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Our top choices for Winchester 4-star hotels

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,228 reviews)
"Beautiful rooms Excellent friendly and helpful staff Great breakfast and dinners !"
United States
Susan
The price is 4.456.088 ₫
6.087.708 ₫ total
includes taxes & fees
3 May - 4 May
Seaport Hotel Boston

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,742 reviews)
"Great hotel"
United States
Jane
The price is 7.367.100 ₫
8.578.924 ₫ total
includes taxes & fees
10 May - 11 May
Hilton Boston Logan Airport

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,106 reviews)
"Great location and nice stay!"
United States
Elizabeth
The price is 5.348.886 ₫
7.302.295 ₫ total
includes taxes & fees
25 May - 26 May
Hilton Boston Park Plaza

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (5,015 reviews)
"Great hotel!"
United States
Luis Javier
The price is 4.886.548 ₫
6.764.431 ₫ total
includes taxes & fees
25 May - 26 May
The Godfrey Hotel Boston

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (6,496 reviews)
"Great Hotel and Perfect location for everything. "
United States
Bryce
The price is 4.955.306 ₫
5.770.453 ₫ total
includes taxes & fees
3 May - 4 May
Harborside Inn Of Boston

Omni Parker House

Omni Parker House
4.5 star property
Downtown Boston
9.0 out of 10, Wonderful, (3,411 reviews)
"Breakfast and lunch menu had great options, staff was terrific!"
United States
Theresa
The price is 8.140.559 ₫
10.553.725 ₫ total
includes taxes & fees
10 May - 11 May
Omni Parker House

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (1,822 reviews)
"Very pleasant staff and hotel was excellent! "
United States
Tammy
The price is 6.111.808 ₫
7.117.200 ₫ total
includes taxes & fees
25 May - 26 May
Sheraton Boston, a Marriott Hotel

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,618 reviews)
"People were rally nice food was good location was great"
United States
Deneli
The price is 4.979.016 ₫
5.798.063 ₫ total
includes taxes & fees
3 May - 4 May
citizenM Boston Back Bay

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
MIT
9.0 out of 10, Wonderful, (2,313 reviews)
"Great property, we had a good time."
United States
Sireerat
The price is 3.560.392 ₫
4.739.191 ₫ total
includes taxes & fees
25 May - 26 May
Hyatt Regency Boston/Cambridge

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (7,240 reviews)
"Always an amazing stay here. "
United States
Jeffery
The price is 5.769.336 ₫
7.638.706 ₫ total
includes taxes & fees
3 May - 4 May
The Dagny Boston

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (3,050 reviews)
"loved my stay here! great location & staff was lovely and super helpful. "
United States
Dawn
The price is 5.669.229 ₫
6.601.817 ₫ total
includes taxes & fees
25 May - 26 May
Club Quarters Hotel Faneuil Hall, Boston

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor
4.0 star property
East Boston
9.2 out of 10, Wonderful, (1,852 reviews)
"Great location"
United States
ROBIN P
The price is 5.795.680 ₫
7.407.669 ₫ total
includes taxes & fees
10 May - 11 May
Hyatt Regency Boston Harbor

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4,558 reviews)
"So glad I booked my stay here it was a nice stay during my solo trip!"
United States
Rebecca
The price is 4.478.480 ₫
5.215.190 ₫ total
includes taxes & fees
3 May - 4 May
citizenM Boston North Station

YOTEL Boston

YOTEL Boston
4.0 star property
Seaport District
8.6 out of 10, Excellent, (2,487 reviews)
"Great hotel to stay in, lots of places to eat and close to the airport. "
United Kingdom
Stephen
The price is 4.320.416 ₫
6.411.552 ₫ total
includes taxes & fees
10 May - 11 May
YOTEL Boston

Hotel Commonwealth

Hotel Commonwealth
4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,053 reviews)
"Beautiful hotel and super friendly staff!"
United States
Amanda
The price is 6.695.328 ₫
9.023.875 ₫ total
includes taxes & fees
25 May - 26 May
Hotel Commonwealth

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,305 reviews)
"Very nice hotel good location"
United States
Luciano
The price is 7.271.260 ₫
9.387.841 ₫ total
includes taxes & fees
1 May - 2 May
The Colonnade Hotel Back Bay

Hotel AKA Back Bay

Hotel AKA Back Bay
4.5 star property
Back Bay
9.4 out of 10, Exceptional, (1,244 reviews)
"Everything was great-location, staff, restaurant, room and location "
United States
christina
The price is 6.757.236 ₫
8.942.582 ₫ total
includes taxes & fees
30 Apr - 1 May
Hotel AKA Back Bay

Hilton Boston Back Bay

Hilton Boston Back Bay
4.0 star property
Fenway–Kenmore
8.4 out of 10, Very good, (1,311 reviews)
"Great location, nice rooms. "
United States
Ekaterina
The price is 5.486.928 ₫
7.309.987 ₫ total
includes taxes & fees
3 May - 4 May
Hilton Boston Back Bay

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (4,009 reviews)
"Excellent hotel!! "
United States
Claudia
The price is 4.104.395 ₫
4.779.567 ₫ total
includes taxes & fees
3 May - 4 May
Copley Square Hotel, a FOUND Hotel

The Charles Hotel

The Charles Hotel
4.0 star property
West Cambridge
9.4 out of 10, Exceptional, (1,006 reviews)
"Good service and friendly front desk"
United States
Stiliane
The price is 12.822.942 ₫
14.868.201 ₫ total
includes taxes & fees
24 May - 25 May
The Charles Hotel
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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.
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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.

Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

Top Winchester Hotel Reviews

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 6.448.748 ₫

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.