A town with a prominent church, a large building with a clock tower, and a mix of residential and commercial buildings surrounded by greenery.

Winchester 4 Stars Hotels

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Check availability on Winchester 4 Star Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Winchester 4-star hotels

Exterior

1. Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
MIT
9.0 out of 10, Wonderful, (2,508 reviews)
"Great place for families."
United States
Trudy
The price is HK$1,477
HK$1,947 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Boston/Cambridge
Breakfast, lunch, dinner and brunch served

2. The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (7,420 reviews)
"Great stay!"
United States
Scott
The price is HK$1,242
HK$1,721 total
includes taxes & fees
30 Aug - 31 Aug
The Dagny Boston
Exterior

3. The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1,492 reviews)
"Excellent hotel close to stores and restaurants!"
United States
Bernhard
The price is HK$1,759
HK$2,368 total
includes taxes & fees
30 Aug - 31 Aug
The Westin Copley Place, Boston, a Marriott Hotel
Lobby

4. The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,409 reviews)
"Great stay!!"
United States
Patrick
The price is HK$1,758
HK$2,412 total
includes taxes & fees
30 Aug - 31 Aug
The Westin Boston Seaport District
Bar (on property)

5. citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,955 reviews)
"Great stay"
United States
Kelly
The price is HK$1,561
HK$1,818 total
includes taxes & fees
16 Aug - 17 Aug
citizenM Boston Back Bay
Exterior

6. Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,648 reviews)
"We had wonderful stay and location is perfect Highly recommend"
United States
Yuliya
The price is HK$1,561
HK$2,085 total
includes taxes & fees
9 Aug - 10 Aug
Seaport Hotel Boston
Front of property

7. Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (6,874 reviews)
"Lovely Hotel, beautiful decor. Perfect location for enjoying Boston."
United States
Kimberly
The price is HK$1,405
HK$1,636 total
includes taxes & fees
2 Aug - 3 Aug
Harborside Inn Of Boston
Front of property – evening/night

8. Omni Parker House

Omni Parker House
4.5 star property
Downtown Boston
9.0 out of 10, Wonderful, (3,629 reviews)
"Great place to stay, close to everything and wonderful staff!"
United States
Allison
The price is HK$2,110
HK$2,777 total
includes taxes & fees
27 Aug - 28 Aug
Omni Parker House
Lobby

9. Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,835 reviews)
"Great hotel…great location!"
United States
Shelly
The price is HK$1,713
HK$1,995 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Boston Logan Airport
Terrace/patio

10. Revere Hotel Boston Common

Revere Hotel Boston Common
4.0 star property
Bay Village
9.0 out of 10, Wonderful, (2,084 reviews)
"Friendly staff and great location"
Canada
Pascal
The price is HK$1,652
HK$2,289 total
includes taxes & fees
30 Aug - 31 Aug
Revere Hotel Boston Common
Lobby

11. citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4,732 reviews)
"Fantastic stay!"
United States
Emma
The price is HK$1,333
HK$1,553 total
includes taxes & fees
9 Aug - 10 Aug
citizenM Boston North Station
In-room safe, blackout curtains, iron/ironing board (on request)

12. Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (4,029 reviews)
"lovely stay!"
United States
Abdullah
The price is HK$1,325
HK$1,544 total
includes taxes & fees
16 Aug - 17 Aug
Copley Square Hotel, a FOUND Hotel
Premium bedding, down duvets, in-room safe, blackout curtains

13. Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (2,184 reviews)
"Very enjoyable stay"
United States
Hessam
The price is HK$1,451
HK$1,964 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Regency Boston
Indoor pool

14. DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore
4.0 star property
Danvers
8.2 out of 10, Very good, (2,468 reviews)
"Very nice hotel."
United States
Joseph
The price is HK$830
HK$927 total
includes taxes & fees
23 Aug - 24 Aug
DoubleTree by Hilton Boston North Shore
Bar (on property)

15. The Royal Sonesta Boston

The Royal Sonesta Boston
4.0 star property
East Cambridge
8.6 out of 10, Excellent, (1,849 reviews)
"This is my family’s favorite places to stay when in the Boston area. The location is convenient and the hotel is comfortable."
United States
Jennifer
The price is HK$1,498
HK$1,973 total
includes taxes & fees
23 Aug - 24 Aug
The Royal Sonesta Boston
Restaurant

16. The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.6 out of 10, Exceptional, (5,141 reviews)
"Wonderful hotel and great location!"
United States
Jennifer
The price is HK$1,405
HK$1,956 total
includes taxes & fees
23 Aug - 24 Aug
The Godfrey Hotel Boston
Lobby

17. Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea
4.0 star property
Chelsea
8.6 out of 10, Excellent, (1,899 reviews)
"Nice stay, comfortable bed, convenient location."
United States
Dennis
The price is HK$1,151
HK$1,286 total
includes taxes & fees
16 Aug - 17 Aug
Doubletree By Hilton Boston Logan Airport Chelsea
Breakfast, lunch and dinner served

18. Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (3,231 reviews)
"Excellent location, warm helpful staff."
United States
Joy
The price is HK$1,706
HK$1,986 total
includes taxes & fees
13 Aug - 14 Aug
Club Quarters Hotel Faneuil Hall, Boston
Lobby

19. Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,053 reviews)
"High-class hotel with excellent service"
United States
Hanna
The price is HK$1,408
HK$1,960 total
includes taxes & fees
23 Aug - 24 Aug
Hilton Boston Park Plaza
Exterior

20. Hotel AKA Back Bay

Hotel AKA Back Bay
4.5 star property
Back Bay
9.4 out of 10, Exceptional, (1,291 reviews)
"Great location and great hotel!"
United States
Daniel
The price is HK$2,045
HK$2,702 total
includes taxes & fees
30 Aug - 31 Aug
Hotel AKA Back Bay
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Winchester.
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
The price is HK$2,158 per night from 13 Aug to 14 Aug
HK$2,158
HK$2,833 total
13 Aug - 14 Aug
includes taxes & fees
9.2/10 Wonderful! (4,814 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.

Learn more about Winchester

Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.

See all hotels in Winchester
A historic building with a clock tower, red brick walls, and a green roof.

Top Winchester Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Very convenient location, room was clean, staff very helpful."
Dean 3-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Frequently asked questions

What are the best 4-star hotels in Winchester?
If you're searching for high-quality comfort and loads of amenities during your Winchester adventure, check out Boston Marriott Burlington. This sought-after 4-star hotel features premium bedding and a terrace. Freepoint Hotel Cambridge, Tapestry Collection by Hilton also gets top reviews from Expedia guests. A pillowtop mattress and concierge services are among its conveniences.
How much does it cost to stay in a 4-star hotel in Winchester?
To find a 4-star hotel in Winchester that matches your budget, make use of Expedia's search and sort filters. Take a look at what's available during your holiday dates and use our pricing filter to set your limit. You can also list your results by the most affordable option first.

  • Search for the lowest price from HK$2,753

What's the difference between 5-star and 4-star hotels in Winchester?
Treat yourself to luxury during your Winchester holiday by staying at a 4-star hotel. As well as featuring upmarket surroundings, these retreats are usually packed with amenities like complimentary bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and unforgettable one. 24-hour concierge assistance, elegant décor and world-class dining are only the start of the exclusive conveniences and services you'll likely get access to.

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