Inns in Winthrop
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A coastal town with a prominent lighthouse on a hill, surrounded by houses and greenery.

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

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Our top choices for Winthrop inns

A spacious room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

A room with a round wooden table, two wooden chairs, a large window, and a ceiling light fixture.

A building with a sign reading "THE CELLAR" and a wooden gate.

A room with a white wall-mounted lamp, a window with curtains, a sofa, and a patterned chair.

1. The Bell Inn

The Bell Inn

5.0 star property

Peabody

9.2 out of 10, Wonderful, (341 reviews)

9.2/10

Wonderful

(341 reviews)

"Absolutely gorgeous, clean, and friendly place to stay. Kind owners, staff and very close to popular tourist destinations! Might even book my wedding here!"

Michelle

$161 nightly

The price is $180

$180 total

Nov 11 - Nov 12

Total with taxes and fees

The Bell Inn

A building with a stone pathway leading to a pool area, surrounded by greenery and a wooden fence.

A rustic building with large windows and a wooden exterior, surrounded by trees and a reflective water feature.

A restaurant with multiple tables and chairs, large windows, and a wooden ceiling.

A covered outdoor dining area with wooden tables and yellow chairs.

2. The Red Lion Inn Resort 1704

The Red Lion Inn Resort 1704

3.0 star property

Cohasset

9.6 out of 10, Exceptional, (174 reviews)

9.6/10

Exceptional

(174 reviews)

"Hotel is over 300 years old and an absolute jewel. Found it by chance and would stay there again and recommend it anytime. It's charming and the staff is very friendly..."

Mike

$105 nightly

The price is $115

$115 total

Dec 7 - Dec 8

Total with taxes and fees

The Red Lion Inn Resort 1704

A white building with black shutters, a dark door, and an American flag.

A dining area with tables set for four, large windows, and a television mounted on the wall.

A backyard with a swimming pool, lounge chairs, and umbrellas.

A bar area with a wine rack, bottles, and glasses. There are three people seated at the bar.

3. Harbor Light Inn

Harbor Light Inn

3.5 star property

Marblehead Historic District

9.8 out of 10, Exceptional, (373 reviews)

9.8/10

Exceptional

(373 reviews)

"Wonderful breakfasts too !!"

Andrew

$229 nightly

The price is $256

$256 total

Dec 1 - Dec 2

Total with taxes and fees

Harbor Light 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.

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Learn more about Winthrop

This coastal gem offers spectacular Boston skyline views from Deer Island and Belle Isle Marsh Reservation. Enjoy fresh seafood at waterfront restaurants or relax on Winthrop Beach when summer temperatures rise.

See all hotels in Winthrop

Top reviews in Winthrop

The Red Lion Inn Resort 1704

Cohasset

10/10 Excellent

The accommodations were so beautiful. Staff were extremely helpful and friendly.

Jaime

Reviewed July 25, 2024Reviewed July 25, 2024

The Red Lion Inn Resort 1704

Harbor Light Inn

Marblehead Historic District

10/10 Excellent

Bed was comfortable, room was clean. Amenities were excellent. The entire B&B is fabulously decorated and the ambiance is warm and inviting! Friendly staff and absolutely delicious food!

Alison

Reviewed November 14, 2016Reviewed November 14, 2016

Harbor Light Inn

The Bell Inn

Peabody

10/10 Excellent

the best hotel in lynn

Enny

Reviewed March 17, 2025Reviewed March 17, 2025

The Bell Inn

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Search Inns in Winthrop

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Winthrop inns

1. The Bell Inn

2. The Red Lion Inn Resort 1704

3. Harbor Light Inn

Learn more about Winthrop

Top reviews in Winthrop

The Red Lion Inn Resort 1704

10/10 Excellent

Explore a world of travel with Expedia