5 Stars Hotels in Winchester

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Our top choices for Winchester 5-star hotels

Front of property

Encore Boston Harbor

Encore Boston Harbor
5.0 star property
Everett
9.6 out of 10, Exceptional, (3,614 reviews)
"Great place to stay "
United States
Troy
The price is ฿7,645
฿8,539 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, (1,004 reviews)
"Very nice hotel with excellent staff."
United States
Lane
The price is ฿12,590
฿14,661 total
includes taxes & fees
20 Mar - 21 Mar
The Langham, Boston
Restaurant

The Newbury Boston

The Newbury Boston
5.0 star property
Back Bay
9.2 out of 10, Wonderful, (590 reviews)
"Friendliness staffs, location, and amenities."
United States
Reggy
The price is ฿14,314
฿18,339 total
includes taxes & fees
11 Mar - 12 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, (1,101 reviews)
"Terrific stay & absolutely wonderful staff, food, etc."
United States
Annette
The price is ฿6,438
฿8,945 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, (1,005 reviews)
"Amazing staff, decent room & nice location!"
United States
Misty
The price is ฿16,232
฿18,919 total
includes taxes & fees
29 Mar - 30 Mar
Boston Harbor Hotel
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, (403 reviews)
"Excellent service"
United States
Narek
The price is ฿17,864
฿20,803 total
includes taxes & fees
20 Mar - 21 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, (1,011 reviews)
"Fantastic hotel in every way "
United States
Karen
The price is ฿7,443
฿9,590 total
includes taxes & fees
22 Mar - 23 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, (438 reviews)
"We had a great stay!"
United States
Veronica
The price is ฿18,973
฿22,094 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 ฿23,905
฿27,837 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, (238 reviews)
"Attentive Staff, gorgeous property, clean rooms"
United States
Cassandra
The price is ฿18,878
฿21,983 total
includes taxes & fees
20 Mar - 21 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 ฿16,961
฿19,752 total
includes taxes & fees
23 Mar - 24 Mar
XV Beacon
Billiards

Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett
5.0 star property
Everett
10.0 out of 10, Exceptional, (1 review)
"Honestly this was one of the best furnished apartments I’ve ever stayed in, and I travel a lot for work. My partner and I came with another couple and we all kept saying how we wished we had booked a few extra nights. The place was super clean, modern, and honestly way bigger than we expected lol. First night we accidentally got the wrong door code but the host fixed it in like two minutes which was amazing. The living room became our hangout spot every evening and we even cooked dinner together...
United States
Yitzy
Luxury Apartments by Hyatus at Boston Everett
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 ฿5,088 per night from 22 Mar to 23 Mar
฿5,088
฿7,006 total
22 Mar - 23 Mar
includes taxes & fees
9.6/10 Exceptional! (4,053 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
"It gave Vegas Bellagio vibes! Loved it!! Clean room with every extra we could need - toothbrush, shower cap, shoe polisher, makeup wipe etc - very convenient. "
Kelley 1-night trip
Posted 8 hours 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 ฿5,834

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.