Thimble Islands Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Thimble Islands hotels

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, (484 reviews)
  • cleanliness
    Convenient Yale University access with quiet rooms and indoor pool.
"Good breakfast, great service. "
United States
Adrien
The price is P7,518
P8,646 total
includes taxes & fees
Mar 1 - Mar 2
Home2 Suites by Hilton East Haven New Haven

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (91 reviews)
  • cleanliness
    Oceanfront haven near hiking trails with peaceful surroundings and free perks.
"The front desk staff were excellent, clean and comfortable stay."
United States
JUstine
The price is P6,329
P7,278 total
includes taxes & fees
Feb 21 - Feb 22
Spark by Hilton Guilford

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, (1,001 reviews)
  • cleanliness
    Restful retreat near train station with quick access to local beaches.
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (302 reviews)
  • cleanliness
    Enjoy a seaside retreat in Clinton with a seasonal outdoor pool and free WiFi.
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is P4,526
P5,205 total
includes taxes & fees
Feb 16 - Feb 17
Clinton Motel

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,243 reviews)
  • cleanliness
    Convenient Yale University access with morning buffet and fitness essentials.
"The staff was great, the room was very clean and the breakfast was very good. "
United States
Greg
The price is P5,292
P6,086 total
includes taxes & fees
Mar 1 - Mar 2
Hyatt Place Milford / New Haven

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, (913 reviews)
  • cleanliness
    Modernist luxury close to Yale with eco-friendly amenities and 24-hour fitness.
"The room was beautiful and staff was great!"
United States
Alyssa
The price is P6,900
P7,934 total
includes taxes & fees
Mar 8 - Mar 9
Hotel Marcel New Haven, Tapestry Collection By Hilton

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (781 reviews)
  • cleanliness
    Stay at a convenient Cheshire motel, minutes from Quinnipiac University.
"Great location, comfortable and clean"
United States
MARK
The price is P4,648
P5,345 total
includes taxes & fees
Feb 21 - Feb 22
Cheshire Welcome Inn

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Luxuriate at a beachfront Connecticut spa resort with private beach and cabanas.
"Great place!"
United States
Laura
The price is P11,340
P14,042 total
includes taxes & fees
Feb 24 - Feb 25
Water's Edge Resort & Spa

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
Branford
7.2 out of 10, Good, (1,005 reviews)
  • cleanliness
    Convenient New Haven motel with free WiFi and parking, near Yale University.
"The motel is clean, employees are very polite, helpful and the room was very spacious."
United States
Arianna
The price is P3,873
P4,512 total
includes taxes & fees
Feb 19 - Feb 20
Motel 6 New Haven - Branford, CT

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1,004 reviews)
  • cleanliness
    Modern business hotel near Yale with free breakfast and fitness center.
"Staff members were extremely helpful and kind from the people working the front desk to the house keeping people 5 stars to them "
United States
ray
The price is P5,870
P6,750 total
includes taxes & fees
Feb 17 - Feb 18
Clarion Inn North Haven - New Haven North

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (178 reviews)
  • cleanliness
    Relax at this oceanside B&B in Westbrook with free breakfast and bicycles.
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is P11,945
P13,259 total
includes taxes & fees
Feb 25 - Feb 26
Westbrook Inn B&B

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (238 reviews)
  • cleanliness
    Stay close to coastal attractions in this Guilford hotel with free WiFi.
"I really enjoy staying here. The family who runs this motel are so nice. I used to live in Guilford and moved out of state. I return to Conn frequently and always stay here. "
United States
Susan B
The price is P5,193
P5,972 total
includes taxes & fees
Feb 16 - Feb 17
Tower Inn And Suites Of Guilford - Madison

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, (1,001 reviews)
  • cleanliness
    Perfectly positioned for Yale University and New Haven essentials.
"Staff, Room and Location "
Canada
Umar
The price is P6,093
P7,007 total
includes taxes & fees
Mar 1 - Mar 2
Courtyard by Marriott New Haven Orange-Milford

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (346 reviews)
  • cleanliness
    Luxurious beachfront escape with spa treatments and ocean-view dining in Madison.
"Staff and hotel are lovely "
United States
Steven
The price is P14,180
P16,307 total
includes taxes & fees
Feb 26 - Feb 27
Madison Beach Hotel

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (466 reviews)
  • cleanliness
    Convenient Old Saybrook location with free WiFi and parking near Tanger Outlets.
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is P3,890
P4,473 total
includes taxes & fees
Feb 22 - Feb 23
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hampton Inn Milford

Hampton Inn Milford
2.5 star property
Milford
7.8 out of 10, Good, (1,002 reviews)
  • cleanliness
    Convenient Milford stay with easy highway access and Yale University nearby.
"good location "
United States
Michael
The price is P5,424
P6,238 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn Milford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Book this modern suite-style hotel for a convenient Stratford retreat.
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is P7,042
P8,099 total
includes taxes & fees
Feb 28 - Mar 1
Homewood Suites by Hilton Stratford

Rodeway Inn & Suites Branford - Guilford

Rodeway Inn & Suites Branford - Guilford
2.0 star property
Branford
7.6 out of 10, Good, (301 reviews)
  • cleanliness
    Convenient New Haven area location with free parking and easy Yale University access.
"The best "
United States
james
The price is P4,439
P5,104 total
includes taxes & fees
Mar 1 - Mar 2
Rodeway Inn & Suites Branford - Guilford

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is P3,772
P4,338 total
includes taxes & fees
Feb 16 - Feb 17
Lamplighter Motel - Clinton, Connecticut

Quality Inn

Quality Inn
2.0 star property
West Haven
6.8 out of 10, (227 reviews)
  • cleanliness
    Convenient comfort minutes from Yale University with free breakfast and parking.
"Good per prices I paid."
United States
Faisan
The price is P3,946
P4,538 total
includes taxes & fees
Feb 22 - Feb 23
Quality Inn
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

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.

Explore a world of travel with Expedia