Find 5 Star Hotels in Winchester, MA from SAR 792

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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

5.0 star property
9.6 out of 10, Exceptional, (3083)
"Staff was very pleasant and restaurant choices ample"
The price is SAR 943
SAR 1,053 total
includes taxes & fees
31 Jul - 1 Aug
Encore Boston Harbor

InterContinental Boston by IHG

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Excellent stay, highly recommend "
The price is SAR 927
SAR 1,241 total
includes taxes & fees
20 Jul - 21 Jul
InterContinental Boston by IHG

The Langham, Boston

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Great location and nice friendly staff. Room was nice and spacious and the bed was really comfortable. "
The price is SAR 1,515
SAR 1,765 total
includes taxes & fees
15 Aug - 16 Aug
The Langham, Boston

The Newbury Boston

5.0 star property
9.4 out of 10, Exceptional, (459)
"Beautiful property, great location, great service. We stayed there for 5 nights and I 100% recommend. "
The price is SAR 1,911
SAR 2,422 total
includes taxes & fees
31 Jul - 1 Aug
The Newbury Boston

Boston Harbor Hotel

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Great hotel terrific staff"
The price is SAR 1,842
SAR 2,147 total
includes taxes & fees
15 Aug - 16 Aug
Boston Harbor Hotel

The Liberty, a Marriott Luxury Collection Hotel, Boston

5.0 star property
8.8 out of 10, Excellent, (1005)
"We loved everything about this property. It was clean, the restaurants and bar were good. Staff was very friendly from the valet to housekeeping "
The price is SAR 1,009
SAR 1,269 total
includes taxes & fees
20 Jul - 21 Jul
The Liberty, a Marriott Luxury Collection Hotel, Boston

Four Seasons Hotel Boston

5.0 star property
9.4 out of 10, Exceptional, (432)
"Very friendly staff and excellent amenities "
The price is SAR 2,776
SAR 3,232 total
includes taxes & fees
29 Jul - 30 Jul
Four Seasons Hotel Boston

Four Seasons Hotel One Dalton Street, Boston

5.0 star property
9.6 out of 10, Exceptional, (321)
"Great area and friendly staff. "
The price is SAR 2,175
SAR 2,533 total
includes taxes & fees
27 Jul - 28 Jul
Four Seasons Hotel One Dalton Street, Boston

Mandarin Oriental, Boston

5.0 star property
9.4 out of 10, Exceptional, (352)
"Excellent stay. Most perfect location in Boston. "
The price is SAR 1,980
SAR 2,306 total
includes taxes & fees
10 Aug - 11 Aug
Mandarin Oriental, Boston

Raffles Boston

5.0 star property
9.6 out of 10, Exceptional, (128)
"Great hotel, friendly staff, great gym and spa."
The price is SAR 2,295
SAR 2,673 total
includes taxes & fees
27 Jul - 28 Jul
Raffles Boston

The Ritz-Carlton, Boston

5.0 star property
8.8 out of 10, Excellent, (375)
"Great place to stay"
The price is SAR 2,232
SAR 2,599 total
includes taxes & fees
19 Jul - 20 Jul
The Ritz-Carlton, Boston

XV Beacon

5.0 star property
9.4 out of 10, Exceptional, (376)
"Spacious and beautiful room. Love this hotel. "
The price is SAR 1,671
SAR 1,946 total
includes taxes & fees
7 Aug - 8 Aug
XV Beacon

The Bell Inn

5.0 star property
9.4 out of 10, Exceptional, (157)
"We enjoyed our stay especially the comfortable and clean room. The morning fresh pastries and coffee were an added bonus! "
The Bell Inn
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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 SAR 792

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.