Compare and book 5 Star hotels in Winchester, Boston

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Check availability on Winchester 5 Star Hotels

Top Winchester 5 Star Hotels

Our top choices for Winchester 5-star hotels

The Langham, Boston
Exterior

The Langham, Boston

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Excellent hotel. Lovely accommodations, super helpful staff and great neighbourhood with lots of attractions and great restaurants near by. "
The price is 13.054.635 ₫
15.202.121 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Langham, Boston
The Newbury Boston
Exterior

The Newbury Boston

5.0 star property
9.4 out of 10, Exceptional, (483)
"Awesome place to stay!"
The price is 12.795.916 ₫
16.282.789 ₫ total
includes taxes & fees
4 Sept - 5 Sept
The Newbury Boston
Encore Boston Harbor
Apartment, 2 Bedrooms | Premium bedding, down duvets, pillow-top beds, minibar

Encore Boston Harbor

5.0 star property
9.6 out of 10, Exceptional, (3188)
"Price was excellent for the weekend I stayed. "
The price is 8.121.632 ₫
9.071.863 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Encore Boston Harbor
InterContinental Boston by IHG
View from room

InterContinental Boston by IHG

5.0 star property
9.2 out of 10, Wonderful, (1005)
"Great location and nice hotel"
The price is 5.687.521 ₫
7.823.524 ₫ total
includes taxes & fees
24 Aug - 25 Aug
InterContinental Boston by IHG
Boston Harbor Hotel
Suite, Multiple Beds (John Adams Presidential Suite) | 1 bedroom, Frette Italian sheets, premium bedding, pillow-top beds

Boston Harbor Hotel

5.0 star property
9.8 out of 10, Exceptional, (1008)
"Great hotel"
The price is 15.185.046 ₫
17.697.523 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Boston Harbor Hotel
The Liberty, a Marriott Luxury Collection Hotel, Boston
Exterior

The Liberty, a Marriott Luxury Collection Hotel, Boston

5.0 star property
8.8 out of 10, Excellent, (1003)
"Beautiful, historic, friendly and helpful staff"
The price is 6.851.718 ₫
8.639.549 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Liberty, a Marriott Luxury Collection Hotel, Boston
Four Seasons Hotel Boston
Restaurant

Four Seasons Hotel Boston

5.0 star property
9.4 out of 10, Exceptional, (437)
"Amazing staff and lovely hotel in general "
The price is 23.208.240 ₫
27.025.995 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Seasons Hotel Boston
Four Seasons Hotel One Dalton Street, Boston
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Four Seasons Hotel One Dalton Street, Boston

5.0 star property
9.6 out of 10, Exceptional, (337)
"Beautiful location "
The price is 17.443.140 ₫
20.312.537 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Four Seasons Hotel One Dalton Street, Boston
Raffles Boston
3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine

Raffles Boston

5.0 star property
9.6 out of 10, Exceptional, (147)
"The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff. "
The price is 18.407.534 ₫
21.435.574 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Raffles Boston
The Ritz-Carlton, Boston
Reception

The Ritz-Carlton, Boston

5.0 star property
9.0 out of 10, Wonderful, (388)
"Everything was great!"
The price is 14.977.843 ₫
17.441.697 ₫ total
includes taxes & fees
23 Aug - 24 Aug
The Ritz-Carlton, Boston
Mandarin Oriental, Boston
Lobby

Mandarin Oriental, Boston

5.0 star property
9.4 out of 10, Exceptional, (362)
"The property wasn’t at the level we expected of the Mandarin Oriental, however the location was good and walkable to Bay Bay restaurants and shopping."
The price is 15.857.400 ₫
18.465.942 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Mandarin Oriental, Boston
XV Beacon
Exterior

XV Beacon

5.0 star property
9.4 out of 10, Exceptional, (377)
"Spacious and beautiful room. Love this hotel. "
The price is 16.496.311 ₫
19.209.955 ₫ total
includes taxes & fees
4 Sept - 5 Sept
XV Beacon
The Bell Inn
Honeymoon Room | In-room dining

The Bell Inn

5.0 star property
9.6 out of 10, Exceptional, (182)
"Beautiful historical building"
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 Winchester.
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane, Boston, MA
The price is 3.744.966 ₫ per night from 1 Sept to 2 Sept
3.744.966 ₫
4.492.879 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (3,267 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 Winchester

Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.

See all hotels in Winchester

Top Winchester Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Winchester?
Encore Boston Harbour, The Liberty, a Marriott Luxury Collection Hotel, Boston and XV Beacon are some of the top 5-star hotels in Winchester, according to our customer reviews. These plush hotels rate highly for things like their location, amenities and guest services. Select your favourite and enjoy the best of it all.
How much does it cost to stay in a 5-star hotel in Winchester?
How much you pay for a 5-star hotel in Winchester can vary depending on the time of year you travel and how long you plan to be away, among a range of factors. Use our price per night filter and other search tools to find the best rate on a high-end getaway.

  • Search for the lowest price per night from 3.744.966 ₫

What makes a hotel 5 stars in Winchester?
In Winchester, a hotel is required to offer a certain number of high-end amenities to earn a 5-star rating. These can include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their exceptional service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer additional touches such as welcome gifts.