A coastal town with a lighthouse, sandy beach, and residential buildings.

Find 5 Star Hotels in Winthrop, MA from $132

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Check availability on Winthrop 5 Star Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Winthrop 5-star hotels

A hotel room with a large bed, a desk, a chair, and a view of a cityscape through a large window.
A modern hotel lobby with a bar area, seating arrangements, and a fireplace.
A modern rooftop lounge with seating and tables, a cityscape view, and a decorative wall mural.
A modern Omni Hotel building with a glass facade, located in an urban setting with other contemporary buildings around.

1. Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
Seaport District
United States
Ariel
$354 nightly
$412 total
Oct 30 - Oct 31
Total with taxes and fees
Omni Boston Hotel at the Seaport
A modern bedroom with a large bed, a nightstand, a lamp, a potted plant, and a view of a cityscape at night.
A hotel room with a large city view, a round dining table, and a sofa.
A grand hotel with a prominent marquee, a large staircase, and well-maintained gardens.
A large hotel with a curved facade and the name "Encore" illuminated on the top.

2. Encore Boston Harbor

Encore Boston Harbor
Everett
United States
Nimet
$314 nightly
$351 total
Oct 25 - Oct 26
Total with taxes and fees
Encore Boston Harbor
A spacious, elegantly designed dining area with high ceilings, chandeliers, and classic decor.
An outdoor cafe with tables and chairs, a stone facade, and flags.
A grand hall with ornate ceiling and large windows.
A modern living room with a sofa, armchair, and coffee table, a television, and a bookshelf.

3. The Langham, Boston

The Langham, Boston
Downtown Boston
United States
Mark
$506 nightly
$589 total
Nov 1 - Nov 2
Total with taxes and fees
The Langham, Boston
A courtyard with brick walls, outdoor seating, and potted plants.
A bar area with a long counter, multiple hanging lamps, and a variety of bottles and glasses.
A grand lobby with a checkered floor, green walls, and classic furniture.
A brick building with arched windows and a black door, surrounded by greenery and a metal fence.

4. Four Seasons Hotel Boston

Four Seasons Hotel Boston
Bay Village
United States
Roxane
$825 nightly
$961 total
Nov 1 - Nov 2
Total with taxes and fees
Four Seasons Hotel Boston
The Charles Hotel with outdoor seating and a garden area.
A staircase with a modern design, featuring a combination of brick and wood elements, and a metal railing.
A spacious lobby with a central staircase, bookshelves, a red sofa, and a coffee table.
A restaurant with a wooden table centerpiece, orchid plants, and a sign for Henrietta's Table.

5. The Charles Hotel

The Charles Hotel
West Cambridge
United States
David
$358 nightly
$415 total
Nov 1 - Nov 2
Total with taxes and fees
The Charles Hotel
A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.
A cityscape with modern high-rise buildings, a central roundabout, and a mix of commercial and residential structures.
A room with a large window overlooking a marina, featuring a sofa set, two side tables, and a patterned rug.
A banquet hall with tables set for a formal event, featuring floral centerpieces and chandeliers.

6. Boston Harbor Hotel

Boston Harbor Hotel
North End
United States
Dorothy
$630 nightly
$733 total
Oct 31 - Nov 1
Total with taxes and fees
Boston Harbor Hotel
A rooftop dining area with a round table set for two, surrounded by plush seating and potted plants.
A park with a lamp post, a bridge, and buildings in the background.
A bar area with seating, a fireplace, and bookshelves.
A bar area with marble countertops, blue bar stools, and a variety of bottles.

7. The Newbury Boston

The Newbury Boston
Back Bay
United States
Farah
$701 nightly
$816 total
Nov 1 - Nov 2
Total with taxes and fees
The Newbury Boston
A modern building with a glass facade, a waterfront view, and a dock area with boats.
A spacious, well-lit event space with a reflective floor, large windows, and elegant floral centerpieces.
A table with a variety of food and drink items, including a bottle of champagne, glasses, and macarons, set against a cityscape view.
A modern lobby with a central seating area, a reception desk, and a distinctive geometric light fixture.

8. InterContinental Boston by IHG

InterContinental Boston by IHG
Downtown Boston
United States
John
$353 nightly
$411 total
Nov 1 - Nov 2
Total with taxes and fees
InterContinental Boston by IHG
A modern indoor pool area with a large window, a woman in a swimsuit, and two lounge chairs.
A hotel room with a large window offering a city view, a bed, a chair, and a small table with a tray.
A modern hotel room with a curved seating area, a coffee table, and a view of the cityscape through large windows.
A modern rooftop terrace with wicker furniture, a glass balustrade, and a view of historic buildings.

9. Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
Fenway–Kenmore
United States
Masooda
$655 nightly
$763 total
Nov 1 - Nov 2
Total with taxes and fees
Four Seasons Hotel One Dalton Street, Boston
A modern bar area with multiple seating options, a well-stocked bar counter, and a distinctive ceiling design.
A modern restaurant with round tables, white cushioned seating, and circular ceiling lights.
A modern lounge with two sofas, a fireplace, and a unique ceiling chandelier.
An outdoor dining area with tables set for two, potted plants, and a sign for Ramsay's Kitchen by Gordon Ramsay.

10. Mandarin Oriental, Boston

Mandarin Oriental, Boston
Back Bay
United States
Matthew
$680 nightly
$792 total
Nov 1 - Nov 2
Total with taxes and fees
Mandarin Oriental, Boston
Pool
A modern bar/lounge area with green seating, large windows, and city views.
A modern hotel room with a large window, a sofa, a red armchair, a round coffee table, and a bed with a view of the cityscape.
A modern living room with a fireplace, comfortable seating, a large window with a city view, and a chandelier.

11. Raffles Boston

Raffles Boston
Back Bay
United States
Robinette
$596 nightly
$694 total
Nov 1 - Nov 2
Total with taxes and fees
Raffles Boston
A multi-level atrium with a central bar, seating areas, and a staircase.
A spacious lobby with a high ceiling, a large chandelier, and a seating area with leather chairs.
A multi-level interior with hanging greenery and a bar area.
An outdoor seating area with white and yellow chairs, surrounded by trees and a stone building with arched windows.

12. The Liberty, a Marriott Luxury Collection Hotel, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston
West End
United States
Gabrielle
$345 nightly
$401 total
Nov 1 - Nov 2
Total with taxes and fees
The Liberty, a Marriott Luxury Collection Hotel, Boston
A hotel with a classic facade, large windows, and a prominent entrance.
A modern living room with a fireplace, two armchairs, a sofa, a zebra-patterned rug, and a staircase leading to an upper floor.
A hotel room with a large bed, a sofa, a desk, a television, and a fireplace.
A rooftop terrace with a table, chairs, and a view of the city skyline.

13. XV Beacon

XV Beacon
Beacon Hill
United States
Renee
$546 nightly
$636 total
Nov 1 - Nov 2
Total with taxes and fees
XV Beacon
A spacious lobby with a central seating area, a large chandelier, and a fireplace.
A modern hotel bathroom with a marble vanity, a large bathtub, and a city view through an open door.
A person sitting by a window with a cityscape view, a breakfast tray, and a cup.
A bar area with multiple shelves of bottles and glasses, bar stools, and a warm, well-lit ambiance.

14. The Ritz-Carlton, Boston

The Ritz-Carlton, Boston
Downtown Boston
United States
Michael
$789 nightly
$919 total
Oct 11 - Oct 12
Total with taxes and fees
The Ritz-Carlton, Boston
A spacious room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.
A room with a white wall-mounted lamp, a window with curtains, a sofa, and a patterned chair.
A room with a round wooden table, two wooden chairs, a large window, and a ceiling light fixture.
A modern kitchen with white cabinets, stainless steel appliances, and a tiled floor.

15. The Bell Inn

The Bell Inn
Peabody
United States
Paul
$118 nightly
$132 total
Nov 2 - Nov 3
Total with taxes and fees
The Bell Inn
A modern interior with a pool table, green seating, and large windows offering a view of the outside.
A spacious lobby with a modern design, featuring a curved seating area, a central fire feature, and a mix of seating options including sofas and chairs.
A spacious lobby with large windows, a central seating area with sofas and chairs, and a modern design with a large screen on the wall.
An aerial view of a hotel courtyard with a swimming pool, outdoor seating, and greenery.

16. Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett
Everett
United States
Robert
Luxury Apartments by Hyatus at Boston Everett
A modern kitchen with a large island, pendant lighting, and a view of the outdoors.
A modern living room with a green sofa, a round coffee table, and a bookshelf.
A modern kitchen with a central island, bar stools, and a fireplace.
A modern living room with a sectional sofa, a fireplace, and large windows offering a view of the outdoors.

17. Luxury Apartments by Hyatus Boston Somerville

Luxury Apartments by Hyatus Boston Somerville
Inner Belt
United States
Yona
Luxury Apartments by Hyatus Boston Somerville
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winthrop.
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
$219 nightly
$254 total
Nov 1 - Nov 2
Total with taxes and fees
Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

50 Park Plaza Boston MA
$243 nightly
$283 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Boston Park Plaza
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

10 Huntington Ave Boston MA
$306 nightly
$357 total
Oct 30 - Oct 31
Total with taxes and fees
The Westin Copley Place, Boston, a Marriott Hotel
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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.

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

Top Winthrop Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Amazing place."
Robert 1-night trip
Posted 13 hours ago
Encore Boston Harbor

Find out more about Winthrop

There's nothing wrong with enjoying the finer things in life. Why not ask for the best during your jaunt to Winthrop? There's no reason to delay a getaway to Winthrop any longer. You'll join the multitudes of vacationers who have made Winthrop so fashionable in the last few seasons. We should also mention, the hotels in this area receive high marks for guest services, so you know you'll be well cared for during your getaway. You deserve an outstanding getaway. Book one of Expedia's luxurious 5-star hotels in Winthrop and get ready to enjoy the getaway of a lifetime.

Book the Best Winthrop 5-Star Hotels

Don't be afraid to live the high life while you're on vacation, along with the best conditions. Spa treatments, delicious meals, and attentive guest service are all ready for you. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive fantastic marks for guest services, so you know you'll be looked after during your getaway. What kind of amenities will make your stay a wonderful one? A concierge to help you pick out your next adventure? A full-body massage to help your cares fall away? Beautiful furniture, piping hot coffees, and even a hot tub in the bathroom...these hotels will leave you amazed.

Can't wait to get outside? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Winthrop are the perfect place to rest up after an exciting day. Ready to learn more? Plenty of visitors recommend this location.

Your Getaway Starts Today

The results are in, and Winthrop 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 100% of visitors recommended 5-star hotels in Winthrop! Expedia can help you land a great deal on accommodation. Don't put off your dream vacation any longer. Choose one of our Winthrop 5-star hotels today and decompress in complete comfort tomorrow.

Frequently asked questions

What are the best 5-star hotels in Winthrop?
Experience 5-star luxuriousness at Boston Harbor Hotel, InterContinental Boston, an IHG Hotel or The Langham, Boston. These are among the top-rated stays in Winthrop based on Expedia traveler reviews. Book your favorite and get a taste of the high life!
How much does it cost to stay in a 5-star hotel in Winthrop?
How much you pay for a 5-star hotel in Winthrop can vary according to the time of year you travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to land the best rate on a luxurious getaway.
  • Search for the lowest price per night from $254
What makes a hotel 5 stars in Winthrop?
Outstanding guest service is the defining feature of every 5-star hotel in Winthrop. From the moment you arrive, staff are at your beck and call, whether arranging customized tours or providing a nightly turn-down service. On top of that, hotels must offer superior amenities to qualify for a 5-star rating. These can include deluxe baths, an on-site spa, pools, fine dining restaurants and knowledgeable concierge.

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