Winter Hill Hotels, Boston

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Our top choices for Winter Hill hotels

enVision Hotel Boston Everett

enVision Hotel Boston Everett
2.0 star property
4.2 km from Winter Hill
8.6 out of 10, Excellent, (1006)
"Staff was friendly, hotel was beautiful! Very clean!"
United States
tina
The price is AU$164
includes taxes & fees
3 Jan - 4 Jan 2026
enVision Hotel Boston Everett

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, (1601)
"The rooms are very clean, the breakfast are good, the lobby are nice."
United States
Herbert
The price is AU$149
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Boston/Waltham

Nantasket Beach Resort

Nantasket Beach Resort
3.0 star property
23.3 km from Winter Hill
8.6 out of 10, Excellent, (1003)
"Staff was delightful and rooms were cute! "
United States
Robert
The price is AU$220
includes taxes & fees
25 Jan - 26 Jan 2026
Nantasket Beach Resort

Hilton Garden Inn Boston/Waltham

Hilton Garden Inn Boston/Waltham
3.0 star property
13.2 km from Winter Hill
8.8 out of 10, Excellent, (1003)
"Great staff. Clean, comfy rooms."
United States
Linda
The price is AU$135
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Boston/Waltham

Hampton Inn Boston Woburn

Hampton Inn Boston Woburn
2.5 star property
12.3 km from Winter Hill
9.0 out of 10, Wonderful, (1364)
"Very good room and great breakfast!"
United States
Rodrigo
The price is AU$183
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn Boston Woburn

La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville
3.0 star property
Assembly Square, 1 km from Winter Hill
7.6 out of 10, Good, (3076)
"Hotel looks old, but we had a very comfortable stay."
United States
Alejandro
The price is AU$127
includes taxes & fees
4 Jan - 5 Jan 2026
La Quinta Inn & Suites by Wyndham Boston Somerville

The Arcadian Hotel

The Arcadian Hotel
3.5 star property
5.5 km from Winter Hill
8.0 out of 10, Very good, (3870)
"Wonderful stay"
United States
Victoria
The price is AU$204
includes taxes & fees
1 Jan - 2 Jan 2026
The Arcadian Hotel

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, (1004)
"Staff was AMAZING! "
United States
Jessica
The price is AU$140
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Boston - Waltham by IHG

Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville
3.0 star property
Spring Hill, 1.2 km from Winter Hill
9.6 out of 10, Exceptional, (1003)
"Great room, wonderful staff, convenient "
United States
Sarah
The price is AU$237
includes taxes & fees
23 Jan - 24 Jan 2026
Cambria Hotel Boston Somerville

HYATT house Boston/Waltham

HYATT house Boston/Waltham
3.0 star property
13.3 km from Winter Hill
8.8 out of 10, Excellent, (1079)
"This place was so amazing! Best staff, clean rooms! Great breakfast! Nice guest and great location!"
United States
Renell Alicia
The price is AU$163
includes taxes & fees
9 Jan - 10 Jan 2026
HYATT house Boston/Waltham

Hotel 1868

Hotel 1868
3.5 star property
1.9 km from Winter Hill
9.4 out of 10, Exceptional, (1000)
"Great stay overall "
United States
Elisabet
The price is AU$197
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel 1868

Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston
2.5 star property
6.1 km from Winter Hill
9.4 out of 10, Exceptional, (1003)
"Excellent hotel, staff is woawwwwww, excellent…"
United States
Baudelaire
The price is AU$176
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Watertown Boston

Courtyard by Marriott Boston-Cambridge

Courtyard by Marriott Boston-Cambridge
3.5 star property
3.9 km from Winter Hill
8.8 out of 10, Excellent, (1006)
"Great place if you are travelling for"
United States
Karim
The price is AU$188
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Boston-Cambridge

Canopy By Hilton Boston Downtown

Canopy By Hilton Boston Downtown
4.0 star property
4.7 km from Winter Hill
9.6 out of 10, Exceptional, (1004)
"Great place to stay"
United States
Joo Ree
The price is AU$295
includes taxes & fees
4 Jan - 5 Jan 2026
Canopy By Hilton Boston Downtown

Hampton Inn Boston Bedford Burlington

Hampton Inn Boston Bedford Burlington
2.5 star property
17.6 km from Winter Hill
9.2 out of 10, Wonderful, (1002)
"great breakfast, helpful staff, beds a little soft for me, but my dad loved them- super convenient, will stay again!"
United States
denise
The price is AU$162
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn Boston Bedford Burlington

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, (1156)
"Easy and ample parking, friendly and helpful staff, will stay again"
United States
Richard
The price is AU$159
includes taxes & fees
4 Jan - 5 Jan 2026
The Wylie Inn and Conference Center at Endicott College

Porter Square Hotel

Porter Square Hotel
3.0 star property
2 km from Winter Hill
9.2 out of 10, Wonderful, (1003)
"Very nice hotel"
United States
Tiffany
The price is AU$184
includes taxes & fees
4 Jan - 5 Jan 2026
Porter Square Hotel

Hyatt Place Boston/Medford

Hyatt Place Boston/Medford
3.0 star property
3 km from Winter Hill
8.4 out of 10, Very good, (1598)
"Amazing stay and friendly staff! "
United States
Caterin
The price is AU$183
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Place Boston/Medford

Studio Allston Hotel

Studio Allston Hotel
3.5 star property
4.5 km from Winter Hill
8.6 out of 10, Excellent, (1215)
"Great hotel!"
United States
Katrina
The price is AU$215
includes taxes & fees
4 Jan - 5 Jan 2026
Studio Allston Hotel

Pennyweight Hotel Boston, Curio Collection by Hilton

Pennyweight Hotel Boston, Curio Collection by Hilton
4.0 star property
4.2 km from Winter Hill
8.2 out of 10, Very good, (1087)
"Room was great and check in was quick"
United States
Cheryl
The price is AU$290
includes taxes & fees
4 Jan - 5 Jan 2026
Pennyweight Hotel Boston, Curio Collection by Hilton
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.

Our guide on where to stay in Winter Hill

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

Downtown Boston

This is Boston’s business district, now and back when the city was just starting.

Seaport District

Once known as strong working-class neighbourhood, South Boston has turned into a haven for young professionals.

Back Bay

Head to Back Bay for Victorian brownstone homes, hip coffee joints and a shopping district that rivals Manhattan’s 5th Avenue.

Beacon Hill

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

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

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 14 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 TD Garden, Fenway Park and Encore Boston Harbor. 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.

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