Find 4 Star Hotels in Winchester, MA from $132

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Oct 26 - Oct 27
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Oct 27 - Oct 28
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Oct 31 - Nov 2
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Nov 7 - Nov 9

Compare Winchester 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
The Charles Hotel
The Charles Hotel
4.0 star property
9.4 out of 10, Exceptional, (1017)
"We had a wonderful stay. Will definitely visit again. "
United States
Elisa
$238 nightly
The price is $276
Nov 23 - Nov 24
Total with taxes and fees
The Charles Hotel
Breakfast, lunch, dinner served; American cuisine
The Dagny Boston
The Dagny Boston
4.0 star property
9.4 out of 10, Exceptional, (6631)
"Love the location for being a tourist. Had such a wonderful stay. "
United States
Aaron
$194 nightly
The price is $226
Nov 23 - Nov 24
Total with taxes and fees
The Dagny Boston
View from room
Hilton Boston Logan Airport
Hilton Boston Logan Airport
4.0 star property
9.0 out of 10, Wonderful, (3533)
"Was a great stay before heading to airport early!"
United States
Carole
$171 nightly
The price is $200
Nov 23 - Nov 24
Total with taxes and fees
Hilton Boston Logan Airport
Exterior
Seaport Hotel Boston
Seaport Hotel Boston
4.0 star property
9.6 out of 10, Exceptional, (3607)
"Great location and stay!"
United States
Krithika
$182 nightly
The price is $211
Nov 27 - Nov 28
Total with taxes and fees
Seaport Hotel Boston
Terrace/patio
citizenM Boston North Station
citizenM Boston North Station
4.0 star property
9.2 out of 10, Wonderful, (3956)
"Will definitely stay here again!"
United States
Berenice
$144 nightly
The price is $168
Nov 25 - Nov 26
Total with taxes and fees
citizenM Boston North Station
Meeting facility
Club Quarters Hotel Faneuil Hall, Boston
Club Quarters Hotel Faneuil Hall, Boston
4.0 star property
9.0 out of 10, Wonderful, (2893)
"Great location, very pleasant and cordial staff"
United States
Evelyn
$125 nightly
The price is $145
Nov 23 - Nov 24
Total with taxes and fees
Club Quarters Hotel Faneuil Hall, Boston
Lobby
citizenM Boston Back Bay
citizenM Boston Back Bay
4.0 star property
9.4 out of 10, Exceptional, (1943)
"Really enjoyed our stay here"
United States
Kevin
$154 nightly
The price is $179
Nov 24 - Nov 25
Total with taxes and fees
citizenM Boston Back Bay
Front of property
Harborside Inn Of Boston
Harborside Inn Of Boston
4.0 star property
9.2 out of 10, Wonderful, (5880)
"Great location for tourism. "
United States
Nancy
$149 nightly
The price is $174
Nov 23 - Nov 24
Total with taxes and fees
Harborside Inn Of Boston
Front of property - evening/night
Omni Parker House
Omni Parker House
4.5 star property
9.0 out of 10, Wonderful, (3131)
"Clean room, great staff, wonderful breakfast. "
United States
Mason
$252 nightly
The price is $294
Nov 9 - Nov 10
Total with taxes and fees
Omni Parker House
Peruvian cuisine
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4.0 star property
9.4 out of 10, Exceptional, (4569)
"Excellent hotel!"
United States
Scott
The Godfrey Hotel Boston
Exterior
Boston Marriott Copley Place
Boston Marriott Copley Place
4.0 star property
9.2 out of 10, Wonderful, (1691)
"Great stay! "
United States
Christina
$197 nightly
The price is $229
Nov 24 - Nov 25
Total with taxes and fees
Boston Marriott Copley Place
Exterior
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4.0 star property
8.6 out of 10, Excellent, (3867)
"Great hotel, great location, great staff! "
United States
Armen
$113 nightly
The price is $132
Nov 25 - Nov 26
Total with taxes and fees
Copley Square Hotel, a FOUND Hotel
Sports facility
Hyatt Regency Boston Harbor
Hyatt Regency Boston Harbor
4.0 star property
9.2 out of 10, Wonderful, (1689)
"Always convenient to Logan airport, but also very comfortable with good food; view of Boston across the harbor also beautiful!!!"
United States
Elizabeth rising
$173 nightly
The price is $202
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Boston Harbor
Front of property
YOTEL Boston
YOTEL Boston
4.0 star property
8.6 out of 10, Excellent, (2290)
"We enjoyed our staying, highly recommend it. "
United States
Alejandra
$171 nightly
The price is $199
Nov 24 - Nov 25
Total with taxes and fees
YOTEL Boston
Suite (VIP) | 1 bedroom, premium bedding, in-room safe, blackout drapes
Hyatt Regency Boston
Hyatt Regency Boston
4.0 star property
9.0 out of 10, Wonderful, (1649)
"Loved our stay here and cant wait to come back!! "
United States
Stephanie
$174 nightly
The price is $202
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Boston
Exterior
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4.0 star property
8.4 out of 10, Very Good, (3148)
"Nice hotel centrally located, friendly staff."
United States
Deanna
$154 nightly
The price is $180
Nov 24 - Nov 25
Total with taxes and fees
Hilton Boston Park Plaza
Exterior
Sheraton Boston, a Marriott Hotel
Sheraton Boston, a Marriott Hotel
4.0 star property
8.6 out of 10, Excellent, (1699)
"Really nice hotel"
United States
Dongho
$169 nightly
The price is $197
Nov 25 - Nov 26
Total with taxes and fees
Sheraton Boston, a Marriott Hotel
Exterior
The Westin Copley Place, Boston, a Marriott Hotel
The Westin Copley Place, Boston, a Marriott Hotel
4.0 star property
9.2 out of 10, Wonderful, (1353)
"Clean rooms, sweet staff and decent breakfast. "
United States
Amy
$188 nightly
The price is $219
Nov 25 - Nov 26
Total with taxes and fees
The Westin Copley Place, Boston, a Marriott Hotel
Breakfast, lunch and dinner served
Hotel AKA Back Bay
Hotel AKA Back Bay
4.5 star property
9.2 out of 10, Wonderful, (1194)
"The hotel was wonderful and in a great location!"
United States
Andrea
$240 nightly
The price is $280
Nov 27 - Nov 28
Total with taxes and fees
Hotel AKA Back Bay
Exterior
The Lenox Hotel Boston
The Lenox Hotel Boston
4.5 star property
9.6 out of 10, Exceptional, (1211)
"Food was amazing, facility lovely and the staff super helpful "
United States
Kimberly
$215 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
The Lenox Hotel Boston
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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
$182 nightly
The price is $212 total per night from Nov 24 to Nov 25
$212 total
Nov 24 - Nov 25
Total with taxes and fees
9/10 Wonderful! (4,178 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.

Top Winchester Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"We had a wonderful weekend in Boston and loved staying at the Dagney hotel. Very convenient location, staff is warm and friendly, room was lovely and offered a very comfortable bed! "
Susan 2-night trip
Posted 3 hours ago
The Dagny Boston

Find out more about Winchester

Winchester Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winchester, Boston are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winchester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winchester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winchester, Boston, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winchester hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Winchester?
Boston Marriott Burlington is a 4-star hotel in Winchester that ranks highly among Expedia guests. Proposal/romance packages and premium bedding are a couple of its amenities. Travelers also love staying at Freepoint Hotel Cambridge, Tapestry Collection by Hilton. From a deep soaking bathtub to designer toiletries, it offers conveniences that cater to every aspect of your relaxation and entertainment.
How much does it cost to stay in a 4-star hotel in Winchester?
Expedia can help you quickly track down the perfect 4-star hotel for your stay in Winchester. Use our handy filter tool to fine-tune your search by things like price, conveniences and property star rating and get access to terrific deals in a few clicks.

  • Search for the lowest price from $212

What's the difference between 5-star and 4-star hotels in Winchester?
Treat yourself to luxury living during your Winchester escape by staying at a 4-star hotel. As well as featuring upmarket surroundings, these properties are usually packed with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and special one. Concierge assistance, elegant furnishings and world-class dining are a few of the superior conveniences and services you'll likely get access to.

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