Winchester Hotel Guide - 5 Stars Hotels in Winchester, Boston

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Check availability on Winchester 5 Star Hotels

Tonight
4 Mar - 5 Mar
Tomorrow
5 Mar - 6 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for Winchester 5-star hotels

Premium bedding, down duvets, pillow-top beds, in-room safe

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,485 reviews)
"Beautiful hotel!"
United States
Suzanne
The price is Rp2.455.213
Rp3.546.798 total
includes taxes & fees
8 Mar - 9 Mar
Omni Boston Hotel at the Seaport
Front of property

Encore Boston Harbor

Encore Boston Harbor
5.0 star property
Everett
9.6 out of 10, Exceptional, (3,584 reviews)
"Great place to stay "
United States
Troy
The price is Rp4.045.790
Rp4.519.147 total
includes taxes & fees
30 Mar - 31 Mar
Encore Boston Harbor
Breakfast, lunch, brunch served; Italian cuisine

The Langham, Boston

The Langham, Boston
5.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (1,003 reviews)
"Very nice hotel with excellent staff."
United States
Lane
The price is Rp7.221.216
Rp8.409.106 total
includes taxes & fees
19 Mar - 20 Mar
The Langham, Boston
Restaurant

The Newbury Boston

The Newbury Boston
5.0 star property
Back Bay
9.2 out of 10, Wonderful, (589 reviews)
"Friendliness staffs, location, and amenities."
United States
Reggy
The price is Rp6.819.493
Rp8.825.393 total
includes taxes & fees
9 Mar - 10 Mar
The Newbury Boston
Exterior

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,094 reviews)
"Terrific stay & absolutely wonderful staff, food, etc."
United States
Annette
The price is Rp3.492.504
Rp4.833.348 total
includes taxes & fees
22 Mar - 23 Mar
InterContinental Boston by IHG
Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillow-top beds, minibar

Boston Harbor Hotel

Boston Harbor Hotel
5.0 star property
North End
9.8 out of 10, Exceptional, (1,002 reviews)
"Amazing staff, decent room & nice location!"
United States
Misty
The price is Rp8.468.563
Rp9.870.921 total
includes taxes & fees
22 Mar - 23 Mar
Boston Harbor Hotel
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
5.0 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (392 reviews)
"Great place too stay "
United States
brian
The price is Rp9.532.680
Rp11.100.806 total
includes taxes & fees
12 Mar - 13 Mar
Four Seasons Hotel One Dalton Street, Boston
Breakfast, lunch, dinner served; local and international cuisine

Mandarin Oriental, Boston

Mandarin Oriental, Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (399 reviews)
"Excellent service"
United States
Narek
The price is Rp10.120.800
Rp11.785.672 total
includes taxes & fees
10 Mar - 11 Mar
Mandarin Oriental, Boston
Property amenity

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, (1,006 reviews)
"Fantastic hotel in every way "
United States
Karen
The price is Rp3.694.968
Rp4.793.935 total
includes taxes & fees
8 Mar - 9 Mar
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, (436 reviews)
"We had a great stay!"
United States
Veronica
The price is Rp10.103.932
Rp11.766.105 total
includes taxes & fees
19 Mar - 20 Mar
The Ritz-Carlton, Boston
Terrace/patio

Four Seasons Hotel Boston

Four Seasons Hotel Boston
5.0 star property
Bay Village
9.4 out of 10, Exceptional, (463 reviews)
"Very classic hotel and nice food in the restaurant "
Canada
JUNMEI
The price is Rp12.991.440
Rp15.128.532 total
includes taxes & fees
31 Mar - 1 Apr
Four Seasons Hotel Boston
Indoor pool

Raffles Boston

Raffles Boston
5.0 star property
Back Bay
9.6 out of 10, Exceptional, (236 reviews)
"Attentive Staff, gorgeous property, clean rooms"
United States
Cassandra
The price is Rp9.785.760
Rp11.395.518 total
includes taxes & fees
7 Mar - 8 Mar
Raffles Boston
Rooftop terrace

XV Beacon

XV Beacon
5.0 star property
Beacon Hill
9.4 out of 10, Exceptional, (385 reviews)
"Great Staff, very nice room. Ideal location for exploring Boston history and access to the T"
United States
Emil
The price is Rp9.032.814
Rp10.518.711 total
includes taxes & fees
17 Mar - 18 Mar
XV Beacon
Lounge

Luxury Apartments by Hyatus Boston Somerville

Luxury Apartments by Hyatus Boston Somerville
5.0 star property
Inner Belt
10.0 out of 10, Exceptional, (2 reviews)
"I was staying in the Boston area for work and this was the perfect place to stay. Lots of room and easy to get to and the staff were very responsive and helpful. I would highly recommend!"
Canada
Peter
Luxury Apartments by Hyatus Boston Somerville
Honeymoon Room | In-room dining

The Bell Inn

The Bell Inn
5.0 star property
Peabody
9.4 out of 10, Exceptional, (231 reviews)
"Lovely stay"
United States
Laura
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 Rp2.136.332 per night from 8 Mar to 9 Mar
Rp2.136.332
Rp3.063.125 total
8 Mar - 9 Mar
includes taxes & fees
9.6/10 Exceptional! (4,027 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
Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

Top Winchester Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"The hotel is beautiful and very well kept. Our room was spacious and very nice. If you like gambling, I highly recommend this hotel/casino."
Janice 1-night trip
Posted 13 hours ago
Encore Boston Harbor
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"This hotel was awesome! I went for a conference. All the staff were extremely hospitable and welcoming to everyone at the conference. The rooms are in great condition and very clean. The woman who cleans the 12th floor was so sweet and kind. The restaurants here are phenomenal. Kestra has amazing breakfast! My only complaint about this place is the valet staff. At least two walked by me as I loaded my own luggage into my car….after they brought my car up from the parking garage. I thought it was distasteful."
Talia 1-night trip
Posted 4 days ago
Omni Boston Hotel at the Seaport

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 Rp3.063.125

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.