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

Best Resorts in Winthrop

Where to?

Dates

November 2026

December 2026

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Winthrop

A view from a window with a lamp in the foreground, a clear sky, and buildings across the water.

1. The Winthrop Arms Hotel And Restaurant

Winthrop

Lori

$183 nightly

Nov 10 - Nov 11

Total with taxes and fees

A paved pathway leading to a waterfront, with trees and a building on one side.

2. Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

Winthrop

Edmund W.

$196 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hotel room with a bed, a desk with a lamp, a TV, and a map on the wall.

3. Château sur Mer Bed & Breakfast

Winthrop

Kathryn

$120 nightly

Nov 8 - Nov 9

Total with taxes and fees

A dining area with a round table set for four, a sofa in the background, and a decorative wall piece.

4. Steps from the ocean - minutes from Boston

Winthrop

$292 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with wooden cabinets, a refrigerator, and a dining area with chairs.

5. Beautiful 3-bedroom apartment with AC in welcoming Winthrop

Winthrop

$369 nightly

Nov 8 - Nov 9

Total with taxes and fees

A Hilton Garden Inn hotel with a modern design, featuring a large signboard with the hotel's name.

6. Hilton Garden Inn Boston Logan Airport

East Boston

Karel

$118 nightly

Nov 29 - Nov 30

Total with taxes and fees

A modern lounge area with a central fire feature, seating arrangements, and decorative wall panels.

7. Holiday Inn Express Boston Logan Airport - Revere by IHG

Revere

Timothy

$95 nightly

Dec 7 - Dec 8

Total with taxes and fees

A modern living room with a fireplace, two armchairs, a coffee table, and a striped rug.

8. Hampton Inn Boston - Logan Airport

Revere

Dean

$98 nightly

Dec 4 - Dec 5

Total with taxes and fees

A spacious lobby with a central seating area, multiple levels, and a fountain.

9. Hilton Boston Logan Airport

East Boston

Jay

$137 nightly

Nov 26 - Nov 27

Total with taxes and fees

A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.

10. Comfort Inn & Suites Logan International Airport

Revere

William

$121 nightly

Nov 22 - Nov 23

Total with taxes and fees

A waterfront patio with outdoor seating, a fire pit, and a city skyline in the background.

11. Hyatt Regency Boston Harbor

East Boston

Amanda

$148 nightly

Nov 22 - Nov 23

Total with taxes and fees

A spacious lobby with a grey sofa set, a coffee table, and a dining area in the background.

12. avid hotel Boston Logan Airport - Revere by IHG

Revere

Steve

$103 nightly

Dec 5 - Dec 6

Total with taxes and fees

A waterfront cityscape with high-rise buildings, a bridge, and a river.

13. Seaport Hotel Boston

Seaport District

Tim

$165 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern living room with a fireplace, a dining area, and a bar with stools.

14. Hampton Inn Boston Logan Airport Chelsea

Chelsea

Velma

$110 nightly

Nov 23 - Nov 24

Total with taxes and fees

An outdoor cafe with tables and chairs, a building entrance, and a street sign.

15. Harborside Inn Of Boston

Downtown Boston

Virgilio

$129 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern Omni Hotel building with a glass facade, located in an urban setting with other contemporary buildings around.

16. Omni Boston Hotel at the Seaport

Seaport District

Joseph

$174 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.

17. Hampton by Hilton at the Boston Seaport District

Seaport District

Patricia

$122 nightly

Nov 23 - Nov 24

Total with taxes and fees

An outdoor seating area with a fire pit, sofas, and chairs.

18. Hyatt Place Boston/Seaport District

Seaport District

Ronald

$152 nightly

Dec 6 - Dec 7

Total with taxes and fees

A reception area with a wall-mounted luggage display, a desk with two monitors, and a clock.

19. enVision Hotel Boston Everett

Everett

Lisette

$119 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern building with a restaurant named "O'Connors" on the ground floor.

20. The Westin Boston Seaport District

Seaport District

Alexandra

$167 nightly

Nov 22 - Nov 23

Total with taxes and fees

View all properties

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

Hilton Garden Inn Boston Logan Airport

East Boston

Winthrop

10/10 Excellent

The reservation didn't go through on expedias end. We showed up at 11 pm at night without any way to get in. We called a few times before the owner picked up. They never got our reservation but they still accommodated us. Very polite and kind. Really appreciated everthing. Room was perfect! Cozy, clean and had a nice little ac. We really enjoyed our stay and wished we could've stayed for longer. Thank you for everything!

Amanda

A brick building with a large arched entrance, two flags, and a sign reading "THE DAGNY".

The Dagny Boston

Downtown Boston

10/10 Excellent

Kenneth

A modern living room with a sofa, a coffee table, and a bookshelf filled with books and decorative items.

citizenM Boston North Station

West End

10/10 Excellent

everything about our stay was amazing! we stayed for a whole week, from the second we got there until the second we left, the staff was just so amazing and made us feel like family! and the location is PERFECT for anyone visiting boston, especially for celtics games / anything near the TD garden! you just walk a couple steps to get to the td or the food hall ! everything is within walking distance or you can hop on the subway to get anywhere you need! every time we encountered any citizenm...

Jocelyn

A modern living room with a large sofa, a coffee table, and a fireplace. There is a dining area in the background with a table and chairs.

Homewood Suites by Hilton Boston Seaport District

Seaport District

10/10 Excellent

JENNIFER

A grand hallway with marble walls, a staircase, and elegant seating.

The Godfrey Hotel Boston

Downtown Boston

10/10 Excellent

Amazing hotel;especially for the price. Upon pulling up to The Godfrey we were met by the parking valet and doorman who helped us with our luggage. They were friendly and helpful with the Porter explaining if we needed any help with advice, etc he was available. The Valet advised us of the parking procedure and the cost (we knew it was an expensive $60/day but were not going traipse around the city looking for parking). We went into the well-appointed modern lobby and immediately greeted by the...

Stanley

Frequently Asked Questions

What is Winthrop like for a resort vacation?

Expedia can help you browse resorts and other lodging options that provide similar amenities and services. If you have trouble finding a resort in Winthrop that works for you, try using the search page filters to look for hotels, or search for properties with amenities like swimming pools or all-inclusive packages. We make it easy to book great accommodations so you can move on to planning your trip itinerary.

What can I do in Winthrop?

Travelers enjoy exploring the beaches, and also have good things to say about the dining options here. For some time by the water, you can head to Winthrop Beach and Donovan Beach. Other top attractions in the area include Fenway Park and Faneuil Hall Marketplace.

What's the weather like in Winthrop?

The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Winthrop is 50 inches.

What's the best way to get to and around Winthrop?

Fly into Logan International Airport (BOS), which is located 2.1 mi (3.3 km) from the heart of the city. You can also search for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 2.7 mi (4.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia

Things to do in Boston
Standard Link for Things to do in Boston