Winchester 5 Stars Hotels

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester 5 Star Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 12 - Sep 14
In two weeks
Sep 19 - Sep 21

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

Our top choices for Winchester 5-star hotels

The Newbury Boston
Exterior

The Newbury Boston

5.0 star property
9.4 out of 10, Exceptional, (493)
"Awesome place to stay!"
The price is NT$18,126
NT$22,710 total
includes taxes & fees
Sep 7 - Sep 8
The Newbury Boston
The Langham, Boston
Exterior

The Langham, Boston

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Great place"
The price is NT$16,108
NT$18,758 total
includes taxes & fees
Sep 7 - Sep 8
The Langham, Boston
Encore Boston Harbor
Apartment, 2 Bedrooms | Premium bedding, down comforters, pillowtop beds, minibar

Encore Boston Harbor

5.0 star property
9.6 out of 10, Exceptional, (3210)
"Price was excellent for the weekend I stayed. "
The price is NT$8,750
NT$9,774 total
includes taxes & fees
Oct 2 - Oct 3
Encore Boston Harbor
Four Seasons Hotel Boston
Restaurant

Four Seasons Hotel Boston

5.0 star property
9.4 out of 10, Exceptional, (440)
"Amazing staff and lovely hotel in general "
The price is NT$29,798
NT$34,700 total
includes taxes & fees
Sep 21 - Sep 22
Four Seasons Hotel Boston
InterContinental Boston by IHG
View from room

InterContinental Boston by IHG

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great location and nice hotel"
The price is NT$8,114
NT$10,837 total
includes taxes & fees
Sep 21 - Sep 22
InterContinental Boston by IHG
Boston Harbor Hotel
Suite, Multiple Beds (John Adams Presidential Suite) | 1 bedroom, Frette Italian sheets, premium bedding, pillowtop beds

Boston Harbor Hotel

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Such a beautiful hotel in a wonderful location! "
The price is NT$18,466
NT$21,520 total
includes taxes & fees
Sep 7 - Sep 8
Boston Harbor Hotel
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, (1003)
"Very cool hotel, service was excellent "
The price is NT$9,586
NT$11,927 total
includes taxes & fees
Sep 21 - Sep 22
The Liberty, a Marriott Luxury Collection Hotel, Boston
Four Seasons Hotel One Dalton Street, Boston
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Four Seasons Hotel One Dalton Street, Boston

5.0 star property
9.6 out of 10, Exceptional, (344)
"The lobby restaurant and main restaurant were soooooo Good!!! "
The price is NT$19,712
NT$22,955 total
includes taxes & fees
Sep 7 - Sep 8
Four Seasons Hotel One Dalton Street, Boston
Raffles Boston
3 restaurants, breakfast, lunch, dinner served; Portuguese cuisine

Raffles Boston

5.0 star property
9.8 out of 10, Exceptional, (159)
"The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff. "
The price is NT$19,560
NT$22,777 total
includes taxes & fees
Sep 19 - Sep 20
Raffles Boston
Mandarin Oriental, Boston
Lobby

Mandarin Oriental, Boston

5.0 star property
9.4 out of 10, Exceptional, (364)
"Clean room"
The price is NT$19,712
NT$22,956 total
includes taxes & fees
Sep 7 - Sep 8
Mandarin Oriental, Boston
The Ritz-Carlton, Boston
Reception

The Ritz-Carlton, Boston

5.0 star property
9.0 out of 10, Wonderful, (392)
"An amazing centrally located property that has a great gym facility as well as good restaurants. If you want a great centrally located hotel in Boston look no further than the Ritz"
The price is NT$19,101
NT$22,243 total
includes taxes & fees
Sep 7 - Sep 8
The Ritz-Carlton, Boston
XV Beacon
Exterior

XV Beacon

5.0 star property
9.4 out of 10, Exceptional, (377)
"Spacious and beautiful room. Love this hotel. "
The price is NT$19,117
NT$22,261 total
includes taxes & fees
Sep 21 - Sep 22
XV Beacon
The Bell Inn
Honeymoon Room | In-room dining

The Bell Inn

5.0 star property
9.6 out of 10, Exceptional, (186)
"Great customer service, cozy room and a really cool speak easy bar in the basement. We would definitely book here again when visiting Salem!! "
The Bell Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 NT$7,902 per night from Sep 7 to Sep 8
NT$7,902
NT$9,355 total
Sep 7 - Sep 8
includes taxes & fees
Still don't see what you're looking for?
See all properties in Winchester.
You can also use these popular filters to refine your search.
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.

Top Winchester Hotel Reviews

The Langham, Boston

The Langham, Boston

10/10 Excellent
"First rate hotel. Definitely a Luxury hotel stay! "
Janeen 3-night trip
Posted 5 days ago
The Langham, Boston

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are the best 5-star hotels in Winchester?
Get set for 5-star indulgence at Encore Boston Harbor, The Liberty, a Marriott Luxury Collection Hotel, Boston or XV Beacon. These are among the top-rated escapes in Winchester according to Expedia traveler reviews. Pick one and get a taste of the good life!
How much does it cost to stay in a 5-star hotel in Winchester?
The amount you pay for a 5-star hotel in Winchester depends on things like when you plan to go and the length of your trip. Our top tip for scoring the best deal? Use our pricing filters to check out the available hotels for your preferred dates.

  • Search for the lowest price per night from NT$7,263

What makes a hotel 5 stars in Winchester?
Flawless guest service is the defining feature of every 5-star hotel in Winchester. From the second you arrive, staff attend to your every need, whether offering luggage assistance and storage or providing in-room beauty treatments. What's more, hotels have to feature upscale amenities to meet the standard for a 5-star rating. These can include luxury bathrooms, saunas or spas, pools, gastronomic restaurants and knowledgeable concierge.