Find 5 Star Hotels in Winchester, MA from SAR 695

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Check availability on Winchester 5 Star Hotels

Tonight
1 May - 2 May
Tomorrow
2 May - 3 May
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, (1,001 reviews)
"Awesome breakfast with friendly staff members "
United States
Felipe
The price is SAR 1,669
SAR 1,944 total
includes taxes & fees
9 May - 10 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, (4,608 reviews)
"Great staff great stay"
Canada
Elson
The price is SAR 896
SAR 1,197 total
includes taxes & fees
10 May - 11 May
Omni Boston Hotel at the Seaport
Apartment, 2 Bedrooms | Premium bedding, down comforters, pillowtop beds, minibar

Encore Boston Harbor

Encore Boston Harbor
5.0 star property
Everett
9.6 out of 10, Exceptional, (3,709 reviews)
"Excellent stay and beautiful property "
United States
Brittany
The price is SAR 1,228
SAR 1,372 total
includes taxes & fees
28 May - 29 May
Encore Boston Harbor
Restaurant

The Newbury Boston

The Newbury Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (633 reviews)
"Beautiful property in perfect location. "
United States
Rosenaz
The price is SAR 2,224
SAR 2,787 total
includes taxes & fees
3 May - 4 May
The Newbury Boston
Exterior

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1,104 reviews)
"Excellent hotel "
United States
Cody E
The price is SAR 923
SAR 1,245 total
includes taxes & fees
10 May - 11 May
InterContinental Boston by IHG
Terrace/patio

Four Seasons Hotel Boston

Four Seasons Hotel Boston
5.0 star property
Bay Village
9.4 out of 10, Exceptional, (470 reviews)
"Perfect in every way "
United States
Cindy
The price is SAR 3,376
SAR 3,931 total
includes taxes & fees
3 May - 4 May
Four Seasons Hotel Boston
Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillowtop beds, minibar

Boston Harbor Hotel

Boston Harbor Hotel
5.0 star property
North End
9.8 out of 10, Exceptional, (1,002 reviews)
"Very nice hotel. Clean, great staff!"
United States
Amber
The price is SAR 2,403
SAR 2,800 total
includes taxes & fees
25 May - 26 May
Boston Harbor Hotel
Indoor pool, open 6:00 AM to 9:00 PM, sun 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 SAR 2,682
SAR 3,123 total
includes taxes & fees
30 May - 31 May
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, (417 reviews)
"Service was excellent and the Spa facilities were great! Location is amazing! "
United States
Cynthia
The price is SAR 2,471
SAR 2,877 total
includes taxes & fees
22 May - 23 May
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, (1,001 reviews)
"Great location and character!"
United States
Karen R
The price is SAR 1,030
SAR 1,308 total
includes taxes & fees
3 May - 4 May
The Liberty, a Marriott Luxury Collection Hotel, 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 SAR 2,400
SAR 2,795 total
includes taxes & fees
3 May - 4 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 SAR 2,008
SAR 2,339 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 SAR 2,434
SAR 2,835 total
includes taxes & fees
10 May - 11 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 SAR 622
SAR 695 total
includes taxes & fees
9 May - 10 May
The Bell Inn
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
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
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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 SAR 634 per night from May 10 to May 11
SAR 634
SAR 867 total
10 May - 11 May
includes taxes & fees
9.6/10 Exceptional! (4,247 reviews)
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PoolSpaHot tubBreakfast includedWaterpark
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

8/10 Good
"Smallest room I’ve ever seen, the bathroom is less than private."
Jennifer 1-night trip
Posted 13 hours ago
Omni Boston Hotel at the Seaport
The Langham, Boston

The Langham, Boston

8/10 Good
"Very nicely decorated room, fine furnitures. Love its hot tub, pool, and fitness room. The hotel manager is really nice and helpful but some of the staff. "
Zhihang 2-night trip
Posted 2 days ago
The Langham, Boston

Frequently asked questions

What are the best 5-star hotels in Winchester?
According to Expedia guest reviews, Encore Boston Harbor, The Liberty, a Marriott Luxury Collection Hotel, Boston and XV Beacon are among the most popular 5-star hotels in Winchester. Offering best-in-class amenities and unparalleled service, you can expect an opulent and memorable stay.
How much does it cost to stay in a 5-star hotel in Winchester?
You can find various pricing options for 5-star hotels in Winchester on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare all of the available accommodations for your preferred dates and make use of our pricing and other filters to score the perfect high-end stay.

  • Search for the lowest price per night from SAR 867

What makes a hotel 5 stars in Winchester?
Exemplary guest service is at the heart of every 5-star hotel in Winchester. From the moment you arrive, staff cater to your every need, whether recommending activities and tours or providing a nightly turn-down service. Additionally, hotels have to feature top-rate amenities to qualify for a 5-star rating. These can include luxury baths, saunas or spas, pools, gastronomic restaurants and knowledgeable concierge.

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