Search Hotels in Winter Hill, Boston

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winter Hill hotels

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
3 mi from Winter Hill
9.4 out of 10, Exceptional, (2,677 reviews)
"Easy walk to Fenway park. Lots of great restaurants and stores near by. We enjoyed our stay."
United States
Stephanie
The price is £146
includes taxes & fees
25 May - 26 May
citizenM Boston Back Bay

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
3.0 star property
3.3 mi from Winter Hill
8.2 out of 10, Very good, (360 reviews)
"Clean and great location would definitely stay there again"
Canada
Howard
The price is £181
includes taxes & fees
25 May - 26 May
The Midtown Hotel MOD Collection by Sonesta

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
3.2 mi from Winter Hill
9.0 out of 10, Wonderful, (2,024 reviews)
"Excellent hotel and great location!"
United States
Toni
The price is £173
includes taxes & fees
25 May - 26 May
Hyatt Regency Boston

The Hotel Marblehead

The Hotel Marblehead
3.5 star property
13.8 mi from Winter Hill
9.2 out of 10, Wonderful, (500 reviews)
"Clean room and comfortable beds!"
United States
Adam
The price is £141
includes taxes & fees
25 May - 26 May
The Hotel Marblehead

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
2.9 mi from Winter Hill
8.8 out of 10, Excellent, (1,827 reviews)
"Great location, great staff. Great view, and great rooms"
United States
Jeannette
The price is £151
includes taxes & fees
25 May - 26 May
Battery Wharf Hotel, Boston Waterfront

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
4.3 mi from Winter Hill
9.4 out of 10, Exceptional, (2,374 reviews)
"Awesome hotel! Great location!!!"
Canada
Craig
The price is £172
includes taxes & fees
25 May - 26 May
Hyatt Place Boston/Seaport District

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
3.1 mi from Winter Hill
9.4 out of 10, Exceptional, (5,069 reviews)
"excellent staff , stay was perfect!"
United States
John
The price is £194
includes taxes & fees
25 May - 26 May
The Godfrey Hotel Boston

Copley House

Copley House
3.0 star property
3.3 mi from Winter Hill
9.2 out of 10, Wonderful, (2,108 reviews)
"Great location, friendly staff & very accommodating"
United States
Jennifer Ann
The price is £131
includes taxes & fees
24 May - 25 May
Copley House

YOTEL Boston

YOTEL Boston
4.0 star property
3.7 mi from Winter Hill
8.6 out of 10, Excellent, (2,524 reviews)
"Very cool hotel and location!"
United States
Emily
The price is £184
includes taxes & fees
29 May - 30 May
YOTEL Boston

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
4.1 mi from Winter Hill
9.2 out of 10, Wonderful, (4,658 reviews)
"Great stay."
United States
Cassendra
The price is £186
includes taxes & fees
29 May - 30 May
Omni Boston Hotel at the Seaport

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
4.1 mi from Winter Hill
9.6 out of 10, Exceptional, (4,372 reviews)
"Beautiful hotel and staff was great !"
United States
Tonda
The price is £226
includes taxes & fees
25 May - 26 May
Seaport Hotel Boston

The Dagny Boston

The Dagny Boston
4.0 star property
3.2 mi from Winter Hill
9.4 out of 10, Exceptional, (7,246 reviews)
"Overall great place to stay"
United States
Rob
The price is £198
includes taxes & fees
25 May - 26 May
The Dagny Boston

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
4.1 mi from Winter Hill
9.2 out of 10, Wonderful, (2,398 reviews)
"Easy place to stay"
United States
Christopher
The price is £208
includes taxes & fees
22 May - 23 May
The Westin Boston Seaport District

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
3.1 mi from Winter Hill
9.2 out of 10, Wonderful, (6,569 reviews)
"Loved the location and the bar lounge."
United States
Yolanda
The price is £155
includes taxes & fees
25 May - 26 May
Harborside Inn Of Boston

Aloft by Marriott Boston Seaport District

Aloft by Marriott Boston Seaport District
3.0 star property
4.2 mi from Winter Hill
8.8 out of 10, Excellent, (1,467 reviews)
"Nice clean hotel, very friendly staff. "
United States
Edith
The price is £165
includes taxes & fees
24 May - 25 May
Aloft by Marriott Boston Seaport District

Nantasket Beach Resort

Nantasket Beach Resort
3.0 star property
14.4 mi from Winter Hill
8.6 out of 10, Excellent, (1,023 reviews)
"Place was great"
United States
Trevor
The price is £118
includes taxes & fees
2 Jun - 3 Jun
Nantasket Beach Resort

citizenM Boston North Station

citizenM Boston North Station
4.0 star property
2.5 mi from Winter Hill
9.4 out of 10, Exceptional, (4,601 reviews)
"Great stay!!"
United States
Tanaychea N
The price is £138
includes taxes & fees
25 May - 26 May
citizenM Boston North Station

Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station
3.0 star property
2.6 mi from Winter Hill
9.4 out of 10, Exceptional, (1,341 reviews)
"Well located and excellent staff and larger rooms; also nice view"
United States
Cynthia T
The price is £132
includes taxes & fees
25 May - 26 May
Courtyard by Marriott Boston Downtown/North Station

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers
3.0 star property
13.9 mi from Winter Hill
8.6 out of 10, Excellent, (1,020 reviews)
"Great stay"
United States
Verinda
The price is £110
includes taxes & fees
27 May - 28 May
Sonesta Select Boston Danvers

Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
4.4 mi from Winter Hill
9.2 out of 10, Wonderful, (2,867 reviews)
"A very pleasant stay!"
United States
Judy
The price is £147
includes taxes & fees
25 May - 26 May
Hampton by Hilton at the 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.

Where to stay in Winter Hill

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

Downtown Boston

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Back Bay

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

Seaport District

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

Beacon Hill

Lose yourself in the charming streetscapes, historic buildings and village-like 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 Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.

Top Winter Hill Hotel Reviews

Frequently asked questions

What are the best hotels in Winter Hill that travellers recommend?
Two of the best hotels in Winter Hill that receive consistently high recommendations from travellers are the Encore Boston Harbor and The Row Hotel at Assembly Row, Autograph Collection.

The 5-star Encore Boston Harbor, with an exceptional 9.6 rating, offers luxurious amenities such as premium bedding, designer toiletries, and 24-hour room service. Guests frequently praise the beautiful rooms, amazing staff, and excellent service. It is conveniently located near the Encore Boston Harbor itself, and Sky Zone is just 1.4 km away.

Another highly recommended option is the 4-star The Row Hotel at Assembly Row, Autograph Collection, which has a 9.4 rating. This hotel is situated in a shopping district, with a shopping mall on-site, and provides amenities like premium bedding and deep soaking bathtubs. Guests often praise the friendly staff, central location, and spacious, clean rooms. It is very close to LEGOLAND® Discovery Centre, just 0.2 km away, and Lucky Strike Somerville is also a mere 0.2 km from the hotel.

Both hotels are known for providing an excellent guest experience and are ideal for travellers seeking quality accommodation in Winter Hill.
What are the best family hotels in Winter Hill?
For family-friendly hotels in Winter Hill, consider the Cambria Hotel Boston Somerville or The Row Hotel at Assembly Row, Autograph Collection.

The 3-star Cambria Hotel Boston Somerville, with an exceptional 9.6 rating, is highly praised for its spacious and clean rooms. It offers complimentary cribs and rollaway extra beds, along with free WiFi and valet parking, making it convenient for families. The hotel is also located within easy reach of attractions like Peabody Museum of Archaeology and Ethnology and Harvard Square.

Another excellent choice is the 4-star The Row Hotel at Assembly Row, Autograph Collection, which has a strong 9.4 rating. This hotel provides free cribs and sofa beds, and features an onsite pool. Its location is particularly convenient for families, with attractions like LEGOLAND® Discovery Centre and Lucky Strike Somerville just a short walk away. Guests frequently comment on the spacious and clean rooms, as well as the friendly staff.
What are the best 5-star hotels in Winter Hill?
For a top-tier 5-star hotel in Winter Hill, the Encore Boston Harbor is an excellent recommendation.

This luxurious 5-star hotel boasts an impressive 9.6 rating and is celebrated for its beautiful and amazing rooms, often highlighted by premium bedding and designer toiletries. Guests consistently praise the helpful and amazing staff, excellent service, and delicious food. For added convenience, the hotel offers 24-hour room service and valet parking, including covered options. It is also very close to the Encore Boston Harbor attraction, just 0.2 km away, and within easy reach of LEGOLAND® Discovery Centre at 1.0 km.
What are the best spa hotels in Winter Hill?
For an exceptional spa hotel experience in Winter Hill, the Encore Boston Harbor is an excellent choice.

This 5-star hotel boasts an impressive 9.6 rating and features a full-service spa where guests can enjoy various treatments, including massages. The spa also includes a relaxing steam room. Many guests comment on the beautiful rooms and the comfortable suites. The staff are frequently described as helpful and amazing, providing excellent service. Additionally, the food at the hotel is often praised as great and delicious.
What hotels in Winter Hill offer free breakfast?
For hotels in Winter Hill that offer complimentary breakfast, consider the TownePlace Suites by Marriott Boston Medford, Irving House At Harvard, and the Fairfield Inn & Suites by Marriott Boston Medford.

The 3-star TownePlace Suites by Marriott Boston Medford, with a 9.2 rating, provides a free buffet breakfast. Guests frequently praise the excellent breakfast and the clean, modern rooms. It is conveniently located near the Mystic River Reservation and Station Landing Dog Park.

The 3-star Irving House At Harvard, rated 9.0, offers a free local breakfast. Travellers often highlight the excellent breakfast and the friendly staff. This hotel is ideally situated near Harvard Square and the John Harvard Statue.

Another excellent choice is the Fairfield Inn & Suites by Marriott Boston Medford, with a 9.0 rating. This hotel provides a free continental breakfast, which guests often describe as excellent. It's close to the Mystic River Reservation and Station Landing Dog Park.
What are the top pet-friendly hotels in Winter Hill?
For top pet-friendly hotels in Winter Hill, consider The Row Hotel at Assembly Row, Autograph Collection, the Cambria Hotel Boston Somerville, and the Fairfield Inn & Suites Boston Cambridge.

The 4-star The Row Hotel at Assembly Row, Autograph Collection, with a 9.4 rating, welcomes dogs and is conveniently located at a shopping centre, which includes onsite shops and a grocery or convenience store. Guests frequently praise the friendly staff, central location, and spacious, clean rooms. It is also very close to LEGOLAND® Discovery Centre, just 0.2 km away.

The 3-star Cambria Hotel Boston Somerville, rated 9.6, is an excellent choice for dog owners, offering food and water bowls, along with free WiFi and free cribs. Guests consistently praise the excellent and friendly staff, spacious and clean rooms, and the excellent, convenient restaurant. It is also close to Harvard Square, just 1.6 km away.

Another great option is the 3-star Fairfield Inn & Suites Boston Cambridge, which has an 8.8 rating. This hotel permits pets and offers a complimentary continental breakfast. Guests frequently mention the friendly and attentive staff, comfortable rooms, and the delicious breakfast. The hotel is also within walking distance of attractions like the Bunker Hill Monument, 1.6 km away.
What are the best budget hotels in Winter Hill?
For budget-friendly accommodation in Winter Hill, consider the Fairfield Inn & Suites Boston Cambridge, the Holiday Inn Express & Suites Boston - Cambridge by IHG, the La Quinta Inn & Suites by Wyndham Boston Somerville, the Hampton Inn by Hilton Boston/Cambridge, and the Irving House At Harvard.

The 3-star Fairfield Inn & Suites Boston Cambridge, with an 8.8 rating, is highly praised by guests for its friendly and attentive staff. Travellers appreciate the delicious, complimentary breakfast and the comfortable rooms. Its location is also considered great and walkable, with attractions like the Bunker Hill Monument just 1.6 km away.

Another great option is the Holiday Inn Express & Suites Boston - Cambridge by IHG, rated 8.4. Guests consistently mention the comfortable and clean rooms, the convenient location, and the amazing staff. A fresh and good breakfast is also a highlight, and the beds are described as super comfy.

The 3-star La Quinta Inn & Suites by Wyndham Boston Somerville, with a 7.6 rating, offers a free airport shuttle service and complimentary breakfast. Guests often praise the helpful staff and the clean rooms. Its location is considered good, and it's conveniently close to Station Landing Dog Park, which is just 0.8 km away.

The Hampton Inn by Hilton Boston/Cambridge, with an 8.8 rating, stands out for its excellent and friendly staff, along with clean and quiet rooms. Guests also enjoy the excellent breakfast and comfortable beds. The hotel offers free self-parking and is located close to the Bunker Hill Monument, just 1.5 km away.

Finally, the 3-star Irving House At Harvard, with an impressive 9.0 rating, is highly recommended for its excellent breakfast, including a popular breakfast buffet. Guests praise the excellent and friendly staff, comfortable rooms, and its superb location, being just 0.5 km from the John Harvard Statue and 0.7 km from Harvard Square.
What are the most romantic hotels in Winter Hill for couples?
For a romantic stay in Winter Hill, the Encore Boston Harbor is an excellent choice for couples.

This 5-star hotel, with an impressive 9.6 rating, offers a luxurious experience. Couples often appreciate the premium bedding and bathrobes, along with designer toiletries, which add to the indulgent feel. The hotel also provides 24-hour room service, ensuring convenience and comfort at any time. Guests frequently praise the beautiful rooms and the excellent service from the helpful staff. For those who enjoy a bit of pampering, there is also a sauna available.
What are the best hotels in Winter Hill near Harvard University?
For hotels in Winter Hill near Harvard University, the Cambria Hotel Boston Somerville and Morrison House are excellent choices.

The 3-star Cambria Hotel Boston Somerville, with an impressive 9.6 rating, is located just 0.9 km from the Peabody Museum of Archaeology and Ethnology and 1.6 km from Harvard Square. Guests frequently highlight the spacious and clean rooms, the excellent and friendly staff, and the convenient on-site restaurant. It also provides free WiFi and offers valet parking.

Another great option is the 3-star Morrison House, which has a 9.4 rating. This hotel is praised for its clean and lovely rooms, great location, and excellent service. Guests also appreciate the free continental breakfast and free self-parking. Harvard University is located 3.5 km away, and Powder House Square is just 0.5 km from the hotel.
When is the best time to go to Winter Hill?
The best time to visit Winter Hill is during the late spring and early autumn months, specifically from May to June and September to October.

These periods offer pleasant weather, with comfortable temperatures ideal for exploring the area on foot. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience when visiting local shops and cafes. The trees are also particularly lovely during these times, either in full bloom or displaying rich autumnal colours.

For those who appreciate outdoor activities and comfortable strolls, these months are perfect. You can enjoy the community parks and green spaces without the intense heat of summer or the chill of winter.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winter Hill.
How can I save on a Winter Hill hotel booking with Expedia?
Members always get our best prices. Find our best Winter Hill hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winter Hill hotel?
Hotel prices in Winter Hill often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.