Thimble Islands Hotels

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Our top choices for Thimble Islands hotels

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1206)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is P5,600
P6,440 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hyatt Place Milford / New Haven

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1002)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is P5,740
P6,601 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hilton Garden Inn Milford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1003)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is P6,708
P7,714 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Homewood Suites by Hilton Stratford

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1972)
"Great value and close to everything!"
United States
kevin
The price is P7,453
P8,571 total
includes taxes & fees
Jan 6 - Jan 7, 2026
New Haven Hotel

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1000)
"Beautiful hotel in great location "
United States
Tara
The price is P6,222
P7,156 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hampton Inn by Hilton Shelton

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very Good, (1505)
"Nice all around- indoor pool was great"
United States
aaron
The price is P5,645
P6,491 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Executive Hotel Of New Haven - West Haven

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (73)
"Comfortable beds, friendly staff "
United States
Taylor
The price is P5,935
P6,826 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Spark by Hilton Guilford

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, (1005)
"Nice roomy room, clean, comfortable bed, plenty of hot water "
United States
Richard
The price is P5,698
P6,552 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Homewood Suites by Hilton Orange New Haven

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1004)
"It was perfect for an evening away, quiet, friendly staff, beautiful views, and great Sunday brunch"
United States
Diana
The price is P13,471
P16,506 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Water's Edge Resort & Spa

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is P4,588
P5,277 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Clinton Motel

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, (876)
"Clean rooms & courteous staff."
United States
Permaul
The price is P6,930
P7,969 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
Dixwell
8.6 out of 10, Excellent, (1003)
"Clean room, great location and friendly staff! "
United States
Gina
The price is P5,600
P6,440 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Courtyard New Haven at Yale

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
Downtown New Haven
9.2 out of 10, Wonderful, (930)
"Nice stay "
United States
Hans
The price is P9,297
P10,692 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Graduate by Hilton New Haven

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (1004)
"Great stay overall. Wish it was easier to walk to good restaurants. Had to drive to good food."
United States
James
The price is P6,120
P7,038 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Cambria Hotel New Haven University Area

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
West Haven
8.4 out of 10, Very Good, (1000)
"Overall great stay!"
United States
Michael
The price is P6,450
P7,418 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Hampton Inn & Suites New Haven - South - West Haven

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (454)
"Loved this hotel ! Clean , spacious and comfortable! Will definitely stay here next time I travel back home "
United States
Luz
The price is P6,563
P7,548 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Home2 Suites by Hilton East Haven New Haven

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton
3.0 star property
Shelton
7.8 out of 10, Good, (1058)
"What stood out for me is how nice the staff was and how clean and quiet the hotel is ,I would go back and I will definitely tell my friends and family to book, my stay was wonderful."
United States
Simone
The price is P5,843
P6,719 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hilton Garden Inn Shelton

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
8.8 out of 10, Excellent, (999)
"The staff and the hotel were amazing."
United States
Jerry
The price is P6,752
P7,764 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Garden Inn Wallingford/Meriden

Residence Inn by Marriott Milford

Residence Inn by Marriott Milford
3.0 star property
Milford
9.2 out of 10, Wonderful, (465)
"Great facility. "
United States
Neil
The price is P7,362
P8,466 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Residence Inn by Marriott Milford

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1001)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex
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.
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Top Thimble Islands Hotel Reviews

More cheap stays in Thimble Islands

Find out more about Thimble Islands

Top reasons to visit Thimble Islands

  • Stunning Natural Beauty: The Thimble Islands are renowned for their picturesque views and tranquil coastal scenery, ideal for outdoor enthusiasts.
  • Outdoor Activities: Enjoy boat tours, nature walks, and family outings, providing a perfect blend of adventure and relaxation.
  • Cultural Experiences: Explore historic sites and charming neighbourhoods that reflect the local culture and heritage.
  • Welcoming Accommodation: Choose from a variety of inviting hotels and cosy bed & breakfasts, catering to all types of travellers.
  • Vibrant Local Events: Experience lively music concerts and community events that showcase the area's vibrant culture.

Find great hotels near Thimble Islands

Experience the charm of Thimble Islands with a range of delightful accommodation options, including inviting hotels and cosy bed & breakfasts. Whether you're seeking elegant guest rooms or pet-friendly facilities, the area's historic district offers a perfect retreat. Enjoy a welcoming atmosphere for all travellers, including those on business trips or in search of an LGBTQIA-friendly environment. Start your day with a delightful breakfast as you explore the beauty of this unique destination.

  • Hyatt Place Milford / New Haven: Embrace the ideal blend of business and leisure at Hyatt Place Milford / New Haven. With a city-centric location, this 3-star hotel caters to both corporate travellers and those seeking a pet-friendly getaway. The property welcomes dogs, ensuring that your furry companions can join in on the adventure. Amenities include a modern fitness centre, complimentary breakfast, and spacious rooms designed for relaxation. Guests appreciate the hotel's convenient access to local attractions, making it an excellent choice for a balanced vacation experience.
  • Clarion Inn: Discover a welcoming environment at the Clarion Inn, where inclusivity meets comfort. This 3-star property not only accommodates business travellers but also proudly embraces the LGBTQIA community. Located a short distance from Thimble Islands, the hotel allows pets, making it a perfect choice for animal lovers. Enjoy a range of amenities including free Wi-Fi, a pool, and an inviting restaurant. The commitment to creating a safe and welcoming space adds to the charm of the Clarion Inn, ensuring a delightful stay for all guests.
  • Best Western Executive Hotel Of New Haven - West Haven: Experience the perfect retreat at the Best Western Executive Hotel, where nature and beach vibes come together beautifully. Positioned just 19.3km from Thimble Islands, this hotel offers direct access to the beach, allowing guests to soak in sun and surf. Ideal for business travellers seeking relaxation, the property features modern rooms, a fitness centre, and a complimentary breakfast. With its scenic surroundings and convenient amenities, the Best Western Executive Hotel ensures a tranquil yet productive escape.

Where to stay near Thimble Islands

Exploring the Thimble Islands offers a delightful blend of natural beauty and cultural charm. This picturesque archipelago boasts magnificent views and a quaint village atmosphere. Nearby Stony Creek enchants visitors with its stunning coastal scenery, perfect for outdoor adventures. Enjoy family-friendly excursions and the warm hospitality of the locals. Whether you're basking on the beach or wandering through charming neighbourhoods, you'll find plenty of memorable experiences during your visit to this unique destination.

  • New Haven: Situated approximately 16.1km from the Thimble Islands, New Haven is a vibrant city known for its rich cultural scene. Visitors flock here for an array of experiences, whether it be immersing themselves in art, shopping, or enjoying family-friendly activities. The city boasts prestigious educational institutions, historic landmarks, and a lively music scene. Highlights include the beautiful Yale University campus and bustling tourist precincts, making it an exciting urban destination to explore.
  • Branford: Located a mere 6.4km from the Thimble Islands, Branford is a charming town that offers a perfect blend of outdoor activities and scenic beauty. It attracts visitors seeking romantic getaways and stunning landscapes, particularly during the warmer months. Branford features lovely beaches and recreational areas, as well as a rich history connected to its historic college university. For those who enjoy nature, the picturesque lakes and coastal views provide an idyllic setting for relaxation and exploration.
  • Stony Creek: Just 1.6km from the Thimble Islands lies Stony Creek, a quaint village that epitomises the New England charm. Known for its outdoor adventures and breathtaking scenery, it is a popular choice for couples and nature enthusiasts alike. Visitors can indulge in recreational activities, from skiing in the winter to sunbathing on family-friendly beaches in the summer. The proximity to a national state park ensures ample opportunities for hiking and enjoying the great outdoors, making Stony Creek a delightful stop on your journey.

Things to do near Thimble Islands

Thimble Islands offers a delightful blend of cultural and outdoor experiences, perfect for a beach holiday. Visitors can enjoy boat tours, nature walks, and family outings while taking in the local sights. Additionally, the area features vibrant music concerts, charming resorts, and recreational spaces, ensuring an enjoyable stay for all.

Shopping

Discover a delightful shopping experience near Thimble Islands. Enjoy iconic bites at Louis' Lunch, just 16.1km away. For a diverse retail experience, Orchard Hill Plaza Shopping Center, 6.4km away, offers entertainment and family vibes. Don't miss Polished, a charming store also located 6.4km from the islands.

Recreation

Connecticut Sportsplex, a vibrant sports facility, offers a range of activities to energise your spirit, located 9.7km from Thimble Islands. For a tranquil escape, East Rock Park, 14.5km away, provides serene walking paths amidst nature, perfect for relaxation and wellness. Experience lively performances at Woolsey Hall, 16.1km distant.

Adventure

Experience the thrill of tennis at Foote Memorial Park Tennis Center, located 4.8km from Thimble Islands, where the energetic atmosphere is perfect for sports enthusiasts. For family fun, head to Splish Splash Water Park, 24.8km away, offering exciting water rides and entertainment for all ages.

For winter sports, visit Powder Ridge Mountain Park and Resort, located 27.4km from Thimble Islands, where you can indulge in skiing and snowboarding amidst stunning landscapes, ideal for adventure seekers and snow lovers alike.

Nightlife

Experience the vibrant nightlife by catching a show at the Shubert Theatre, only 16.1km away, where romance and culture intertwine. For a whimsical outing, visit the Lighthouse Point Carousel, 12.9km distant, perfect for families under the stars. Don’t miss a film at Cinemark North Haven, also 16.1km away, offering entertainment for all.

*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 accommodation prices are lower. Tuesday is the most economical day to book your stay, while Saturday tends to be pricier. Utilise Expedia's search tool to filter by budget and location, opting for Eco-certified hotels for better rates. Combining flights, activities, and hotel stays in an Expedia package can also yield significant savings. Lastly, keep an eye out for travel rewards and special offers to maximise your budget.

  • 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: Make use of Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified option will reveal sustainable and environmentally friendly hotels that are currently available. To find the most affordable prices and special offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your hotel stay in the Thimble Islands with your flights and activities through an Expedia package.

Find the best attractions near Thimble Islands

The Thimble Islands offer a delightful mix of culture, outdoor activities, and beach relaxation. Visitors can explore beautiful beaches, historic sites, and nearby state parks, making it perfect for families and culture enthusiasts alike. The islands are particularly known for their scenic beauty and opportunities for outdoor adventures, ensuring a memorable experience for all who visit.

  • Yale University: Immerse yourself in the rich history and culture of Yale University, a prestigious institution located a mere 16.1km from Thimble Islands. Stroll through its stunning campus, admire the iconic Gothic architecture, and explore world-class museums that showcase art and science.
  • East Haven Town Beach: Relax at East Haven Town Beach, located 9.7km away, where you can soak up the sun on golden sands. The beach offers a picturesque setting for swimming, picnicking, and enjoying breathtaking views of the Long Island Sound.
  • Guilford Town Green: Discover the charm of Guilford Town Green, just 6.4km from Thimble Islands. This family-friendly park features lush greenery, walking paths, and a vibrant community atmosphere, perfect for outdoor activities and relaxation.

The nearest major airports for your trip to Thimble Islands

To visit the Thimble Islands, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is located 75.6km away, with nearby hotel options like Simsbury 1820 House, a charming 4-star B&B just 11.3km from the airport, and Marriott Hartford Downtown, a 4-star hotel 19.3km away. White Plains, NY (HPN-Westchester County) is 82.1km from the islands, featuring The Opus Westchester, a luxurious 5-star hotel 6.4km from the airport, and Sonesta White Plains Downtown, also 6.4km away. Islip, NY (ISP-MacArthur) is 57.9km distant, with Hyatt Regency Long Island and Jake's 58 Casino Hotel, both just 6.4km from the airport.

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