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Our top choices for Winchester 5-star hotels

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,417 reviews)
"Good place to stay "
United States
Richard
The price is 3.209.583 ₫
4.808.071 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Omni Boston Hotel at the Seaport

Encore Boston Harbor

Encore Boston Harbor
5.0 star property
Everett
9.6 out of 10, Exceptional, (3,527 reviews)
"Great Hotel, reasonably priced and great location."
United States
kurt
The price is 5.787.493 ₫
6.464.629 ₫ total
includes taxes & fees
17 Feb - 18 Feb
Encore Boston Harbor

The Langham, Boston

The Langham, Boston
5.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (1,000 reviews)
"Room was extremely clean, staff was beyond wonderful and helpful. Our new favorite hotel! "
United States
Erin
The price is 9.849.000 ₫
11.469.160 ₫ total
includes taxes & fees
6 Feb - 7 Feb
The Langham, Boston

The Newbury Boston

The Newbury Boston
5.0 star property
Back Bay
9.2 out of 10, Wonderful, (572 reviews)
"Friendliness staffs, location, and amenities."
United States
Reggy
The price is 10.615.646 ₫
13.738.154 ₫ total
includes taxes & fees
27 Jan - 28 Jan
The Newbury Boston

Four Seasons Hotel Boston

Four Seasons Hotel Boston
5.0 star property
Bay Village
9.4 out of 10, Exceptional, (456 reviews)
"Very classic hotel and nice food in the restaurant "
Canada
JUNMEI
The price is 18.910.080 ₫
22.020.788 ₫ total
includes taxes & fees
3 Feb - 4 Feb
Four Seasons Hotel Boston

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,043 reviews)
"Great stay"
United States
Anthony
The price is 4.904.989 ₫
6.904.815 ₫ total
includes taxes & fees
1 Feb - 2 Feb
InterContinental Boston by IHG

Boston Harbor Hotel

Boston Harbor Hotel
5.0 star property
North End
9.8 out of 10, Exceptional, (1,001 reviews)
"Amazing staff, decent room & nice location!"
United States
Misty
The price is 11.062.818 ₫
12.897.097 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Boston Harbor Hotel

Mandarin Oriental, Boston

Mandarin Oriental, Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (392 reviews)
"Excellent service"
United States
Narek
The price is 12.081.900 ₫
14.069.373 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Mandarin Oriental, Boston

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, (379 reviews)
"Great place too stay "
United States
brian
The price is 12.738.525 ₫
14.834.012 ₫ total
includes taxes & fees
5 Feb - 6 Feb
Four Seasons Hotel One Dalton Street, Boston

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, (1,003 reviews)
"Fantastic hotel in every way "
United States
Karen
The price is 5.226.735 ₫
6.851.107 ₫ total
includes taxes & fees
1 Feb - 2 Feb
The Liberty, a Marriott Luxury Collection Hotel, Boston

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston
5.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (425 reviews)
"We had a great stay!"
United States
Veronica
The price is 13.105.736 ₫
15.261.748 ₫ total
includes taxes & fees
6 Feb - 7 Feb
The Ritz-Carlton, Boston

Raffles Boston

Raffles Boston
5.0 star property
Back Bay
9.6 out of 10, Exceptional, (218 reviews)
"I had a blast at Raffles"
United States
Lieverson
The price is 13.132.500 ₫
15.292.797 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Raffles Boston

XV Beacon

XV Beacon
5.0 star property
Beacon Hill
9.4 out of 10, Exceptional, (384 reviews)
"Great Staff, very nice room. Ideal location for exploring Boston history and access to the T"
United States
Emil
The price is 14.064.372 ₫
16.377.960 ₫ total
includes taxes & fees
3 Feb - 4 Feb
XV Beacon

The Bell Inn

The Bell Inn
5.0 star property
Peabody
9.4 out of 10, Exceptional, (230 reviews)
"Terrific food in the Tavern! "
United States
Ashleigh
The Bell Inn
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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.

Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

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 3.547.929 ₫

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.