Hotels with Entertainment in Chatham Chamber of Commerce, MA

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  3.  USA
  4.  Massachusetts
  5.  South Chatham
  6.  Chatham Chamber of Commerce
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Explore 24 Hotels with Entertainment in Chatham Chamber of Commerce from $114

Queen Anne Inn
Queen Anne Inn
Hotel
Chatham, MA, USA
4.4k from Chatham Chamber of Commerce center

Cheap, Accommodations, Pools, Parking, Romantic, Boutique, 4-star, Lodgings, Jacuzzis

8.6

Fabulous

78 reviews

$427
Average price / night
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Chatham Seafarer Inn
Chatham Seafarer Inn
Hotel
2079 Main St, Chatham, MA, 02633, United States
0.9k from Chatham Chamber of Commerce center

AC, Barbecue, Extra Bed, Free Parking, Heater, Housekeeping, Internet, No Smoking, Outdoor Space

9.0

Fabulous

319 reviews

$235
Average price / night
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Greyfinch Chatham Inn
Greyfinch Chatham Inn
Hotel
Chatham, MA, USA
4.5k from Chatham Chamber of Commerce center

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

8.6

Fabulous

63 reviews

$575
Average price / night
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Chatham Tides
Chatham Tides
Hotel
394 Pleasant St, South Chatham, MA, 02659, United States
1.9k from Chatham Chamber of Commerce center

AC, Barbecue, Business Services, Free Parking, Heater, Housekeeping, Internet, Microwave, No Smoking

9.4

Superb

677 reviews

$204
Average price / night
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The Winstead Inn
The Winstead Inn
Hotel
Chatham Chamber of Commerce, South Chatham, Massachusetts, USA
4.5k from Chatham Chamber of Commerce center

B&bs, Cheap, Accommodations, Pools, Parking, Inns, 4-star, Lodgings, Beach

8.7

Fabulous

70 reviews

$5957
Average price / night
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Pleasant Bay Village Resort
Pleasant Bay Village Resort
Hotel
1191 Orleans Road, Chatham, MA, 02633, United States
3.9k from Chatham Chamber of Commerce center

AC, Babysitting, Breakfast Available, Business Services, Free Parking, Hot Tub, Housekeeping, Internet, Laundry

9.6

Exceptional

304 reviews

$245
Average price / night
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Wequassett Resort and Golf Club
Wequassett Resort and Golf Club
Resort
Chatham Chamber of Commerce, South Chatham, Massachusetts, USA
4.8k from Chatham Chamber of Commerce center

Luxury, Cheap, Accommodations, Pools, Resorts, Parking, Golf, Pet-friendly, 5-star

9.2

Superb

27 reviews

$1136
Average price / night
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Winstead Beach Resort
Winstead Beach Resort
Hotel
Chatham Chamber of Commerce, South Chatham, Massachusetts, USA
4.9k from Chatham Chamber of Commerce center

B&bs, Cheap, Accommodations, Parking, Inns, Lodgings, Beach, Places to stay, Family

9.2

Superb

52 reviews

$5662
Average price / night
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Chatham Wayside Inn
Chatham Wayside Inn
Hotel
Chatham, MA, USA
5.1k from Chatham Chamber of Commerce center

Cheap, Accommodations, Pools, Parking, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.8

Fabulous

157 reviews

$544
Average price / night
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Captain's House Inn
Captain's House Inn
Hotel
Chatham, MA, USA
5.4k from Chatham Chamber of Commerce center

B&bs, Luxury, Accommodations, Parking, Inns, 4-star, Lodgings, Jacuzzis, Places to stay

9.1

Superb

269 reviews

$569
Average price / night
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A Beach Breeze Inn
A Beach Breeze Inn
Hotel
169 Route 28, West Harwich, MA, 02671, United States
7.5k from Chatham Chamber of Commerce center

AC, Barbecue, Business Services, Crib, Extra Bed, Free Parking, Housekeeping, Internet, Microwave

9.6

Exceptional

272 reviews

$147
Average price / night
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Surfside Inn Chatham
Surfside Inn Chatham
Hotel
Chatham, MA, USA
6.0k from Chatham Chamber of Commerce center

B&bs, Accommodations, Parking, Inns, Lodgings, Beach, Places to stay, Family

8.1

Very Good

81 reviews

$334
Average price / night
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The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront Resort
Hotel
41 Chase Ave, Dennis Port, MA, 02639, United States
9.1k from Chatham Chamber of Commerce center

AC, Arcade, Bar, Barbecue, Free Parking, Hot Tub, Housekeeping, Internet, Laundry

8.6

Fabulous

222 reviews

$157
Average price / night
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Pelham on Earle
Pelham on Earle
Resort
West Harwich, MA, USA
7.0k from Chatham Chamber of Commerce center

Cheap, Accommodations, Pools, Resorts, Parking, Lodgings, Places to stay, Family

8.8

Fabulous

111 reviews

$1212
Average price / night
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Jonathan Edwards Motel
Jonathan Edwards Motel
Hotel
393 Main St, Dennis Port, MA, 02639, United States
9.6k from Chatham Chamber of Commerce center

AC, Barbecue, Free Parking, Housekeeping, Internet, Microwave, Outdoor Grill, Outdoor Space, Pool

6.6

Good

50 reviews

$114
Average price / night
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An English Garden
An English Garden
Hotel
Dennis Port, MA, USA
9.0k from Chatham Chamber of Commerce center

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

8.7

Fabulous

109 reviews

$3026
Average price / night
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Charm on Main
Charm on Main
Hotel
2553 Main Street, Brewster, MA, 02631, United States
9.9k from Chatham Chamber of Commerce center

AC, Bar, Breakfast Included, Free Parking, Heater, Housekeeping, Internet, Laundry, Microwave

10.0

Exceptional

1 reviews

$318
Average price / night
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The Corsair & Cross Rip Oceanfront
The Corsair & Cross Rip Oceanfront
Hotel
Dennis Port, MA, USA
9.1k from Chatham Chamber of Commerce center

Accommodations, Pools, Motels, Parking, Pet-friendly, 3-star, Lodgings, Beach, Hot tubs

8.0

Good

62 reviews

$1950
Average price / night
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The Villages at Ocean Edge
The Villages at Ocean Edge
Resort
One Villages Drive, Brewster, MA, 02631, United States
9.9k from Chatham Chamber of Commerce center

AC, Babysitting, Bar, Breakfast Available, Business Services, Fitness Equipment, Frontdesk 24 Hour, Hot Tub, Housekeeping

8.4

Very Good

1000 reviews

$194
Average price / night
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Bluebird Dennisport
Bluebird Dennisport
Hotel
Dennis, MA, USA
9.1k from Chatham Chamber of Commerce center

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

7.9

Good

208 reviews

$2913
Average price / night
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The Three Seasons Resort
The Three Seasons Resort
Resort
Chatham Chamber of Commerce, South Chatham, Massachusetts, USA
9.3k from Chatham Chamber of Commerce center

Accommodations, Pools, Resorts, Parking, Lodgings, Beach, Places to stay

7.8

Good

251 reviews

$510
Average price / night
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Pro Tip for Travelers:
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Chatham Chamber of Commerce 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 Chatham Chamber of Commerce generally start from around $114 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 View for a more complete stay experience.