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Book Thimble Islands Bed & Breakfast

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    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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, (111 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
$259 nightly
The price is $287
Nov 1 - Nov 2
Total with taxes and fees
The Homestead
Interior

2. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (252 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
$282 nightly
The price is $313
Nov 2 - Nov 3
Total with taxes and fees
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, (285 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
$213 nightly
The price is $237
Nov 18 - Nov 19
Total with taxes and fees
The Captain Stannard
A patio with Adirondack chairs, a fire pit, and a view of a lake.

4. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (205 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
$273 nightly
The price is $303
Nov 23 - Nov 24
Total with taxes and fees
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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Top Thimble Islands Hotel Reviews

Quality Inn

Quality Inn

8/10 Good
"Water pressure and could be a bit cleaner. Edges showing some dirt but floor was clean as well as bathroo.."
Arthur 1-night trip
Posted 1 hour ago
Quality Inn

Find out more about Thimble Islands

Thimble Islands B&B information

Number of reviews
648
Accommodation
7 B&B
Lowest Price
$237
Highest Price
$313

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 $237 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 & 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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