Explore top 2026 5 Star Hotels in Winchester

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Top Winchester 5 Star hotels

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $220 total per night from Apr 5 to Apr 6
$220 total
Apr 5 - Apr 6
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like ...
9.2/10 Wonderful! (4,547 reviews)
This hotel is clean, the staff are friendly - just a great experience every time I stay here.

Reviewed on Apr 2, 2026

Opens in a new windowOmni Boston Hotel at the Seaport
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $252 total per night from Apr 5 to Apr 6
$252 total
Apr 5 - Apr 6
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
9.6/10 Exceptional! (3,622 reviews)
Best Hotel in Boston

Reviewed on Apr 2, 2026

Opens in a new windowEncore Boston Harbor
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
$435 nightly
The price is $507 total per night from Apr 11 to Apr 12
$507 total
Apr 11 - Apr 12
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. ...
9.6/10 Exceptional! (1,000 reviews)
Very nice hotel

Reviewed on Mar 30, 2026

Opens in a new windowThe Langham, Boston
InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
510 Atlantic Ave Boston MA
Fully refundable
$269 nightly
The price is $313 total per night from Apr 12 to Apr 13
$313 total
Apr 12 - Apr 13
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.4/10 Exceptional! (1,101 reviews)
Breakfast buffet was amazing!

Reviewed on Mar 29, 2026

Opens in a new windowInterContinental Boston by IHG
The Newbury Boston

The Newbury Boston

5 out of 5
15 Arlington St Boston MA
Fully refundableReserve now, pay when you stay
$530 nightly
The price is $617 total per night from Apr 11 to Apr 12
$617 total
Apr 11 - Apr 12
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. If you want ...
9.2/10 Wonderful! (606 reviews)
Lovely lovely staff and accommodation.

Reviewed on Mar 31, 2026

Opens in a new windowThe Newbury Boston
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
70 Rowes Wharf Boston MA
$616 nightly
The price is $717 total per night from Apr 10 to Apr 11
$717 total
Apr 10 - Apr 11
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, ...
9.8/10 Exceptional! (1,000 reviews)
Fantastic hotel and wonderful staff.

Reviewed on Mar 30, 2026

Opens in a new windowBoston Harbor Hotel
The Liberty, a Marriott Luxury Collection Hotel, Boston

The Liberty, a Marriott Luxury Collection Hotel, Boston

5 out of 5
215 Charles St Boston MA
Fully refundableReserve now, pay when you stay
$270 nightly
The price is $314 total per night from Apr 5 to Apr 6
$314 total
Apr 5 - Apr 6
Total with taxes and fees
A nightclub, 2 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public ...
8.8/10 Excellent! (1,002 reviews)
Picture perfect Postcard view of Boston and Charles River with unique, fun vibe.

Reviewed on Mar 31, 2026

Opens in a new windowThe Liberty, a Marriott Luxury Collection Hotel, Boston
Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston

5 out of 5
One Dalton Street Boston MA
Fully refundableReserve now, pay when you stay
$530 nightly
The price is $617 total per night from Apr 12 to Apr 13
$617 total
Apr 12 - Apr 13
Total with taxes and fees
A full-service spa, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9.6/10 Exceptional! (400 reviews)
wonderful stay

Reviewed on Mar 16, 2026

Opens in a new windowFour Seasons Hotel One Dalton Street, Boston
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
776 Boylston St Boston MA
Fully refundableReserve now, pay when you stay
$716 nightly
The price is $833 total per night from Apr 13 to Apr 14
$833 total
Apr 13 - Apr 14
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, ...
9.4/10 Exceptional! (409 reviews)
Beautiful hotel. From the moment you are greeted by the valet, bell hop, front reception you are treated like royalty. 5 stars all around!

Reviewed on Mar 16, 2026

Opens in a new windowMandarin Oriental, Boston
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
200 Boylston St Boston MA
$795 nightly
The price is $926 total per night from Apr 5 to Apr 6
$926 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and ...
9.4/10 Exceptional! (467 reviews)
Perfect in every way

Reviewed on Apr 2, 2026

Opens in a new windowFour Seasons Hotel Boston
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Winchester Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Winchester to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Winchester 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Winchester before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Winchester hotel reviews by fellow wanderers

The Godfrey Hotel Boston

The Godfrey Hotel Boston

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"We had a great stay, the valets were the absolute best, such nice guys!"
A verified traveler stayed at The Godfrey Hotel Boston
The Godfrey Hotel Boston