)
"Breakfast was fresh and good options."
United States
paulo
$87 nightly
The price is $100
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Milford by IHG

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
Dixwell
8.6 out of 10, Excellent, (1004)
"Clean room, great location and friendly staff! "
United States
Gina
$95 nightly
The price is $109
Jan 11 - Jan 12, 2026
Total with taxes and fees
Courtyard New Haven at Yale

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1005)
"Very nice hotel clean friendly convenient location "
United States
Karen
$98 nightly
The price is $112
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hilton Garden Inn 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Thimble Islands Hotel Reviews

More cheap stays in Thimble Islands

Hotels in Thimble Islands with star-rating

Find out more about Thimble Islands

Top reasons to visit Thimble Islands

  • Scenic Boat Tours: Explore the picturesque Thimble Islands via boat tours that showcase stunning views and unique island landscapes.
  • Charming Stony Creek Village: Discover the quaint atmosphere of Stony Creek, perfect for family outings and leisurely strolls.
  • Outdoor Activities: Enjoy nature walks, beaches, and recreational spaces ideal for relaxation and adventure.
  • Cultural Experiences: Visit historic colleges and state parks, immersing yourself in the local culture.
  • Welcoming Accommodations: Stay in cozy hotels or bed & breakfasts that cater to all, including pet owners and the LGBTQIA community.

Find great hotels near Thimble Islands

Thimble Islands offers a charming selection of accommodations, including hotels and cozy bed & breakfasts, perfect for your getaway. Enjoy elegant guest rooms and delightful breakfast options, all while being embraced by a welcoming atmosphere for everyone, including pet owners and the LGBTQIA community. Experience the unique allure of the historic district as you unwind in the scenic beauty of this idyllic destination.

  • Hyatt Place Milford / New Haven: Ideal for business travelers seeking a city-themed experience, the Hyatt Place Milford / New Haven offers a convenient location just 14 miles from the Thimble Islands. This 3-star property boasts a range of business amenities, including a 24-hour Business Center, Meeting Rooms, and Conference Space, making it perfect for corporate stays. Pet-friendly policies allow dogs on-site, ensuring a comfortable stay for furry companions as well. With its urban atmosphere and modern facilities, this hotel is perfect for those looking to blend work and leisure.
  • Clarion Inn: The Clarion Inn is an LGBTQIA-friendly hotel located 12 miles from the Thimble Islands, catering to an inclusive and welcoming atmosphere. This 3-star hotel is well-equipped for business travelers, featuring multiple Meeting Rooms and a Business Center. Pets are also welcome, with amenities designed for both dogs and cats. The hotel's commitment to diversity and comfort makes it a standout choice for travelers looking for a supportive environment while enjoying their vacation.
  • New Haven Hotel: Located just 10 miles from the Thimble Islands, the New Haven Hotel is a 3.5-star accommodation ideal for families and pet owners alike. This family-friendly hotel provides complimentary cribs for guests traveling with young children. The pet-friendly policy allows for dogs, making it easy to travel with your furry friends. Situated in the city center, the New Haven Hotel combines convenience with family-oriented amenities, ensuring an enjoyable stay for all ages.

Where to stay near Thimble Islands

Thimble Islands, an enchanting archipelago in Connecticut, offers a perfect blend of outdoor adventures and cultural experiences. Explore the charming Stony Creek village, known for its picturesque scenery and family-friendly atmosphere. Just a short drive from New York, this destination is ideal for budget-conscious travelers seeking magnificent views and memorable excursions. Don't miss the breathtaking late afternoon sunsets that make this area truly special.

  • New Haven: Located 10 miles from Thimble Islands, New Haven is a vibrant city known for its rich cultural scene and educational institutions. Home to Yale University, the city boasts historic architecture and art museums that attract visitors year-round. Peak travel months from June to August bring a lively atmosphere filled with music concerts and family-friendly activities. Don’t miss the bustling shopping areas and local eateries that showcase the city’s diverse culinary offerings. New Haven also offers beautiful beaches nearby, perfect for a relaxing day by the water.
  • Branford: A charming city just 4 miles from Thimble Islands, Branford is ideal for those seeking outdoor adventures and picturesque scenery. With a peak in visitors during the summer months, Branford offers a romantic escape with its scenic lakes and family-friendly beaches. Enjoy recreational activities such as hiking and skiing, or simply take in the beautiful coastal views. The town's close-knit community and serene environment make it a perfect spot for couples and families alike to unwind and explore nature.
  • Milford: Located 16 miles from Thimble Islands, Milford is a lively city that offers a blend of outdoor fun and urban experiences. Visitors flock here especially in April and during the summer, drawn by its recreational areas and family-friendly attractions. Enjoy a day at the beach, play a round of golf, or explore the historic college university that adds to Milford's charm. The city’s welcoming atmosphere and variety of activities make it a perfect day trip for families and city enthusiasts alike.

Things to do near Thimble Islands

Thimble Islands offers a delightful blend of outdoor activities and cultural experiences perfect for a scenic getaway. Visitors can enjoy local sightseeing, embark on nature walks, and take scenic boat tours to explore the picturesque surroundings. The area also features recreational spaces, a golf course, and family-friendly outings, making it an ideal destination for travelers seeking relaxation and adventure.

Shopping

For a delightful shopping experience near Thimble Islands, visit Orchard Hill Plaza Shopping Center, just 4 miles away, offering a mix of entertainment and family vibes. You can also explore Polished, a charming store nearby, or head to North Madison Shopping Center, 10 miles away, for more local finds.

Recreation

The Connecticut Sportsplex, located 6 miles away, offers dynamic sports activities that energize your spirit. East Rock Park, 9 miles from Thimble Islands, provides serene trails and picturesque views, perfect for relaxation. Woolsey Hall, 10 miles away, presents engaging concerts that elevate your mood in a vibrant atmosphere.

Adventure

At Powder Ridge Mountain Park and Resort, located 17 miles from Thimble Islands, you can enjoy thrilling skiing adventures. Waterski Connecticut, situated 20 miles away, offers exhilarating water sports for the adventurous spirit. For tennis enthusiasts, Foote Memorial Park Tennis Center, only 3 miles away, provides an exciting outdoor experience.

Nightlife

Experience the vibrant nightlife of Thimble Islands by visiting the Shubert Theater for captivating performances or the Toyota Oakdale Theatre for a mix of culture and entertainment. For a charming outdoor vibe, enjoy a ride at the Lighthouse Point Carousel, just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Thimble Islands

To save money on your trip to Thimble Islands, consider visiting between December and February, when prices are lower compared to the summer months. Book your stay on a Tuesday for the best rates, and use Expedia’s search tool to find eco-friendly hotels and tailor results to your budget. Combine hotel reservations with flights for discounts, and join Expedia's One Key membership for exclusive deals and rewards. Look for free activities in the area to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Thimble Islands are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Thimble Islands is Tuesday. The most expensive day to stay around Thimble Islands is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to tailor your results based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified option will reveal sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply adjust the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Thimble Islands hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Thimble Islands

Thimble Islands offers a delightful mix of outdoor activities, cultural experiences, and scenic beauty, making it a perfect vacation spot. Visitors can enjoy the local beaches, explore historic colleges and universities, and visit nearby state parks. The islands cater to families and travelers seeking both adventure and culture, with plenty of attractions to discover. Don't miss the chance to explore the iconic Thimble Islands themselves for an unforgettable experience.

  • Yale University: A prestigious Ivy League institution, Yale University boasts stunning Gothic architecture and a rich history. Visitors can explore the campus, home to renowned museums and libraries, and soak in the vibrant cultural atmosphere that inspires creativity and intellect.
  • Stony Creek - Thimble Islands Historic District: This charming historic village offers picturesque views and a glimpse into the maritime heritage of the Thimble Islands. Stroll along scenic paths, visit local shops, and enjoy the unique culture that thrives in this quaint community.
  • Hammonasset Beach State Park: A beautiful coastal retreat, Hammonasset Beach State Park features sandy beaches, scenic walking trails, and opportunities for outdoor adventure. Whether swimming, picnicking, or birdwatching, it's the perfect spot to enjoy nature's beauty.

The nearest major airports for your trip to Thimble Islands

To visit the Thimble Islands in Connecticut, you can fly into several major airports. Bradley International Airport (BDL) is 47 miles away and offers nearby hotels like the DoubleTree by Hilton Hartford, just 1 mile from the airport, and the Marriott Hartford Downtown, 12 miles away. Alternatively, Westchester County Airport (HPN) is 51 miles away, with options such as The Opus Westchester, 4 miles from the airport. Lastly, Islip MacArthur Airport (ISP) is 36 miles away, featuring hotels like Hyatt Regency Long Island, also 4 miles from the airport. All these hotels provide convenient transportation services to their respective airports.

Explore a world of travel with Expedia