Compare Cheap Hotels in Winchester
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Cheap Winchester Hotels
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night
$139 total
Dec 22 - Dec 23
Total with taxes and fees
7.71 mi from city center
Harborside Inn Of Boston is in the heart of Boston, within a 5-minute walk of Faneuil Hall Marketplace and Quincy Market.
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
$174 nightly
The price is $203 total per night
$203 total
Dec 20 - Dec 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.71 mi from city center
With a stay at Omni Boston Hotel at the Seaport, you'll be centrally located in Boston, a 9-minute walk from Harpoon Brewery and 11 minutes by foot from Seaport Common.
Seaport Hotel Boston
1 Seaport Lane Boston MA
$174 nightly
The price is $202 total per night
$202 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.64 mi from city center
Located in Boston (Seaport District), Seaport Hotel Boston is a 3-minute walk from Liberty Wharf and 8 minutes by foot from Institute of Contemporary Art.
citizenM Boston North Station
70 Causeway Street Boston MA
$101 nightly
The price is $118 total per night
$118 total
Dec 24 - Dec 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.11 mi from city center
With a stay at citizenM Boston North Station, you'll be centrally located in Boston, steps from TD Garden and 12 minutes by foot from Quincy Market.
The Dagny Boston
89 Broad Street Boston MA
$176 nightly
The price is $205 total per night
$205 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.82 mi from city center
With a stay at The Dagny Boston, you'll be centrally located in Boston, within a 10-minute walk of New England Aquarium and Faneuil Hall Marketplace.
The Revolution Hotel
40 Berkeley Street Boston MA
$87 nightly
The price is $102 total per night
$102 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.08 mi from city center
Located in Boston (South End), The Revolution Hotel is within a 15-minute walk of Copley Square and Boston Common.
Omni Parker House
60 School St Boston MA
$191 nightly
The price is $222 total per night
$222 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.61 mi from city center
Omni Parker House is centrally located in Boston, a 3-minute walk from Boston City Hall and 7 minutes by foot from Quincy Market.
Hilton Boston Park Plaza
50 Park Plaza Boston MA
$139 nightly
The price is $162 total per night
$162 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.79 mi from city center
With a stay at Hilton Boston Park Plaza, you'll be centrally located in Boston, steps from Boston Public Garden and within a 5-minute walk of Newbury Street.
Hilton Boston Logan Airport
One Hotel Drive Boston MA
$174 nightly
The price is $202 total per night
$202 total
Dec 25 - Dec 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.3 mi from city center
Located in Boston (East Boston), Hilton Boston Logan Airport is within a 10-minute drive of Boston Convention and Exhibition Center and TD Garden.
The Godfrey Hotel Boston
505 Washington Street Boston MA
$138 nightly
The price is $161 total per night
$161 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.77 mi from city center
A stay at The Godfrey Hotel Boston places you in the heart of Boston, within a 15-minute walk of Boston Common and New England Aquarium.
Pet friendly
Restaurant
Encore Boston Harbor
1 Broadway Everett MA
$220 nightly
The price is $246 total per night
$246 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.34 mi from city center
With a stay at Encore Boston Harbor in Everett, you'll be near the airport, a 5-minute walk from Encore Boston Harbor and a 5-minute drive from TD Garden.
Boston Harbor Hotel
70 Rowes Wharf Boston MA
$483 nightly
The price is $562 total per night
$562 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.97 mi from city center
With a stay at Boston Harbor Hotel in Boston (North End), you'll be steps from Boston Harbor and 5 minutes by foot from New England Aquarium.
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.
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Winchester hotels essential information
Accommodation | 3,983 hotels |
|---|---|
Lowest Price | $102 |
Highest Price | $562 |
Popular hotels | Harborside Inn Of Boston, Omni Boston Hotel at the Seaport, Seaport Hotel Boston, citizenM Boston North Station, The Dagny Boston, The Revolution Hotel, Omni Parker House , Hilton Boston Park Plaza, Hilton Boston Logan Airport, The Godfrey Hotel Boston, Encore Boston Harbor, Boston Harbor Hotel |
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