Find hotels in Winchester, MA from 2.068.035 ₫

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Top 10 Winchester hotels and places to stay

La Quinta Inn & Suites by Wyndham Boston-Andover

3.0 star property
Andover
8.2 out of 10, Very good, (1925)
"Enjoyed our stay"
United States
Christine
The price is 2.645.412 ₫
2.954.924 ₫ total
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Boston-Andover

DoubleTree by Hilton Boston North Shore

4.0 star property
Danvers
8.0 out of 10, Very good, (2261)
"Great stay!"
United States
Stephanie
The price is 1.851.419 ₫
2.068.035 ₫ total
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Boston North Shore

The Wylie Inn and Conference Center at Endicott College

3.5 star property
Beverly
9.2 out of 10, Wonderful, (1125)
"This hotel was very clean with very comfortable beds and super clean bathrooms! "
United States
Nona
The Wylie Inn and Conference Center at Endicott College

Sonesta Select Boston Danvers

3.0 star property
Danvers
8.6 out of 10, Excellent, (1020)
"Great place to stay"
United States
Juanita Diaz
The price is 2.842.578 ₫
3.175.160 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Sonesta Select Boston Danvers

Holiday Inn Express Chelmsford by IHG

2.5 star property
Chelmsford
8.8 out of 10, Excellent, (1000)
"The beds and linens were very comfortable. Thank you!"
United States
Cheryl
The price is 2.510.900 ₫
2.804.675 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Chelmsford by IHG

Sonesta ES Suites Andover Boston

2.5 star property
Andover
8.8 out of 10, Excellent, (1022)
"Kitchen dining area was lovely. Staff were pleasant. The hotel was perfect for our stay."
Canada
Ertug
The price is 2.829.517 ₫
3.160.571 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Sonesta ES Suites Andover Boston

Nantasket Beach Resort

3.0 star property
Nantasket Beach
8.6 out of 10, Excellent, (1012)
"Lovely place to stay!"
United States
Patrice
The price is 3.141.866 ₫
4.063.199 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Nantasket Beach Resort

The Cove At Salem

3.0 star property
Salem
9.4 out of 10, Exceptional, (837)
"Room was spotless and very accommodating for our visit. "
United States
Jessica
The price is 2.640.137 ₫
2.949.033 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Cove At Salem

Hampton Inn & Suites Boston/Waltham

2.5 star property
Waltham
9.4 out of 10, Exceptional, (1551)
"Clean room, staff was really nice"
United States
Adam
The price is 2.257.700 ₫
2.521.851 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Boston/Waltham

Hawthorne Hotel

3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1505)
"Great customer service, very clean rooms and amazing food! Will definitely be staying here again! "
United States
Samantha
Hawthorne Hotel

HYATT house Boston/Waltham

3.0 star property
Waltham
8.8 out of 10, Excellent, (1066)
"The Staff was great, the room was clean and comfortable and the breakfast was good! "
United States
Meridith
The price is 2.824.120 ₫
3.154.542 ₫ total
includes taxes & fees
30 Dec - 31 Dec
HYATT house Boston/Waltham

Hilton Garden Inn Tewksbury Andover

3.0 star property
Tewksbury
8.8 out of 10, Excellent, (856)
"A great place to stay while in town for the weekend. Would stay here again."
United States
Sarah
The price is 2.057.250 ₫
2.297.949 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Hilton Garden Inn Tewksbury Andover

Best Western Plus Waltham Boston

3.0 star property
Piety Corner
8.2 out of 10, Very good, (1093)
"Hotel was perfect for our 2 night stay clean and the breakfast was pretty good!"
United States
Faith
The price is 2.030.875 ₫
2.268.514 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Waltham Boston

Seaport Hotel Boston

4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3782)
"Desk staff were fabulous, great location, clean and quiet "
United States
Arlene
The price is 3.915.577 ₫
4.691.564 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Seaport Hotel Boston

Omni Boston Hotel at the Seaport

5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4283)
"beautiful hotel "
United States
stacy
The price is 3.670.565 ₫
5.349.174 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Omni Boston Hotel at the Seaport

Aloft by Marriott, Boston Seaport District

3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1369)
"Room was nice and clean reception staff was very friendly."
United States
Ede
The price is 2.514.812 ₫
3.696.100 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Aloft by Marriott, Boston Seaport District

The Revolution Hotel

3.5 star property
South End
9.0 out of 10, Wonderful, (2300)
"Clean, great staff, good food, great location!!!"
United States
Rafael
The price is 2.381.121 ₫
2.772.701 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Revolution Hotel

Holiday Inn Express Boston - Saugus by IHG

3.0 star property
Saugus
8.6 out of 10, Excellent, (1000)
"Staff was nice and room was clean"
United States
Rayna
The price is 2.404.853 ₫
2.686.221 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Holiday Inn Express Boston - Saugus by IHG

Hampton Inn & Suites Boston Crosstown Center

3.0 star property
South End
7.8 out of 10, Good, (1419)
"Comfortable room, friendly staff, good value with amenities including pool, gym, business center and free breakfast."
United States
bill
The price is 2.299.377 ₫
2.677.623 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn & Suites Boston Crosstown Center

The Westin Boston Seaport District

4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2307)
"Nice hotel and great location."
United States
James Earl
The price is 2.667.224 ₫
4.027.183 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Westin Boston Seaport District
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

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

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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.

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