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Discover 3,711 Winter Hill hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Winter Hill hotels

Sonesta Select Boston Danvers

3.0 star property
8.4 out of 10, Very Good, (1006)
"Great stay! "
$152 nightly
The price is $170
Sep 8 - Sep 9
Total includes taxes and fees
Sonesta Select Boston Danvers

Bedford Plaza Hotel - Boston

3.0 star property
7.4 out of 10, Good, (410)
"Would definitely stay again !"
$117 nightly
The price is $131
Aug 24 - Aug 25
Total includes taxes and fees
Bedford Plaza Hotel - Boston

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1009)
"We had a short overnight stay, super comfy beds, beautiful resort and very convenient location across street from the heach. "
$166 nightly
The price is $182
Sep 17 - Sep 18
Total includes taxes and fees
Nantasket Beach Resort

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1078)
"Gorgeous location and wonderful hotel. "
$168 nightly
The price is $188
Aug 25 - Aug 26
Total includes taxes and fees
The Wylie Inn and Conference Center at Endicott College

The Cove At Salem

3.0 star property
9.2 out of 10, Wonderful, (676)
"Beautiful place to stay"
$199 nightly
The price is $222
Aug 27 - Aug 28
Total includes taxes and fees
The Cove At Salem

Best Western Plus North Shore Hotel

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Nice to stay"
$158 nightly
The price is $177
Aug 27 - Aug 28
Total includes taxes and fees
Best Western Plus North Shore Hotel

Extended Stay America Suites Boston Waltham 32 4th Ave

2.5 star property
5.8 out of 10, (1000)
"Great place to stay."
$108 nightly
The price is $121
Sep 4 - Sep 5
Total includes taxes and fees
Extended Stay America Suites Boston Waltham 32 4th Ave

The Hotel Salem

3.0 star property
9.2 out of 10, Wonderful, (1000)
"It was an amazing stay!"
$211 nightly
The price is $236
Aug 24 - Aug 25
Total includes taxes and fees
The Hotel Salem

HYATT house Boston/Waltham

3.0 star property
8.8 out of 10, Excellent, (1005)
"Nice hotel to stay at "
$125 nightly
The price is $140
Sep 1 - Sep 2
Total includes taxes and fees
HYATT house Boston/Waltham

Nantasket Beach Hotel

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Always a great relaxing stay here!"
$170 nightly
The price is $187
Aug 21 - Aug 22
Total includes taxes and fees
Nantasket Beach Hotel

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1365)
"Beautiful and historical Hotel"
$259 nightly
The price is $289
Aug 25 - Aug 26
Total includes taxes and fees
Hawthorne Hotel

Best Western Plus Waltham Boston

3.0 star property
8.0 out of 10, Very Good, (1001)
"Easy check in and out, very clean hotel. Front desk was friendly and checking in and out was a breeze. "
$99 nightly
The price is $111
Sep 2 - Sep 3
Total includes taxes and fees
Best Western Plus Waltham Boston

Hilton Garden Inn Tewksbury Andover

3.0 star property
8.8 out of 10, Excellent, (717)
"I enjjoyed my stay very much "
$118 nightly
The price is $132
Aug 31 - Sep 1
Total includes taxes and fees
Hilton Garden Inn Tewksbury Andover

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3260)
"Fantastic staff and service highly recommend staying there!"
$168 nightly
The price is $195
Sep 1 - Sep 2
Total includes taxes and fees
Seaport Hotel Boston

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3859)
"Great hotel"
$259 nightly
The price is $302
Aug 24 - Aug 25
Total includes taxes and fees
Omni Boston Hotel at the Seaport

Lakeside Inn

2.0 star property
7.4 out of 10, Good, (2154)
"Alway a good place to stay "
$89 nightly
The price is $99
Aug 25 - Aug 26
Total includes taxes and fees
Lakeside Inn

Hampton Inn Boston Woburn

2.5 star property
9.2 out of 10, Wonderful, (1139)
"Great stay"
$144 nightly
The price is $160
Sep 1 - Sep 2
Total includes taxes and fees
Hampton Inn Boston Woburn

Archer Hotel Boston/Burlington

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Good place to stay "
$189 nightly
The price is $211
Aug 22 - Aug 23
Total includes taxes and fees
Archer Hotel Boston/Burlington

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1324)
"Location was the best and the staff and room were top tier!"
$180 nightly
The price is $210
Aug 24 - Aug 25
Total includes taxes and fees
Aloft by Marriott, Boston Seaport District

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2106)
"Great place to stay"
$209 nightly
The price is $244
Aug 31 - Sep 1
Total includes taxes and fees
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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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.

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.

Back Bay

1 out of top 10 points of interest in this area

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.

Beacon Hill

1 out of top 10 points of interest in this area

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.

North End

1 out of top 10 points of interest in this area

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.

Top Winter Hill Hotel Reviews

Frequently asked questions

What are the best hotels in Winter Hill that travelers recommend?
Cambria Hotel Boston Somerville stands out as a top choice for many travelers, boasting an outstanding score of 9.6. This hotel is great for those seeking both convenience and comfort, with amenities like free Wi-Fi in each room, 24-hour fitness facilities, and valet parking. Families will appreciate the complimentary cribs and rollaway beds, making it easy to accommodate little ones without any hassle. The nearby attractions ensure that your days are filled with exploration, while the cozy atmosphere welcomes you back after a day of adventure.

For couples looking for a romantic getaway, The Row Hotel at Assembly Row, Autograph Collection, rated at 9.4, offers an enchanting experience. With its serene rooftop garden and an inviting indoor pool, it sets the stage for relaxation and connection. The proximity to shopping and dining options adds an extra layer of convenience, allowing couples to indulge in both adventure and leisure.

Business travelers will find an excellent option in Hotel 1868, which also holds a great rating of 9.4. Equipped with a 24-hour business center and multiple meeting rooms, this hotel provides the great environment for productivity. The thoughtful touches, such as designer toiletries and complimentary Wi-Fi, ensure a comfortable stay, allowing professionals to focus on their work while enjoying the comforts of home.

Lastly, the Fairfield Inn & Suites Boston Cambridge, with a review score of 8.8, caters well to families and budget-conscious travelers. Offering a complimentary breakfast that includes both continental and buffet options, it ensures that everyone starts their day on the right foot. The spacious suites and pet-friendly policy make it a welcoming choice for families traveling with furry companions, providing plenty of space to relax after a day of exploring.

Each of these hotels in Winter Hill combines exceptional service with the key amenities that tech-savvy travelers seek, ensuring a memorable and enjoyable stay for all types of visitors.
What are the best family hotels in Winter Hill?
The Cambria Hotel Boston Somerville is an exceptional choice for families seeking a comfortable and convenient stay in Winter Hill. Rated an impressive 9.6 by guests, this hotel offers complimentary cribs and rollaway beds, making it easy for families with little ones to settle in without extra costs.

For families who enjoy a fun-filled atmosphere, The Row Hotel at Assembly Row, Autograph Collection is another fantastic option. With a traveler review score of 9.4, it features a refreshing pool superb for splashing around after a day of exploring. The hotel also provides complimentary cribs and a delightful breakfast specifically tailored for children, ensuring that both parents and kids start their day off right. Plus, it's conveniently located near various theme parks, inviting adventure just around the corner.

In nearby Cambridge, the Porter Square Hotel shines for families needing connecting rooms, which offer the superb setup for a bit of privacy while keeping everyone together. Rated 9.2 by visitors, its lovely garden adds a tranquil touch for family downtime.

Another excellent choice in Cambridge is the Fairfield Inn & Suites Boston Cambridge, boasting a review score of 8.8. Here, families will find connecting rooms and free cribs, along with a microwave and a buffet breakfast included, making mealtime a breeze.

Lastly, the Hampton Inn by Hilton Boston/Cambridge, also rated 8.8, caters to families with cozy sofa beds and connecting rooms. This hotel ensures a hearty start to the day with its complimentary buffet breakfast, providing a delicious way to fuel up before heading out for family adventures.
What are the best budget hotels in Winter Hill?
Cambria Hotel Boston Somerville is a fantastic option for budget-conscious travelers looking for comfort and convenience in Winter Hill. With rave reviews, scoring an impressive 9.6 from guests, this hotel offers free Wi-Fi, which is superb for keeping the whole family connected. Families will appreciate the complimentary cribs and rollaway beds, ensuring a restful night for everyone.

Another excellent choice in the area is the Hampton Inn by Hilton Boston/Cambridge, which boasts a traveler rating of 8.8. This hotel stands out for its free breakfast on weekends, providing a great start to busy days filled with exploration. Parents will love the accessible fitness center and the added convenience of free self-parking, making it easy to navigate the area with kids in tow.

For families seeking slightly different amenities, the Fairfield Inn & Suites Boston Cambridge is another noteworthy mention, also rated 8.8. With its spacious suites and a complimentary continental breakfast, this hotel caters well to larger families or those who need a bit more room to spread out during their stay.

These budget-friendly hotels not only provide comfort and convenience but also ensure your family can enjoy the adventures that Boston and Winter Hill have to offer without breaking the bank.
What are the most romantic hotels in Winter Hill for couples?
For couples seeking a romantic getaway in Winter Hill, the Fairfield Inn & Suites Boston Cambridge is a wonderful option, boasting an excellent review score of 8.8. This hotel features spacious suites that offer a cozy retreat for couples, complemented by thoughtful amenities such as designer toiletries and room service for those intimate nights in. The complimentary breakfast, including a buffet option on weekends, ensures a delightful start to your day together.

Another great choice is the Holiday Inn Express & Suites Boston - Cambridge, rated 8.4 by guests. This hotel also provides comfortable suites and a free buffet breakfast, great for couples looking to enjoy a leisurely morning. With added conveniences like free Wi-Fi and nearby outlets, it caters well to tech-savvy travelers while maintaining a inviting space.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winter Hill hotel for you.
How can I save on a Winter Hill hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Winter Hill hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 from $187 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.