The Best Romantic Hotels in Thimble Islands, CT from ￥46,118 in 2026 | Expedia

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Check availability on Thimble Islands Romantic Hotels

Tonight

Oct 17 - Oct 18

Tomorrow

Oct 18 - Oct 19

Next weekend

Oct 23 - Oct 25

In two weeks

Our top choices for Thimble Islands romantic hotels

A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

A rocking chair by a window with a view of the outdoors.

A waterfront property with a dock, boats, and a building with a large window.

A living room with a wooden floor, a white sofa, a table with a vase of flowers, a fireplace, and a television on a stand.

1. Cozy Home near private beach , close to New Haven area colleges Hospitals

Branford

United States

Vincent

￥17,644

￥48,077 total

includes taxes & fees

Oct 21 - Oct 22

A living room with a sofa, a coffee table, and a kitchen area with a brick wall and white appliances.

A spacious kitchen with wooden floors, a brick accent wall, and a dining area with a small round table.

A kitchen with white appliances, a coffee maker, and a sink.

A dining area with a brick wall, wooden flooring, and a large wall clock.

2. All New Private and Cozy in great location

Wallingford

United States

ROBERT P.

￥18,656

￥46,118 total

includes taxes & fees

Oct 18 - Oct 19

View all properties

Top Thimble Islands Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent

"Very comfortable beds. Great food and views from the restaurant."

Motel 6 Milford, CT

Motel 6 Milford, CT

10/10 Excellent

"Great room with reasonable price"

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