Find a Bed and Breakfast in Thimble Islands from CA $228

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Thimble Islands bed & breakfast

A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

1. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (114 reviews)
"Beautiful and unique inn with great staff."
United States
Anita C
The price is CA $281
CA $312 total
includes taxes & fees
Nov 24 - Nov 25
The Homestead
Interior

2. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.4 out of 10, Exceptional, (253 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is CA $335
CA $372 total
includes taxes & fees
Nov 16 - Nov 17
The Scranton Seahorse Inn
A living room with a stone fireplace, grey sofas, and a coffee table.

3. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (286 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
The price is CA $228
CA $254 total
includes taxes & fees
Nov 16 - Nov 17
The Captain Stannard
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

4. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (206 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is CA $296
CA $329 total
includes taxes & fees
Nov 18 - Nov 19
Westbrook Inn B&B
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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Frequently Asked Questions

What is the nightly rate for a Bed and Breakfast in Thimble Islands?

Prices for B&Bs in Thimble Islands often vary, but you can find a great deal from CA $228 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Thimble Islands B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

What is the difference between a Thimble Islands Bed and Breakfast and a hotel?

Every Thimble Islands B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Thimble Islands B&Bs.

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