What is Winter Hill like?

Travelers to the Winter Hill neighborhood in Somerville will be sure to enjoy their stay.

How many hotels can I expect to find in Winter Hill?

When you want to kick up your feet after a day of exploring the sights in Somerville, you can choose from 14 Expedia hotels and other accommodations in Winter Hill.

If I need to cancel my hotel reservation in Winter Hill, will I receive a refund?

Yes! The majority of hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then use the "fully refundable" filter to get the best deals available in Winter Hill.

Where can I learn more about changing or cancelling my trip to Winter Hill?

To find more details about updating your trip to Winter Hill or cancelling it, head over to our customer service page .

What can I see and do in this Somerville neighborhood?

Don't miss favorite places to visit in the surrounding area, such as TD Garden, Fenway Park, and Encore Boston Harbor. While you're out sightseeing in Somerville, be sure to visit other sights like 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.

Find hotels in Winter Hill, Boston

Where to?

Dates

February 2026

4

March 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Our top choices for Winter Hill hotels

enVision Hotel Boston Everett

4.2 km from Winter Hill

Nicole

NT$2,963 total

includes taxes & fees

Feb 9 - Feb 10

Hampton Inn & Suites Boston/Waltham

13.9 km from Winter Hill

Michael

NT$3,436 total

includes taxes & fees

Feb 13 - Feb 14

Nantasket Beach Resort

23.2 km from Winter Hill

John

NT$4,933 total

includes taxes & fees

Feb 8 - Feb 9

Daily full breakfast (USD 17 per person)

Hilton Garden Inn Boston/Waltham

13.1 km from Winter Hill

Brian

NT$3,147 total

includes taxes & fees

Feb 8 - Feb 9

La Quinta Inn & Suites by Wyndham Boston Somerville

Assembly Square, 1 km from Winter Hill

Colby

NT$2,821 total

includes taxes & fees

Feb 8 - Feb 9

Hampton Inn Boston Woburn

12.3 km from Winter Hill

Julie

NT$3,898 total

includes taxes & fees

Feb 20 - Feb 21

The Arcadian Hotel

5.5 km from Winter Hill

Jill

NT$4,834 total

includes taxes & fees

Feb 8 - Feb 9

HYATT house Boston/Waltham

13.2 km from Winter Hill

Taylor

NT$3,768 total

includes taxes & fees

Feb 13 - Feb 14

Cambria Hotel Boston Somerville

Spring Hill, 1.2 km from Winter Hill

Sandra

NT$4,479 total

includes taxes & fees

Feb 24 - Feb 25

Holiday Inn Express Boston - Waltham by IHG

13.3 km from Winter Hill

Joan

NT$2,958 total

includes taxes & fees

Feb 7 - Feb 8

The Wylie Inn and Conference Center at Endicott College

27.2 km from Winter Hill

Richard

NT$3,596 total

includes taxes & fees

Feb 25 - Feb 26

Hampton Inn & Suites Watertown Boston

6.1 km from Winter Hill

kennedy

NT$3,916 total

includes taxes & fees

Feb 22 - Feb 23

Hotel 1868

1.9 km from Winter Hill

Tracie

NT$4,167 total

includes taxes & fees

Feb 11 - Feb 12

Canopy By Hilton Boston Downtown

4.7 km from Winter Hill

Amy

NT$7,183 total

includes taxes & fees

Feb 22 - Feb 23

Hampton Inn Boston Bedford Burlington

17.6 km from Winter Hill

Stacey

NT$3,436 total

includes taxes & fees

Feb 20 - Feb 21

Porter Square Hotel

2 km from Winter Hill

Corey

NT$3,887 total

includes taxes & fees

Feb 16 - Feb 17

Pennyweight Hotel Boston, Curio Collection by Hilton

4.2 km from Winter Hill

Cathryn

NT$5,811 total

includes taxes & fees

Feb 8 - Feb 9

Studio Allston Hotel

4.5 km from Winter Hill

Linda

NT$5,051 total

includes taxes & fees

Feb 7 - Feb 8

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

4.8 km from Winter Hill

Sonia

NT$3,562 total

includes taxes & fees

Feb 7 - Feb 8

Holiday Inn Express Boston North-Woburn by IHG

12.8 km from Winter Hill

Nehomar

NT$3,275 total

includes taxes & fees

Feb 21 - Feb 22

View all properties

Where to stay in Winter Hill

Find the best Winter Hill areas and neighborhoods for the activities you enjoy most.

Downtown Boston

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

See properties

Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

See properties

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

See properties

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

See properties

Statue of Paul Revere featuring a statue or sculpture

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

See properties