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

Find hotels in Winchester, MA from 2.874.577 ₫

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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Our top choices for Winchester hotels

Dinner served

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
Revere
8.2 out of 10, Very good, (5,610 reviews)
"Excellent check in and great staff"
United States
Kathy
The price is 3.931.161 ₫
4.391.106 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Boston - Logan Airport
Lobby

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,846 reviews)
"Great hotel…great location!"
United States
Shelly
The price is 7.392.190 ₫
8.608.205 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Hilton Boston Logan Airport
Exterior

Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport
3.0 star property
East Boston
9.2 out of 10, Wonderful, (2,264 reviews)
"Was the perfect overnight location close to the airport and cruise port. I wouldn’t hesitate to book here again"
United States
Anne
The price is 4.500.107 ₫
5.240.374 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Hilton Garden Inn Boston Logan Airport
Exterior

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,590 reviews)
"Great location very nice staff"
United States
Stephen
The price is 5.225.740 ₫
6.981.102 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Seaport Hotel Boston
Lobby

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport
3.5 star property
East Boston
8.8 out of 10, Excellent, (2,487 reviews)
"Great space for a family of five to stay. If renting a car, parking and road access is tricky from this location, but otherwise fantastic."
United States
Stacie
The price is 6.131.068 ₫
7.139.629 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Embassy Suites Boston Logan Airport
Lobby

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
Revere
9.0 out of 10, Wonderful, (2,343 reviews)
"Great place to stay near the airport. airport shuttle was very convenient and great breakfast perfect place for a family"
United States
Emily
The price is 4.238.082 ₫
4.891.468 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Comfort Inn & Suites Logan International Airport
Lobby

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,379 reviews)
"Great stay!!"
United States
Patrick
The price is 4.714.983 ₫
6.713.789 ₫ total
includes taxes & fees
30 Jul - 31 Jul
The Westin Boston Seaport District
Bar (on property)

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,426 reviews)
"Just a great location, friendly staff, clean room!"
United States
David
The price is 5.776.100 ₫
6.726.269 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Hyatt Place Boston/Seaport District
Restaurant

Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea
2.5 star property
Chelsea
9.0 out of 10, Wonderful, (3,088 reviews)
"Friendly staff, clean, worked great for our stay"
United States
Shannon
The price is 4.069.000 ₫
4.545.073 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Hampton Inn Boston Logan Airport Chelsea
Exterior

Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,880 reviews)
"We did enjoy our stay there, very nice and helpful staff, very clean place and the location was great."
Canada
Brahm
The price is 4.456.524 ₫
5.189.622 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Hampton by Hilton at the Boston Seaport District
Lobby lounge

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
West End
9.2 out of 10, Wonderful, (4,719 reviews)
"Clean room and great breakfast"
United States
Anthony
The price is 4.700.540 ₫
5.473.779 ₫ total
includes taxes & fees
2 Aug - 3 Aug
citizenM Boston North Station
View from property

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
3.0 star property
Back Bay
8.2 out of 10, Very good, (610 reviews)
"Enjoyed the stay. Great staff, clean and comfortable room with more space than I expected. Would book this again while in Boston."
United States
Douglas
The price is 4.700.540 ₫
5.473.897 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Midtown Hotel MOD Collection by Sonesta
Exterior detail

The Inn at Longwood Medical

The Inn at Longwood Medical
3.5 star property
Fenway–Kenmore
8.4 out of 10, Very good, (1,000 reviews)
"Great stay. Close to everything we needed."
United States
Elayne
The price is 7.301.515 ₫
9.266.897 ₫ total
includes taxes & fees
2 Aug - 3 Aug
The Inn at Longwood Medical
Lobby

Aloft by Marriott Boston Seaport District

Aloft by Marriott Boston Seaport District
3.0 star property
Seaport District
8.8 out of 10, Excellent, (1,463 reviews)
"I would stay again."
United States
gerald
The price is 4.095.780 ₫
5.533.817 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Aloft by Marriott Boston Seaport District
4 restaurants; breakfast, lunch and dinner served

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4,834 reviews)
"Great location and rooms"
United States
Aimee
The price is 6.176.352 ₫
8.262.972 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Omni Boston Hotel at the Seaport
Presidential Suite | Premium bedding, down duvets, in-room safe, blackout curtains

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (2,149 reviews)
"Good hotel in great location to explore Boston- and very handy for Boston Common."
United Kingdom
Gavin
The price is 5.224.745 ₫
7.003.140 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Boston
Lobby

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, (1,870 reviews)
"Great location nice rooms"
United States
juan
The price is 4.069.000 ₫
4.545.073 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Doubletree By Hilton Boston Logan Airport Chelsea
Premium bedding, in-room safe, desk, laptop workspace

Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station
3.0 star property
West End
9.4 out of 10, Exceptional, (1,422 reviews)
"The staff were amazing especially Tommy at the front desk."
Canada
Adam
The price is 5.780.038 ₫
6.730.732 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Courtyard by Marriott Boston Downtown/North Station
Front of property

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End
8.8 out of 10, Excellent, (1,921 reviews)
"Everything was wonderful from check in to check out"
United States
Michael
The price is 7.065.220 ₫
8.538.353 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Battery Wharf Hotel, Boston Waterfront
Front of property

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Downtown Boston
9.2 out of 10, Wonderful, (6,807 reviews)
"Excellent location, nice clean rooms, ideal for our stay."
United Kingdom
Allan
The price is 5.883.745 ₫
6.851.621 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Harborside Inn Of Boston
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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Stay near popular Winchester attractions

Winter Pond

9.0/10 (2 reviews)
Winter Pond offers a tranquil escape as Massachusetts' northernmost Coastal Plain Pondshore Community. Bring binoculars to spot diverse bird species while strolling along its peaceful shores.
See properties

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

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

10/10 Excellent
"good view of the river and city"
Qiang 1-night trip
Posted 2 hours ago
Hyatt Regency Boston/Cambridge

More cheap stays in Winchester

Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
The price is 2.573.480 ₫ per night from 19 Jul to 20 Jul
2.573.480 ₫
2.874.577 ₫ total
19 Jul - 20 Jul
includes taxes & fees
7.6/10 Good! (2,379 reviews)

Hotels in Winchester with star rating

Frequently asked questions

What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.