B&B in Middlesex County
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A coastal town with a lighthouse, houses, and a river.

B&B in Middlesex County

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Dates

your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Middlesex County bed & breakfast

A large, historic building with a covered porch and outdoor seating area.

A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.

A large, historic house with multiple chimneys, a covered porch, and lush greenery.

A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

1. Simsbury 1820 House

Simsbury 1820 House

4.0 star property

Simsbury Center

9.4 out of 10, Exceptional, (1,003 reviews)

9.4/10

Exceptional

(1,003 reviews)

"Restaurant inside inn was comforting and had a great vibe."

Enrique

The price is RM725

RM725

RM903 total

includes taxes & fees

8 Nov - 9 Nov

Simsbury 1820 House

A hotel room with a bed, a desk, a chair, a radiator, a wall-mounted air conditioner, and a window with red curtains.

A dining table with a coffee maker, microwave, and food items.

A living room with a floral sofa, a wooden coffee table, a framed picture on the wall, and a door leading to another room.

A bathroom with a white sink, a gold-framed mirror, and a bottle of spa soap.

2. The Williams Center --King-bed room-New London/Mystic area

The Williams Center --King-bed room-New London/Mystic area

3.0 star property

New London

9.8 out of 10, Exceptional, (74 reviews)

9.8/10

Exceptional

(74 reviews)

"Great place!"

Bruce

The price is RM445

RM445

RM512 total

includes taxes & fees

8 Nov - 9 Nov

The Williams Center --King-bed room-New London/Mystic area

A spacious dining area with multiple tables and chairs, large windows with a marina view, and a modern kitchen with white cabinetry.

A marina with boats, a gazebo with outdoor seating, and a flagpole with an American flag.

A marina with numerous boats docked in a structured layout.

A large, two-story house with a wrap-around porch and a brick chimney.

3. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

3.5 star property

Niantic

9.8 out of 10, Exceptional, (1,003 reviews)

9.8/10

Exceptional

(1,003 reviews)

"Breakfast off a menu and cooked to order was a lovely surprise!"

Lillian

The price is RM644

RM644

RM740 total

includes taxes & fees

1 Dec - 2 Dec

Inn at Harbor Hill Marina

Two people seated at a round table with a view of a lake and sunset.

A vineyard with rows of grapevines, a large house with a porch, and a lake in the background.

A two-story house with a white picket fence, a flag, and a tree with pink blossoms.

A bedroom with a large bed, a nightstand, a bedside lamp, a window with curtains, and a view of the outdoors.

4. The Cottage Inn At Amos Lake

The Cottage Inn At Amos Lake

3.0 star property

Preston

9.8 out of 10, Exceptional, (124 reviews)

9.8/10

Exceptional

(124 reviews)

"We would definitely stay here again. The room was amazing and the house was very quaint and full of character."

Abby

The price is RM764

RM764

RM1,042 total

includes taxes & fees

9 Nov - 10 Nov

The Cottage Inn At Amos Lake

An outdoor patio with stone flooring, wooden beams, and tables and chairs.

A yellow house with a balcony, a small tower, and a well-maintained garden.

A house with a front lawn and daffodils in the foreground.

A bedroom with a large bed, wooden flooring, a window with curtains, a chair, a table, and a cabinet.

5. Stonecroft Inn

Stonecroft Inn

3.5 star property

Ledyard

9.8 out of 10, Exceptional, (41 reviews)

9.8/10

Exceptional

(41 reviews)

"Very charming place"

Oren

The price is RM968

RM968

RM1,164 total

includes taxes & fees

9 Nov - 10 Nov

Stonecroft Inn

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.

A beach with houses in the background and a rainbow in the sky.

A two-story white house with black shutters, a covered porch, and a red umbrella.

A teal bicycle with a wicker basket parked in front of a white building with green shutters.

6. The Homestead

The Homestead

3.0 star property

Madison Center

10.0 out of 10, Exceptional, (112 reviews)

10/10

Exceptional

(112 reviews)

"Charming Inn with great staff and an amazing breakfast."

Sherry

The price is RM895

RM895

RM993 total

includes taxes & fees

9 Nov - 10 Nov

The Homestead

A two-story house with a stone foundation, green shutters, and a red door.

A dining table set with a cake, wine glasses, a bottle of wine, a vase of flowers, and a blue and white ceramic jug.

A covered outdoor patio with a round table and chairs, surrounded by potted plants and a wooden railing.

A garden with a variety of trees and shrubs, including a prominent white flowering tree.

7. Captain Grant's 1754

Captain Grant's 1754

3.0 star property

Preston

9.2 out of 10, Wonderful, (157 reviews)

9.2/10

Wonderful

(157 reviews)

"The property was amazing, we had such a great stay!"

Larina

The price is RM684

RM684

RM787 total

includes taxes & fees

9 Nov - 10 Nov

Captain Grant's 1754

A bedroom with a bed, two rugs, a nightstand, a lamp, and a wall clock.

8. The Scranton Seahorse Inn

The Scranton Seahorse Inn

3.0 star property

Madison Center

9.4 out of 10, Exceptional, (252 reviews)

9.4/10

Exceptional

(252 reviews)

"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."

Tracy

The price is RM951

RM951

RM1,055 total

includes taxes & fees

9 Nov - 10 Nov

The Scranton Seahorse Inn

A dark-colored building with two windows and an air conditioning unit.

A large house with a well-maintained lawn and a garden with various flowers.

A cozy living room with a sofa, armchair, and coffee table, featuring a large window and a painting on the wall.

A tree-lined outdoor area with a red barn, a covered seating area, and a stone wall.

9. Eileen of Mystic

Eileen of Mystic

2.0 star property

Mystic

10.0 out of 10, Exceptional, (76 reviews)

10/10

Exceptional

(76 reviews)

"Josh and Erin were lovely. They were the best hosts and I thoroughly enjoyed my stay. They were very friendly and engaging. Breakfast was fantastic!"

Leigh

The price is RM922

RM922

RM1,060 total

includes taxes & fees

8 Nov - 9 Nov

Eileen of Mystic

A living room with a stone fireplace, grey sofas, and a coffee table.

A modern lobby with a round gold table, a large framed floral painting, and a wooden desk.

A dining room with a wooden table, six chairs, and a large window with curtains.

A large, two-story house with a wrap-around porch, multiple windows, and a chimney.

10. The Captain Stannard

The Captain Stannard

3.0 star property

Westbrook Center

9.8 out of 10, Exceptional, (286 reviews)

9.8/10

Exceptional

(286 reviews)

"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."

Siegfried

The price is RM947

RM947

RM1,051 total

includes taxes & fees

8 Nov - 9 Nov

The Captain Stannard

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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B&B in Middlesex County

Change your mind

Treat yourself

Be picky

Top cities in Middlesex County

Old Saybrook

Check prices for these dates

Our top choices for Middlesex County bed & breakfast

1. Simsbury 1820 House

2. The Williams Center --King-bed room-New London/Mystic area

3. Inn at Harbor Hill Marina

4. The Cottage Inn At Amos Lake

5. Stonecroft Inn

6. The Homestead

7. Captain Grant's 1754

8. The Scranton Seahorse Inn

9. Eileen of Mystic

10. The Captain Stannard

Explore a world of travel with Expedia