Find 5 Star Hotels in Winchester, MA from SAR 448

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Compare Winchester 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Encore Boston Harbor
View from room

Encore Boston Harbor

5.0 star property
9.6 out of 10, Exceptional, (2811)
"We stay at the Encore every trip to Boston, whether its a business trip, Celtics game or weekend getaway. I wouldnt chose any place else in the Boston area."
The price is SAR 865
SAR 966 total
includes taxes & fees
17 Dec - 18 Dec
Encore Boston Harbor
The Langham, Boston
Room

The Langham, Boston

5.0 star property
9.6 out of 10, Exceptional, (1088)
"Great place"
The price is SAR 1,217
SAR 1,417 total
includes taxes & fees
1 Dec - 2 Dec
The Langham, Boston
Four Seasons Hotel Boston
Lobby

Four Seasons Hotel Boston

5.0 star property
9.4 out of 10, Exceptional, (403)
"Good stay "
The price is SAR 2,630
SAR 3,062 total
includes taxes & fees
21 Dec - 22 Dec
Four Seasons Hotel Boston
The Newbury Boston
Front of property

The Newbury Boston

5.0 star property
9.2 out of 10, Wonderful, (336)
"Amazing all around! "
The price is SAR 1,536
SAR 1,963 total
includes taxes & fees
17 Dec - 18 Dec
The Newbury Boston
InterContinental Boston, an IHG Hotel
Exterior

InterContinental Boston, an IHG Hotel

5.0 star property
9.2 out of 10, Wonderful, (1103)
"The Holiday Inn on Van Ness is an iconic hotel in San Francisco. Its clean rooms, vibrant ambiance and exquisite restaurants are just a few amenities that are worth exploring. "
The price is SAR 645
SAR 883 total
includes taxes & fees
22 Dec - 23 Dec
InterContinental Boston, an IHG Hotel
Boston Harbor Hotel
Exterior

Boston Harbor Hotel

5.0 star property
9.6 out of 10, Exceptional, (1089)
"Spacious room, we got an upgrade to water view room which was nice. Staff was friendly and very attentive housekeeping! Quiet hotel and convenient location for us for what we needed. Area is downtown so not the most charming dining options but still plenty of open restaurants around."
The price is SAR 1,582
SAR 1,844 total
includes taxes & fees
30 Dec - 31 Dec
Boston Harbor Hotel
Four Seasons Hotel One Dalton Street, Boston
Exterior

Four Seasons Hotel One Dalton Street, Boston

5.0 star property
9.6 out of 10, Exceptional, (263)
"Great location great staff clean rooms terrific views very good room service."
The price is SAR 2,047
SAR 2,384 total
includes taxes & fees
15 Dec - 16 Dec
Four Seasons Hotel One Dalton Street, Boston
The Liberty, a Marriott Luxury Collection Hotel, Boston
Exterior

The Liberty, a Marriott Luxury Collection Hotel, Boston

5.0 star property
8.8 out of 10, Excellent, (1045)
"Wonderful and unique stay - with all the modern amenities, we loved it! ALL staff were friendly and welcoming, will definitely come back! The location is great and located across from a T stop, good dining options, rooms were comfortable and had interesting decor."
The price is SAR 695
SAR 903 total
includes taxes & fees
22 Dec - 23 Dec
The Liberty, a Marriott Luxury Collection Hotel, Boston
Mandarin Oriental, Boston
Exterior

Mandarin Oriental, Boston

5.0 star property
9.4 out of 10, Exceptional, (307)
"Brilliant hotel and staff."
The price is SAR 2,149
SAR 2,502 total
includes taxes & fees
16 Dec - 17 Dec
Mandarin Oriental, Boston
The Ritz-Carlton, Boston
Lobby

The Ritz-Carlton, Boston

5.0 star property
8.8 out of 10, Excellent, (329)
"The service was personalized and excellent"
The price is SAR 2,235
SAR 2,603 total
includes taxes & fees
1 Dec - 2 Dec
The Ritz-Carlton, Boston
Raffles Boston
Exterior

Raffles Boston

5.0 star property
9.6 out of 10, Exceptional, (75)
"Good stay"
The price is SAR 2,029
SAR 2,362 total
includes taxes & fees
22 Dec - 23 Dec
Raffles Boston
XV Beacon
Exterior

XV Beacon

5.0 star property
9.4 out of 10, Exceptional, (358)
"amazing location, wonderful staff, the restaurant Moo is rated one of the best in Boston, my wife and I walked everywhere. best vaca ever "
The price is SAR 2,235
SAR 2,603 total
includes taxes & fees
1 Dec - 2 Dec
XV Beacon
The Bell Inn
Exterior

The Bell Inn

5.0 star property
9.4 out of 10, Exceptional, (99)
"Je reviendrai sans hésiter!!! "
The price is SAR 703
SAR 785 total
includes taxes & fees
8 Dec - 9 Dec
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 Park Plaza

Hilton Boston Park Plaza

50 Park Plaza, Boston, MA
The price is SAR 448 per night from Dec 30 to Dec 31
SAR 448
SAR 675 total
includes taxes & fees
30 Dec - 31 Dec
8.2/10 Very Good! (3,294 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.

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 448

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.
Are there any 5-star all-inclusive resorts in Winchester?
Find a luxury getaway that includes your room, meals, activities and entertainment in Winchester with our handy filters. Search for resorts rated 5 stars and click on the “All inclusive” filter. Double-check what’s included in the price. This way, you can take full advantage of all the perks on offer when you arrive.
What are the top 5-star spa hotels in Winchester?
Recharge your batteries with luxurious massages and other revitalizing treatments at Four Seasons Hotel Boston. It’s one of Winchester’s top 5-star spa properties. Mandarin Oriental Boston and Encore Boston Harbor also blend upscale accommodations with wellness programs and therapies.
Are there any 5-star vacation rentals in Winchester?
Although you won’t find any 5-star vacation rentals in Winchester on our site, we have a range of properties that promise a fantastic getaway. Discover one that matches your needs by searching our vacation rentals in Winchester.