5 Stars Hotels in Winchester

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Check availability on Winchester 5 Star Hotels

Tonight
27 Nov - 28 Nov
Tomorrow
28 Nov - 29 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Winchester 5 Star Hotels

View from property
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4249)
"Great hotel "
United States
Marlene
The price is ฿4,484
฿6,534 total
includes taxes & fees
18 Dec - 19 Dec
Omni Boston Hotel at the Seaport
Apartment, 2 Bedrooms | Premium bedding, down duvets, pillow-top beds, minibar
Encore Boston Harbor

Encore Boston Harbor

5.0 star property
Everett
9.6 out of 10, Exceptional, (3426)
"Great hotel "
United States
Jennifer
The price is ฿6,470
฿7,227 total
includes taxes & fees
1 Dec - 2 Dec
Encore Boston Harbor
Exterior
The Langham, Boston

The Langham, Boston

5.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (1016)
"Great staff!"
United States
Patricia
The price is ฿11,757
฿13,691 total
includes taxes & fees
30 Nov - 1 Dec
The Langham, Boston
Exterior
The Newbury Boston

The Newbury Boston

5.0 star property
Back Bay
9.4 out of 10, Exceptional, (539)
"Excellent hotel. "
United Kingdom
Anne
The price is ฿12,759
฿16,546 total
includes taxes & fees
14 Dec - 15 Dec
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
The price is ฿24,159
฿28,133 total
includes taxes & fees
29 Nov - 30 Nov
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, (1013)
"Great room, friendly staff"
United States
Dana
The price is ฿4,136
฿6,279 total
includes taxes & fees
22 Dec - 23 Dec
InterContinental Boston by IHG
Suite, Multiple Beds (John Adams Presidential Suite) | 1 bedroom, Frette Italian sheets, premium bedding, pillow-top beds
Boston Harbor Hotel

Boston Harbor Hotel

5.0 star property
North End
9.8 out of 10, Exceptional, (1014)
"Great hotel. "
United States
Brian
The price is ฿11,335
฿13,217 total
includes taxes & fees
30 Nov - 1 Dec
Boston Harbor Hotel
Lobby
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5.0 star property
Back Bay
9.4 out of 10, Exceptional, (380)
"Excellent stay. Most perfect location in Boston. "
United States
Niki
The price is ฿14,431
฿16,805 total
includes taxes & fees
14 Dec - 15 Dec
Mandarin Oriental, Boston
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
Back Bay
9.6 out of 10, Exceptional, (365)
"The staff were consistently warm and attentive, and the property offered high-end, well-maintained amenities throughout my stay. "
United States
Sihao
The price is ฿17,878
฿20,819 total
includes taxes & fees
29 Dec - 30 Dec
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, (1009)
"Super fun hotel…highly recommend "
United States
Chace
The price is ฿6,412
฿8,405 total
includes taxes & fees
28 Dec - 29 Dec
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, (411)
"Exceptional staff, clean and well appointed room"
United States
JOHN
The price is ฿16,074
฿18,718 total
includes taxes & fees
29 Nov - 30 Nov
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, (184)
"Loved everything about our stay, food, pool and ambiance all incredible. Will stay again!"
United States
Don
The price is ฿19,166
฿22,319 total
includes taxes & fees
30 Nov - 1 Dec
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
The price is ฿17,250
฿20,087 total
includes taxes & fees
13 Dec - 14 Dec
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
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.
Hilton Boston Logan Airport

Hilton Boston Logan Airport

One Hotel Drive Boston MA
The price is ฿4,992 per night from 20 Dec to 21 Dec
฿4,992
฿5,813 total
20 Dec - 21 Dec
includes taxes & fees
8.8/10 Excellent! (3,589 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
"Staff was excellent. Room was beautiful."
William 2-night trip
Posted 2 days ago
Encore Boston Harbor

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 ฿4,689

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.

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