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Top Trending Hotels Near Winter Hill, Boston

Lobby sitting area
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4.0 star property
25.2 km from Winter Hill
8.0 out of 10, Very good, (2284)
"Great stay!"
United States
Stephanie
The price is 2.572.502 ₫
2.873.484 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
DoubleTree by Hilton Boston North Shore
Beach
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 star property
27.2 km from Winter Hill
9.2 out of 10, Wonderful, (1139)
"Clean room, great staff and service, very easy check in, I always stay here when visiting my son and daughter in law"
United States
Brian
The price is 3.203.104 ₫
3.577.867 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Wylie Inn and Conference Center at Endicott College
Indoor pool
Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

2.5 star property
13.9 km from Winter Hill
9.4 out of 10, Exceptional, (1567)
"Staff was friendly, place was clean, room was good. "
United States
Donald
The price is 2.256.673 ₫
2.520.703 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Boston/Waltham
Exterior
Nantasket Beach Resort

Nantasket Beach Resort

3.0 star property
23.3 km from Winter Hill
8.6 out of 10, Excellent, (1004)
"Lovely place to stay!"
United States
Patrice
The price is 3.141.151 ₫
4.062.274 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Nantasket Beach Resort
Exterior
The Cove At Salem

The Cove At Salem

3.0 star property
23.3 km from Winter Hill
9.4 out of 10, Exceptional, (843)
"Room was spotless and very accommodating for our visit. "
United States
Jessica
The price is 3.084.471 ₫
3.445.354 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Cove At Salem
Free daily buffet breakfast
HYATT house Boston/Waltham

HYATT house Boston/Waltham

3.0 star property
13.3 km from Winter Hill
8.8 out of 10, Excellent, (1068)
"The Staff was great, the room was clean and comfortable and the breakfast was good! "
United States
Meridith
The price is 2.586.210 ₫
2.888.797 ₫ total
includes taxes & fees
19 Dec - 20 Dec
HYATT house Boston/Waltham
Terrace/patio
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3.0 star property
22.4 km from Winter Hill
8.6 out of 10, Excellent, (1004)
"Great place to stay"
United States
Juanita Diaz
The price is 2.841.931 ₫
3.174.437 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Sonesta Select Boston Danvers
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hawthorne Hotel

Hawthorne Hotel

3.5 star property
22.3 km from Winter Hill
9.4 out of 10, Exceptional, (1513)
"Great customer service, very clean rooms and amazing food! Will definitely be staying here again! "
United States
Samantha
Hawthorne Hotel
Exterior
Holiday Inn Express & Suites Boston South - Randolph by IHG

Holiday Inn Express & Suites Boston South - Randolph by IHG

2.5 star property
25.6 km from Winter Hill
8.8 out of 10, Excellent, (1003)
"Everything was very satisfying good personal the service was excellent front desk help was amazing "
United States
Julio
The price is 2.319.944 ₫
2.591.377 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Boston South - Randolph by IHG
Terrace/patio
Hampton Inn Boston Woburn

Hampton Inn Boston Woburn

2.5 star property
12.3 km from Winter Hill
9.2 out of 10, Wonderful, (1334)
"Very clean room and great staff!"
United States
Marcony
The price is 2.720.662 ₫
3.038.978 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn Boston Woburn
Exterior
Seaport Hotel Boston

Seaport Hotel Boston

4.0 star property
6.5 km from Winter Hill
9.6 out of 10, Exceptional, (3785)
"Desk staff were fabulous, great location, clean and quiet "
United States
Arlene
The price is 4.854.205 ₫
5.784.536 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Seaport Hotel Boston
Terrace/patio
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3.0 star property
30.3 km from Winter Hill
8.8 out of 10, Excellent, (864)
"A great place to stay while in town for the weekend. Would stay here again."
United States
Sarah
The price is 2.056.314 ₫
2.296.903 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Hilton Garden Inn Tewksbury Andover
Terrace/patio
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5.0 star property
6.6 km from Winter Hill
9.2 out of 10, Wonderful, (4280)
"Awesome stay. "
United States
Xavier
The price is 4.553.839 ₫
6.377.502 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Omni Boston Hotel at the Seaport
Meeting facility
Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District

3.0 star property
6.8 km from Winter Hill
9.0 out of 10, Wonderful, (1372)
"Room was nice and clean reception staff was very friendly."
United States
Ede
The price is 2.715.389 ₫
3.929.497 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Aloft by Marriott, Boston Seaport District
Exterior
The Westin Boston Seaport District

The Westin Boston Seaport District

4.0 star property
6.7 km from Winter Hill
9.2 out of 10, Wonderful, (2317)
"Nice hotel and great location."
United States
James Earl
The price is 2.980.337 ₫
4.391.593 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Westin Boston Seaport District
Deluxe Room, 2 Double Beds (Bath in Room) | Premium bedding, down duvets, pillow-top beds, in-room safe
The Revolution Hotel

The Revolution Hotel

3.5 star property
5.5 km from Winter Hill
9.0 out of 10, Wonderful, (2317)
"Clean, great staff, good food, great location!!!"
United States
Rafael
The Revolution Hotel
Exterior
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3.0 star property
10.6 km from Winter Hill
8.6 out of 10, Excellent, (1009)
"Nice hotel near everything "
United States
Patricia
The price is 2.399.033 ₫
2.679.720 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Express Boston - Saugus by IHG
Restaurant
Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center

3.0 star property
6.8 km from Winter Hill
7.8 out of 10, Good, (1428)
"Good front desk, better breakfast."
United States
HONGIL
The price is 2.298.854 ₫
2.677.014 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Boston Crosstown Center
Exterior
Lakeside Inn

Lakeside Inn

2.0 star property
13.8 km from Winter Hill
7.6 out of 10, Good, (2323)
"Great value right on lakefront and super nice staff!! "
United States
jay
Lakeside Inn
Exterior
Holiday Inn Express Boston - Waltham by IHG

Holiday Inn Express Boston - Waltham by IHG

2.5 star property
13.3 km from Winter Hill
9.0 out of 10, Wonderful, (1003)
"Very nicely place to stay. "
United States
Sara
The price is 2.442.532 ₫
2.728.308 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Express Boston - Waltham by IHG
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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Where to stay in Winter Hill

Find the best Winter Hill areas for the activities you enjoy most.
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Seaport District showing a city, a high-rise building and a river or creek

Seaport District

Travellers to Seaport District praise its captivating waterfront views. If you've got some more time to explore, be sure to stop by Liberty Wharf and Leader Bank Pavilion.

Back Bay featuring heritage architecture, a city and street scenes

Back Bay

Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its shopping.

Beacon Hill showing landscape views

Beacon Hill

Historical sites, shopping and restaurants highlight some notable features of Beacon Hill. Make a stop by Charles Street or Hatch Shell while you're visiting, and jump aboard the metro at Charles-MGH Station or Park St. Station to get around town.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by New England Aquarium or Old North Church while you're visiting, and jump aboard the metro at Aquarium to get around town.

Top Winter Hill Hotel Reviews

The Arcadian Hotel

The Arcadian Hotel

10/10 Excellent
"This is a convenient property to walk to the hospitals. It is clean and well appointed for comfort. "
Vickie 2-night trip
Posted 4 days ago
The Arcadian Hotel

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Frequently asked questions

What is Winter Hill like?
Travellers to the Winter Hill neighbourhood in Somerville will be sure to enjoy their stay.
How many hotels can I expect to find in Winter Hill?
When you want to put your feet up after a day of exploring the sights in Somerville, you can choose from 18 Expedia hotels and other accommodation options in Winter Hill.
If I need to cancel my hotel reservation in Winter Hill, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, you might be able to still cancel and get a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to review the best deals in Winter Hill.
What can I see and do in this Somerville neighbourhood?
Don't miss favourite places to visit in the surrounding area, such as Fenway Park, Harvard Square and TD Garden. While you're out sightseeing in Somerville, make sure that you visit other sights such as Copley Square or Somerville Museum.
How can I get around Winter Hill and the greater Somerville area?
Ready to get out and explore the city? Gilman Square Station is the closest metro station.