Find 5 Star Hotels in Winthrop, MA from $130

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Check availability on Winthrop 5 Star Hotels

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Dec 3 - Dec 4
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Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Compare Winthrop 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Terrace/patio
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4284)
"beautiful hotel "
United States
stacy
$174 nightly
The price is $203
Dec 14 - Dec 15
Total with taxes and fees
Omni Boston Hotel at the Seaport
Apartment, 2 Bedrooms | Premium bedding, down comforters, pillowtop beds, minibar
Encore Boston Harbor

Encore Boston Harbor

5.0 star property
Everett
9.6 out of 10, Exceptional, (3417)
"Great services and hospitality "
United States
Donald
$197 nightly
The price is $221
Dec 22 - Dec 23
Total with taxes and fees
Encore Boston Harbor
Exterior
The Langham, Boston

The Langham, Boston

5.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (1000)
"Great hotel"
United Kingdom
Caren Christina
$365 nightly
The price is $425
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Langham, Boston
Exterior
The Newbury Boston

The Newbury Boston

5.0 star property
Back Bay
9.4 out of 10, Exceptional, (541)
"Excellent hotel. "
United Kingdom
Anne
$494 nightly
The price is $575
Dec 15 - Dec 16
Total with taxes and fees
The Newbury Boston
Restaurant
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5.0 star property
Bay Village
9.4 out of 10, Exceptional, (450)
"Amazing staff and lovely hotel in general "
United Kingdom
Sharon Mary
$750 nightly
The price is $873
Dec 6 - Dec 7
Total with taxes and fees
Four Seasons Hotel Boston
View from room
InterContinental Boston by IHG

InterContinental Boston by IHG

5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1002)
"Beautiful hotel, great location, gracious staff."
United States
Amalia
$167 nightly
The price is $195
Dec 22 - Dec 23
Total with taxes and fees
InterContinental Boston by IHG
Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillowtop beds, minibar
Boston Harbor Hotel

Boston Harbor Hotel

5.0 star property
North End
9.8 out of 10, Exceptional, (1002)
"Great hotel. "
United States
Brian
$315 nightly
The price is $366
Jan 4 - Jan 5, 2026
Total with taxes and fees
Boston Harbor Hotel
Lobby
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5.0 star property
Back Bay
9.4 out of 10, Exceptional, (381)
"Excellent stay. Most perfect location in Boston. "
United States
Niki
$476 nightly
The price is $554
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mandarin Oriental, Boston
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston

5.0 star property
Back Bay
9.6 out of 10, Exceptional, (367)
"The staff were consistently warm and attentive, and the property offered high-end, well-maintained amenities throughout my stay. "
United States
Sihao
$560 nightly
The price is $652
Dec 17 - Dec 18
Total with taxes and fees
Four Seasons Hotel One Dalton Street, Boston
Exterior
The Liberty, a Marriott Luxury Collection Hotel, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston

5.0 star property
West End
8.8 out of 10, Excellent, (1005)
"Gorgeous hotel. Lots of history and "
Canada
Jenny
$220 nightly
The price is $256
Dec 28 - Dec 29
Total with taxes and fees
The Liberty, a Marriott Luxury Collection Hotel, Boston
Reception
The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (414)
"Exceptional staff, clean and well appointed room"
United States
JOHN
$499 nightly
The price is $581
Dec 12 - Dec 13
Total with taxes and fees
The Ritz-Carlton, Boston
3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine
Raffles Boston

Raffles Boston

5.0 star property
Back Bay
9.6 out of 10, Exceptional, (189)
"Loved everything about our stay, food, pool and ambiance all incredible. Will stay again!"
United States
Don
$595 nightly
The price is $693
Dec 20 - Dec 21
Total with taxes and fees
Raffles Boston
Exterior
XV Beacon

XV Beacon

5.0 star property
Beacon Hill
9.4 out of 10, Exceptional, (384)
"I had a wonderful experience at the XV Beacon Hotel. The room and bathroom was modern and updated. I also thought the gym was clean."
United States
Jana
$581 nightly
The price is $676
Dec 5 - Dec 6
Total with taxes and fees
XV Beacon
Honeymoon Room | In-room dining
The Bell Inn

The Bell Inn

5.0 star property
Peabody
9.4 out of 10, Exceptional, (227)
"Terrific food in the Tavern! "
United States
Ashleigh
$187 nightly
The price is $209
Dec 7 - Dec 8
Total with taxes and fees
The Bell Inn
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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.
Hilton Boston Logan Airport

Hilton Boston Logan Airport

One Hotel Drive Boston MA
$155 nightly
The price is $180 total per night from Dec 24 to Dec 25
$180 total
Dec 24 - Dec 25
Total with taxes and fees
8.8/10 Excellent! (3,603 reviews)
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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
Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA.

Top Winthrop Hotel Reviews

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Staff was very friendly and helpful. Rooms were clean and new. "
Rosemarie 3-night trip
Posted 2 days ago
Omni Boston Hotel at the Seaport

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 $130

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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