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Check availability on Winchester 4 Star Hotels

Tonight
7 Mar - 8 Mar
Tomorrow
8 Mar - 9 Mar
Next weekend
13 Mar - 15 Mar
In two weeks
20 Mar - 22 Mar

Our top choices for Winchester 4-star hotels

Exterior

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,043 reviews)
"Beautiful hotel, excellent staff and really nice location."
United States
Brad
The price is 4.211.279 ₫
5.798.194 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Seaport Hotel Boston
Lobby

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3,125 reviews)
"Great stay!"
United States
Daniel
The price is 3.353.295 ₫
4.973.134 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Hilton Boston Park Plaza
Lobby

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,698 reviews)
"Beautiful hotel and convenient to the airport"
United States
Jonetta
The price is 5.281.597 ₫
6.150.420 ₫ total
includes taxes & fees
21 Mar - 22 Mar
Hilton Boston Logan Airport
Exterior

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (6,367 reviews)
"great place to stay! "
United States
Jessica
Harborside Inn Of Boston
Lobby

Omni Parker House

Omni Parker House
4.5 star property
Downtown Boston
9.0 out of 10, Wonderful, (3,312 reviews)
"Beautiful hotel"
United States
Megan
The price is 3.877.051 ₫
5.430.755 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Omni Parker House
Breakfast, lunch, dinner served; American cuisine

The Dagny Boston

The Dagny Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (7,120 reviews)
" a great stay"
United States
Lisa Saad
The price is 4.656.917 ₫
6.338.807 ₫ total
includes taxes & fees
9 Mar - 10 Mar
The Dagny Boston
City view

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (1,778 reviews)
"Great place to stay "
United States
Tyson
The price is 5.688.438 ₫
6.624.186 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Sheraton Boston, a Marriott Hotel
Peruvian cuisine

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (4,927 reviews)
"Amazing hotel very clean , very friendly staff."
United States
peter j
The Godfrey Hotel Boston
Lobby

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.4 out of 10, Exceptional, (4,409 reviews)
"Great service, good location for tourism, and clean rooms!"
United States
Ivan Alexander
The price is 3.774.816 ₫
4.395.826 ₫ total
includes taxes & fees
9 Mar - 10 Mar
citizenM Boston North Station
Restaurant

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge
4.0 star property
Allston
9.0 out of 10, Wonderful, (1,011 reviews)
"Great stay!"
United States
ikeeia
The price is 4.492.555 ₫
5.231.580 ₫ total
includes taxes & fees
17 Mar - 18 Mar
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Presidential Suite | Premium bedding, in-room safe, blackout curtains, iron/ironing board

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,905 reviews)
"Amazing place to stay! "
United States
Yohlman
The price is 3.963.557 ₫
5.533.053 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Hyatt Regency Boston
Exterior

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge
4.0 star property
MIT
9.0 out of 10, Wonderful, (2,274 reviews)
"Nice hotel."
United States
John
The price is 3.320.003 ₫
4.457.446 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Hyatt Regency Boston/Cambridge
Sports facility

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor
4.0 star property
East Boston
9.2 out of 10, Wonderful, (1,818 reviews)
"Very nice staff, room was spotless. "
United States
KAREN
The price is 4.692.306 ₫
6.119.539 ₫ total
includes taxes & fees
9 Mar - 10 Mar
Hyatt Regency Boston Harbor
3 restaurants, breakfast, lunch, dinner served; American cuisine

The Charles Hotel

The Charles Hotel
4.0 star property
West Cambridge
9.4 out of 10, Exceptional, (1,007 reviews)
"Room very well appointed and gym was the stand out"
Australia
David
The price is 9.354.465 ₫
10.846.503 ₫ total
includes taxes & fees
6 Apr - 7 Apr
The Charles Hotel
Exterior

Hotel AKA Back Bay

Hotel AKA Back Bay
4.5 star property
Back Bay
9.2 out of 10, Wonderful, (1,198 reviews)
"Great Hotel"
United States
Mario Andre
The price is 5.308.335 ₫
7.250.038 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Hotel AKA Back Bay
Lobby

The Lenox Hotel Boston

The Lenox Hotel Boston
4.5 star property
Back Bay
9.6 out of 10, Exceptional, (1,420 reviews)
"Great hotel. Great location!"
United States
Julian
The price is 5.072.409 ₫
5.906.819 ₫ total
includes taxes & fees
9 Mar - 10 Mar
The Lenox Hotel Boston
Rooftop terrace

YOTEL Boston

YOTEL Boston
4.0 star property
Seaport District
8.6 out of 10, Excellent, (2,444 reviews)
"We love this place. Great hotel in a very nice location."
United States
Daniel
The price is 3.538.890 ₫
5.494.653 ₫ total
includes taxes & fees
29 Mar - 30 Mar
YOTEL Boston
Terrace/patio

Revere Hotel Boston Common

Revere Hotel Boston Common
4.0 star property
Bay Village
9.0 out of 10, Wonderful, (1,969 reviews)
"Clean and large rooms, very central, lovely staff"
Australia
Angelica
Revere Hotel Boston Common
Exterior

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, (1,460 reviews)
"The entire stay was absolutely wonderful "
United States
Kathleen
The price is 5.431.541 ₫
7.393.512 ₫ total
includes taxes & fees
9 Mar - 10 Mar
The Westin Copley Place, Boston, a Marriott Hotel
Premium Room, 1 King Bed, Corner (Skyline View) | Premium bedding, pillow-top beds, in-room safe, desk

Hotel AKA Boston Common

Hotel AKA Boston Common
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1,514 reviews)
"Great people great place "
United States
Jeffrey
The price is 4.364.631 ₫
6.150.834 ₫ total
includes taxes & fees
9 Mar - 10 Mar
Hotel AKA Boston Common
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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.
Encore Boston Harbor

Encore Boston Harbor

1 Broadway Everett MA
The price is 6.287.428 ₫ per night from 29 Mar to 30 Mar
6.287.428 ₫
7.023.057 ₫ total
29 Mar - 30 Mar
includes taxes & fees
9.6/10 Exceptional! (3,603 reviews)
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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.

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

Top Winchester Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

6/10 Okay
"Hotel overbooked. Got an "upgrade" to a suite which resulted in going from two double beds to a king and a pullout; not informed of this until we walked into the room. Not what we reserved and expected for three people and the pullout was not comfortable. Staff response was lacking, basically "tough ****". Only reason we didn't leave was my teenage daughter's decision to stay since the volleyball tournament was close by."
Patrick 2-night trip
Posted 2 hours ago
Seaport Hotel 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 7.023.057 ₫

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.