Hotels in Winter Hill, MA: Compare 10+ Sites & Save

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452 Best Hotels in Winter Hill (Starting from $129)

La Quinta by Wyndham Boston Somerville
La Quinta by Wyndham Boston Somerville
Hotel
Winter Hill, Somerville, Massachusetts, USA
1.0k from Winter Hill center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.0

Good

1957 reviews

$226
Average price / night
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La Quinta Inn & Suites by Wyndham Boston Somerville
La Quinta Inn & Suites by Wyndham Boston Somerville
Hotel
23 Cummings St, Somerville, MA, 02145, United States
1.0k from Winter Hill center

AC, Airport Transportation, Breakfast Included, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping

7.6

Good

3259 reviews

$129
Average price / night
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Cambria Hotel Boston Somerville
Cambria Hotel Boston Somerville
Hotel
Somerville, MA, USA
1.2k from Winter Hill center

Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

9.0

Fabulous

809 reviews

$303
Average price / night
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The Row Hotel at Assembly Row, Autograph Collection
The Row Hotel at Assembly Row, Autograph Collection
Hotel
Somerville, MA, USA
1.4k from Winter Hill center

Luxury, Accommodations, Pools, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

9.0

Fabulous

316 reviews

$318
Average price / night
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Holiday Inn Boston - Cambridge Area by IHG
Holiday Inn Boston - Cambridge Area by IHG
Hotel
Somerville, MA, USA
1.6k from Winter Hill center

Accommodations, Pools, Parking, Holiday inn , 3-star, Lodgings, Places to stay, Family, Accessible hotels

7.6

Good

377 reviews

$218
Average price / night
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AC Hotel by Marriott Boston North
AC Hotel by Marriott Boston North
Hotel
Medford, MA, USA
1.7k from Winter Hill center

Accommodations, Pools, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family

8.5

Very Good

269 reviews

$291
Average price / night
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Beacon Suites Hotel
Beacon Suites Hotel
Hotel
371 Beacon Street, Somerville, MA, 02143, United States
1.7k from Winter Hill center

AC, Frontdesk 24 Hour, Housekeeping, Internet, Kitchen, Laundry, Microwave, No Smoking, Parking Available

New to Booking
$351
Average price / night
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TownePlace Suites by Marriott Boston Medford
TownePlace Suites by Marriott Boston Medford
Hotel
Medford, MA, USA
1.7k from Winter Hill center

Accommodations, Parking, Marriott , Lodgings, Places to stay, Self-catering

8.4

Very Good

119 reviews

$479
Average price / night
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Fairfield by Marriott Inn & Suites Boston Medford
Fairfield by Marriott Inn & Suites Boston Medford
Hotel
Medford, MA, USA
1.8k from Winter Hill center

Cheap, Accommodations, Parking, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

411 reviews

$247
Average price / night
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Hotel 1868
Hotel 1868
Hotel
Winter Hill, Somerville, Massachusetts, USA
1.9k from Winter Hill center

Accommodations, Parking, Lodgings, Places to stay, Accessible hotels

8.7

Fabulous

1633 reviews

$300
Average price / night
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Fairfield Inn & Suites by Marriott Boston Medford
Fairfield Inn & Suites by Marriott Boston Medford
Hotel
85 STATION LANDING, Medford, MA, 02155, United States
1.8k from Winter Hill center

AC, Breakfast Included, Elevator, Fitness Equipment, Frontdesk 24 Hour, Internet, Laundry, Microwave, No Smoking

9.0

Fabulous

528 reviews

$185
Average price / night
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Porter Square Hotel
Porter Square Hotel
Hotel
Cambridge, MA, USA
2.0k from Winter Hill center

Accommodations, Parking, 3-star, Lodgings, Places to stay

8.5

Very Good

1478 reviews

$233
Average price / night
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Prentiss House by Thatch
Prentiss House by Thatch
Hotel
Cambridge, MA, USA
2.0k from Winter Hill center

Accommodations, Lodgings, Places to stay

8.3

Very Good

302 reviews

$386
Average price / night
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Holiday Inn Express & Suites Boston - Cambridge by IHG
Holiday Inn Express & Suites Boston - Cambridge by IHG
Hotel
Cambridge, MA, USA
2.3k from Winter Hill center

Accommodations, Parking, Holiday inn , 3-star, Lodgings, Places to stay, Accessible hotels

7.9

Good

1028 reviews

$262
Average price / night
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Encore Boston Harbor
Encore Boston Harbor
Hotel
1 Broadway, Everett, MA, 02149, United States
2.2k from Winter Hill center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour

9.6

Exceptional

3640 reviews

$267
Average price / night
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Ginkgo House on Harvard
Ginkgo House on Harvard
Hotel
Cambridge, MA, USA
2.5k from Winter Hill center

B&bs, Cheap, Accommodations, Inns, 3-star, Lodgings, Places to stay

8.8

Fabulous

29 reviews

$204
Average price / night
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Minutes to MIT | Free Breakfast & Wi-Fi
Minutes to MIT | Free Breakfast & Wi-Fi
Hotel
Cambridge, MA, 02141, United States
2.3k from Winter Hill center

AC, Breakfast Included, Elevator, Heater, Internet, Living Area, Microwave, No Smoking, TV

New to Booking
$160
Average price / night
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Fairfield Inn & Suites by Marriott Boston Cambridge
Fairfield Inn & Suites by Marriott Boston Cambridge
Hotel
Cambridge, MA, USA
2.5k from Winter Hill center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.1

Very Good

275 reviews

$272
Average price / night
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Close to TD Garden | Free Breakfast & Wi-Fi
Close to TD Garden | Free Breakfast & Wi-Fi
Hotel
Cambridge, MA, 02141, United States
2.3k from Winter Hill center

AC, Breakfast Included, Elevator, Heater, Internet, Living Area, Microwave, No Smoking, TV

New to Booking
$204
Average price / night
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Hampton Inn by Hilton Boston/Cambridge
Hampton Inn by Hilton Boston/Cambridge
Hotel
Cambridge, MA, USA
2.6k from Winter Hill center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.1

Very Good

218 reviews

$254
Average price / night
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Steps to Cambridge Crossing | Free Breakfast
Steps to Cambridge Crossing | Free Breakfast
Hotel
Cambridge, MA, 02141, United States
2.3k from Winter Hill center

AC, Breakfast Included, Elevator, Heater, Internet, Living Area, Microwave, No Smoking, TV

New to Booking
$168
Average price / night
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Sheraton Commander Hotel
Sheraton Commander Hotel
Hotel
Cambridge, MA, USA
2.7k from Winter Hill center

Accommodations, Parking, Sheraton, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.1

Very Good

202 reviews

$341
Average price / night
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Hotel Veritas
Hotel Veritas
Hotel
Cambridge, MA, USA
2.7k from Winter Hill center

Accommodations, Boutique, 4-star, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

216 reviews

$279
Average price / night
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Hyatt Place Boston - Medford
Hyatt Place Boston - Medford
Hotel
Medford, MA, USA
2.9k from Winter Hill center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

7.9

Good

1005 reviews

$194
Average price / night
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Harvard Square Hotel
Harvard Square Hotel
Hotel
Winter Hill, Somerville, Massachusetts, USA
2.9k from Winter Hill center

Accommodations, Parking, Boutique, 3-star, Lodgings, Places to stay, Accessible hotels

7.5

Good

333 reviews

$159
Average price / night
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The Charles Hotel in Harvard Square
The Charles Hotel in Harvard Square
Hotel
Cambridge, MA, USA
3.0k from Winter Hill center

Accommodations, Parking, Spa, Romantic, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay

8.8

Fabulous

356 reviews

$428
Average price / night
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Residence Inn by Marriott Boston Cambridge
Residence Inn by Marriott Boston Cambridge
Hotel
Cambridge, MA, USA
3.1k from Winter Hill center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.7

Fabulous

593 reviews

$324
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Winter Hill.

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Frequently Asked Questions

You can explore 452 verified hotels in Winter Hill. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Winter Hill vary depending on the season, location, and property type. Rates typically start from around $129 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Winter Hill include amenities such as Guest Services, Accessibility, and Security/Safety. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Winter Hill by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Winter Hill welcome pets. Currently, 30 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Winter Hill offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.