Find 5 Star Hotels in Winchester, MA from AED 408

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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, (2608)
"Awesome place and I cannot recommend it enough "
The price is AED 929
AED 1,037 total
includes taxes & fees
2 Feb - 3 Feb
Encore Boston Harbor
The Langham, Boston
Room

The Langham, Boston

5.0 star property
9.6 out of 10, Exceptional, (1005)
"Loved our stay!"
The price is AED 1,172
AED 1,364 total
includes taxes & fees
9 Jan - 10 Jan
The Langham, Boston
InterContinental Boston, an IHG Hotel
Exterior

InterContinental Boston, an IHG Hotel

5.0 star property
9.2 out of 10, Wonderful, (1008)
"Professional, knowledgeable, courteous, and efficient staff. Room was flawless."
The price is AED 804
AED 1,065 total
includes taxes & fees
2 Feb - 3 Feb
InterContinental Boston, an IHG Hotel
Boston Harbor Hotel
Exterior

Boston Harbor Hotel

5.0 star property
9.6 out of 10, Exceptional, (1006)
"I vacation all over usa from keywest,Miami,Orlando,New York. The service you get from Boston Harbor hotel is unmatched! 5 star hotel with 5 star Service from beginning til the end. The employees there are happy & always ready to assist you making you feel welcomed like at home. We stayed for New Year’s Eve it was lovely. "
The price is AED 1,723
AED 2,008 total
includes taxes & fees
4 Jan - 5 Jan
Boston Harbor Hotel
Four Seasons Hotel Boston
Lobby

Four Seasons Hotel Boston

5.0 star property
9.4 out of 10, Exceptional, (409)
"Beautiful hotel "
The price is AED 2,534
AED 2,951 total
includes taxes & fees
8 Jan - 9 Jan
Four Seasons Hotel Boston
The Newbury Boston
Front of property

The Newbury Boston

5.0 star property
9.2 out of 10, Wonderful, (358)
"Staff is amazing. Best hotel I ever stayed at. Looking forward to spending NYE every year at the new berry!"
The price is AED 1,321
AED 1,730 total
includes taxes & fees
14 Jan - 15 Jan
The Newbury Boston
The Liberty, a Marriott Luxury Collection Hotel, Boston
Exterior

The Liberty, a Marriott Luxury Collection Hotel, Boston

5.0 star property
8.6 out of 10, Excellent, (1005)
"We had a wonderful stay!"
The price is AED 1,008
AED 1,266 total
includes taxes & fees
1 Feb - 2 Feb
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, (319)
"The service is simply amazing. Highly recommended. "
The price is AED 1,805
AED 2,102 total
includes taxes & fees
14 Jan - 15 Jan
Mandarin Oriental, Boston
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, (276)
"The stay was amazing, the facilities were great and the staff were courteous. "
The price is AED 2,112
AED 2,459 total
includes taxes & fees
2 Feb - 3 Feb
Four Seasons Hotel One Dalton Street, Boston
Raffles Boston
Exterior

Raffles Boston

5.0 star property
9.6 out of 10, Exceptional, (85)
"Excellent services. "
The price is AED 2,057
AED 2,395 total
includes taxes & fees
6 Jan - 7 Jan
Raffles Boston
XV Beacon
Exterior

XV Beacon

5.0 star property
9.4 out of 10, Exceptional, (360)
"Staff was extremely helpful "
The price is AED 1,636
AED 1,905 total
includes taxes & fees
4 Jan - 5 Jan
XV Beacon
The Ritz-Carlton, Boston
Room

The Ritz-Carlton, Boston

5.0 star property
8.8 out of 10, Excellent, (334)
"Staff was attentive and quick to respond. "
The price is AED 2,112
AED 2,459 total
includes taxes & fees
10 Jan - 11 Jan
The Ritz-Carlton, Boston
The Bell Inn
Exterior

The Bell Inn

5.0 star property
9.4 out of 10, Exceptional, (102)
"Great job on the rehab of the building. "
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 AED 408 per night from Jan 19 to Jan 20
AED 408
AED 625 total
includes taxes & fees
19 Jan - 20 Jan
8.2/10 Very Good! (3,268 reviews)
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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 AED 408

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.