Find 5 Star Hotels in Winchester, MA from SAR 429

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Check availability on Winchester 5 Star Hotels

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, (2733)
"Check in took a little bit. Not everything was open on a Sunday before a holiday. Staff was friendly. Room was beautiful and clean "
The price is SAR 973
SAR 1,086 total
includes taxes & fees
23 Mar - 24 Mar
Encore Boston Harbor
The Langham, Boston
Room

The Langham, Boston

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Amazing property - classy and elegant in every way. "
The price is SAR 1,294
SAR 1,507 total
includes taxes & fees
22 Feb - 23 Feb
The Langham, Boston
The Newbury Boston
Front of property

The Newbury Boston

5.0 star property
9.2 out of 10, Wonderful, (380)
"Great lication"
The price is SAR 1,436
SAR 1,869 total
includes taxes & fees
21 Feb - 22 Feb
The Newbury Boston
InterContinental Boston by IHG
Exterior

InterContinental Boston by IHG

5.0 star property
9.2 out of 10, Wonderful, (998)
"Front Desk service was exceptional"
The price is SAR 859
SAR 1,153 total
includes taxes & fees
27 Feb - 28 Feb
InterContinental Boston by IHG
Boston Harbor Hotel
Exterior

Boston Harbor Hotel

5.0 star property
9.6 out of 10, Exceptional, (1004)
"Everything you could want from a hotel of this caliber "
The price is SAR 1,857
SAR 2,164 total
includes taxes & fees
22 Feb - 23 Feb
Boston Harbor Hotel
Mandarin Oriental, Boston
Exterior

Mandarin Oriental, Boston

5.0 star property
9.4 out of 10, Exceptional, (325)
"We had a lovely stay here. Beautiful spa that we took advantage of even though we didn’t book an appointment. Very welcoming and helpful staff. In the heart of boston. will be back! "
The price is SAR 2,205
SAR 2,568 total
includes taxes & fees
27 Feb - 28 Feb
Mandarin Oriental, Boston
Four Seasons Hotel Boston
Lobby

Four Seasons Hotel Boston

5.0 star property
9.4 out of 10, Exceptional, (415)
"Beautiful property, guest rooms and facilities were lovely, staff was exceptional!"
The price is SAR 2,588
SAR 3,013 total
includes taxes & fees
21 Feb - 22 Feb
Four Seasons Hotel 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)
"Amazing as always. Can’t wait to go back"
The price is SAR 919
SAR 1,179 total
includes taxes & fees
27 Feb - 28 Feb
The Liberty, a Marriott Luxury Collection Hotel, 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, (279)
"Lovely! "
The price is SAR 2,344
SAR 2,730 total
includes taxes & fees
22 Mar - 23 Mar
Four Seasons Hotel One Dalton Street, Boston
XV Beacon
Exterior

XV Beacon

5.0 star property
9.4 out of 10, Exceptional, (367)
"Incredible room. Elegant design from the moment we entered the lobby. Amazing restaurant (Mooo). Complementry Lexus service is pure class. We had a wonderful stay. Thank you "
The price is SAR 1,481
SAR 1,725 total
includes taxes & fees
23 Feb - 24 Feb
XV Beacon
Raffles Boston
Exterior

Raffles Boston

5.0 star property
9.6 out of 10, Exceptional, (96)
"It’s my second time staying at a Raffles and it maintains the same level of hospitality and luxury comfort in Boston. Thank you. "
The price is SAR 2,355
SAR 2,743 total
includes taxes & fees
22 Feb - 23 Feb
Raffles Boston
The Ritz-Carlton, Boston
Room

The Ritz-Carlton, Boston

5.0 star property
8.8 out of 10, Excellent, (340)
"Very nice hotel with a particular attractive gym (equinox) "
The price is SAR 2,419
SAR 2,817 total
includes taxes & fees
21 Feb - 22 Feb
The Ritz-Carlton, Boston
The Bell Inn
Exterior

The Bell Inn

5.0 star property
9.4 out of 10, Exceptional, (118)
"Property was super cute, staff were amazing. "
The price is SAR 421
SAR 470 total
includes taxes & fees
23 Feb - 24 Feb
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 SAR 851 per night from Mar 7 to Mar 8
SAR 851
SAR 1,010 total
includes taxes & fees
7 Mar - 8 Mar
9.6/10 Exceptional! (2,803 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 429

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.