5 Stars Hotels in Winchester

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Check availability on Winchester 5 Star Hotels

Tonight
27 Apr - 28 Apr
Tomorrow
28 Apr - 29 Apr
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

Our top choices for Winchester 5-star hotels

Breakfast, lunch, brunch served; Italian cuisine

The Langham, Boston

The Langham, Boston
5.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (1,005 reviews)
"Fantastic stay"
United States
Benjamin
The price is ฿14,327
฿16,684 total
includes taxes & fees
1 May - 2 May
The Langham, Boston
4 restaurants, breakfast served

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,603 reviews)
"Great staff great stay"
Canada
Elson
The price is ฿5,641
฿7,881 total
includes taxes & fees
10 May - 11 May
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, (3,707 reviews)
"Excellent stay and beautiful property "
United States
Brittany
The price is ฿7,303
฿8,158 total
includes taxes & fees
10 May - 11 May
Encore Boston Harbor
Terrace/patio

Four Seasons Hotel Boston

Four Seasons Hotel Boston
5.0 star property
Bay Village
9.4 out of 10, Exceptional, (467 reviews)
"Perfect in every way "
United States
Cindy
The price is ฿29,780
฿34,679 total
includes taxes & fees
3 May - 4 May
Four Seasons Hotel Boston
Exterior

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,106 reviews)
"Excellent hotel "
United States
Cody E
The price is ฿7,501
฿10,198 total
includes taxes & fees
10 May - 11 May
InterContinental Boston by IHG
Restaurant

The Newbury Boston

The Newbury Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (631 reviews)
"Beautiful property in perfect location. "
United States
Rosenaz
The price is ฿18,228
฿22,914 total
includes taxes & fees
10 May - 11 May
The Newbury Boston
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, (1,003 reviews)
"Very nice hotel. Clean, great staff!"
United States
Amber
The price is ฿20,210
฿23,553 total
includes taxes & fees
10 May - 11 May
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, (405 reviews)
"Great place too stay "
United States
brian
The price is ฿19,478
฿22,682 total
includes taxes & fees
3 May - 4 May
Four Seasons Hotel One Dalton Street, 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, (1,005 reviews)
"Great hotel!!!"
United States
Peter
The price is ฿8,838
฿11,229 total
includes taxes & fees
3 May - 4 May
The Liberty, a Marriott Luxury Collection Hotel, 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, (416 reviews)
"Service was excellent and the Spa facilities were great! Location is amazing! "
United States
Cynthia
The price is ฿21,208
฿24,697 total
includes taxes & fees
22 May - 23 May
Mandarin Oriental, Boston
Indoor pool

Raffles Boston

Raffles Boston
5.0 star property
Back Bay
9.6 out of 10, Exceptional, (254 reviews)
"Exceptional service from the entire staff. 5 stars for their hospitality and communication skills."
United States
JAE
The price is ฿23,052
฿26,844 total
includes taxes & fees
2 May - 3 May
Raffles Boston
Exterior

XV Beacon

XV Beacon
5.0 star property
Beacon Hill
9.4 out of 10, Exceptional, (388 reviews)
"We are repeat customers and will stay there again! Always a great experience."
United States
Nathan
The price is ฿17,240
฿20,076 total
includes taxes & fees
3 May - 4 May
XV Beacon
Reception

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston
5.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (453 reviews)
"Great hotel quiet location excellent Staff very friendly Bar closed Sunday and Monday. "
United States
Linda Ann
The price is ฿20,895
฿24,332 total
includes taxes & fees
3 May - 4 May
The Ritz-Carlton, Boston
Honeymoon Room | In-room dining

The Bell Inn

The Bell Inn
5.0 star property
Peabody
9.4 out of 10, Exceptional, (231 reviews)
"Room was nice, staff was great. "
United States
Tracy
The price is ฿5,422
฿6,056 total
includes taxes & fees
3 May - 4 May
The Bell Inn
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, (3 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
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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 ฿5,446 per night from 3 May to 4 May
฿5,446
฿7,440 total
3 May - 4 May
includes taxes & fees
9.6/10 Exceptional! (4,230 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

4/10 Poor
"Room was not clean also the shower was broken "
Edgar 2-night trip
Posted 7 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 ฿7,440

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.