Hotels with Entertainment in Winter Hill, MA

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Explore 188 Hotels with Entertainment in Winter Hill from $185

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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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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TownePlace Suites by Marriott Boston Medford
TownePlace Suites by Marriott Boston Medford
Hotel
85 Station Landing, Medford, MA, 02155, United States
1.7k from Winter Hill center

AC, Breakfast Included, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Internet, Laundry, Microwave

9.2

Superb

442 reviews

$195
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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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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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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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
250 Monsignor O'Brien Hwy, Cambridge, MA, 02141, United States
2.3k from Winter Hill center

AC, Breakfast Included, Business Services, Crib, Elevator, Frontdesk 24 Hour, Housekeeping, Internet, Laundry

8.4

Very Good

1004 reviews

$189
Average price / night
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Fairfield Inn & Suites Boston Cambridge
Fairfield Inn & Suites Boston Cambridge
Hotel
215 Monsignor O'Brien Highway, Cambridge, MA, 02141, United States
2.5k from Winter Hill center

AC, Breakfast Included, Business Services, Crib, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Grocery

8.8

Fabulous

1001 reviews

$215
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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Ginkgo House on Harvard
Ginkgo House on Harvard
Hotel
288 Harvard St, Cambridge, MA, 02139, United States
2.5k from Winter Hill center

AC, Barbecue, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Grill

9.8

Exceptional

79 reviews

$249
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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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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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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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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Boston Marriott Cambridge
Boston Marriott Cambridge
Hotel
Cambridge, MA, USA
3.2k from Winter Hill center

Accommodations, Parking, Marriott , 4-star, Lodgings, Places to stay, Accessible hotels

8.4

Very Good

489 reviews

$311
Average price / night
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The Royal Sonesta Boston
The Royal Sonesta Boston
Hotel
Cambridge, MA, USA
3.2k from Winter Hill center

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

7.9

Good

1032 reviews

$261
Average price / night
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Kimpton Marlowe by IHG
Kimpton Marlowe by IHG
Hotel
Cambridge, MA, USA
3.2k from Winter Hill center

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

8.9

Fabulous

251 reviews

$318
Average price / night
Check Availability

Pro Tip for Travelers:
HotelsWithSuites simplifies your search by aggregating premium inventory from global leaders like Booking.com, Expedia, and Vrbo. Whether you need oceanfront hotels, a private pool, or a pet-friendly suite, use our Advanced Filters to instantly compare the top-rated Hotels with Entertainment in Winter Hill.

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Winter Hill Hotels with Entertainment on the Map

Frequently Asked Questions

Entertainment offerings may include live music, cultural shows, game rooms, or on-site events depending on the hotel’s category and facilities.

Some hotels include basic entertainment at no extra cost, while others may charge separately for premium shows or special events.

Hotels with entertainment in Winter Hill generally start from around $185 per night, depending on the level of facilities and activities offered.

Yes, many entertainment-focused hotels are designed for families and groups, offering activities suitable for both adults and children.

Along with entertainment options, many properties also offer Entertainment, Guest Services, and Accessibility for a more complete stay experience.