We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Pleasant Bay Village

Refine search

Price per night

 

Traveller rating

 

Hotel class

 

Property name

Reset
 
Free Newsletter

Interested in Chatham?

We'll send you updates with the latest deals, reviews and articles for Chatham each week.

Map of Pleasant Bay Village

Hotels (9)

B&Bs / Inns (10)

Speciality Lodging (4)

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Map showing X-Y of Z
Clear filter(s)

Hotels Travellers Trust

Sort by [ Popularity ] [ Price ]
Old Harbor Inn (Chatham, MA) 3.0 of 5
22 Old Harbor Road, Chatham, MA 02633
Old Harbor Inn Slideshow
Show Prices
USD 179 - 295 Avg. price/night*
Ollie #1 of 10 B&Bs in Chatham
  •  A Wonderful Weekend 
  • My sister and I visit Chatham a few times each year. We have stayed at a... more
  • 9 December 2014
Professional photos | Traveller photos (79)
Chatham Gables Inn (Chatham, MA) 4.0 of 5
364 Old Harbor Road, Chatham, MA 02633
Chatham Gables Inn Slideshow
Show Prices
USD 196 - 340 Avg. price/night*
Ollie #2 of 10 B&Bs in Chatham
Professional photos | Traveller photos (232)
Captain's House Inn (Chatham, MA) 4.0 of 5
369 Old Harbor Road, Chatham, MA 02633
Captain's House Inn Slideshow
Show Prices
USD 200 - 250 Avg. price/night*
Ollie #3 of 10 B&Bs in Chatham
Professional photos | Traveller photos (1119)
Special Offer Complimentary bottle of...
Carriage House Inn (Chatham, MA)
407 Old Harbor Rd, Chatham, MA 02633
Carriage House Inn Slideshow
USD 159 - 329 Avg. price/night*
Ollie #4 of 10 B&Bs in Chatham
  •  back for a second time 
  • We got engaged back in April 2013 while we were staying at the carriage... more
  • 26 December 2014
Traveller photos (131)
Chatham Guest Rooms (Chatham, MA)
1409 Main Street, Chatham, MA 02633
Chatham Guest Rooms Slideshow
Show Prices
USD 96 - 150 Avg. price/night*
Ollie #5 of 10 B&Bs in Chatham
  •  Love this place! 
  • I have now stayed in all 3 rooms at Chatham Guest Rooms with this stay... more
  • 12 October 2014
Professional photos | Traveller photos (52)
Special Rate $65 (USD)
Pleasant Bay Village (Chatham, MA) 3.0 of 5
1191 Orleans Road/Route 28, Chatham, MA 02633
Pleasant Bay Village Slideshow
Show Prices
USD 169 - 334 Avg. price/night*
Ollie #1 of 9 hotels in Chatham
Professional photos | Traveller photos (132)
The Chatham Motel (Chatham, MA) 2.0 of 5
1487 Main Street, Chatham, MA 02633
The Chatham Motel Slideshow
Show Prices
USD 111 - 207 Avg. price/night*
Ollie #2 of 9 hotels in Chatham
Professional photos | Traveller photos (28)
Hawthorne Motel (Chatham, MA)
196 Shore Rd., Chatham, MA 02633
Show Prices
USD 223 - 285 Avg. price/night*
Ollie #3 of 9 hotels in Chatham
  •  Lovely spot 
  • Good off season value. Central to so much. Wouldn't choose the... more
  • 30 October 2014
Professional photos | Traveller photos (85)
297 Shore Road, Chatham, MA 02633
Chatham Bars Inn Resort and Spa Slideshow
Show Prices
USD 247 - 605 Avg. price/night*
Ollie #4 of 9 hotels in Chatham
Professional photos | Traveller photos (776)
Special Price CBI Winter Special
26 Cross Street, Chatham, MA 02633
Show Prices
USD 115 - 245 Avg. price/night*
Ollie #5 of 9 hotels in Chatham
Traveller photos (56)
394 Pleasant Street, PO Box 215, South Chatham, Chatham, MA 02659
Chatham Tides Waterfront Lodging Slideshow
USD 200 - 425 Avg. price/night*
Ollie #6 of 9 hotels in Chatham
Traveller photos (18)
Chatham Seafarer (Chatham, MA)
2079 Main Street, Chatham, MA 02633-1020
Chatham Seafarer Slideshow
Show Prices
USD 142 - 246 Avg. price/night*
Ollie #7 of 9 hotels in Chatham
Professional photos | Traveller photos (23)
Offers & Announcements Best Rate - Hotel...
512 Main Street, Chatham, MA 02633
Show Prices
USD 159 - 370 Avg. price/night*
Ollie #8 of 9 hotels in Chatham
Traveller photos (33)
Chatham Highlander (Chatham, MA)
946 Main St., Chatham, MA 02633
Chatham Highlander Slideshow
Show Prices
USD 99 - 210 Avg. price/night*
Ollie #9 of 9 hotels in Chatham
Professional photos | Traveller photos (23)
70 Queen Anne Road, Chatham, MA 02633
Show Prices
USD 185 - 378 Avg. price/night*
Ollie #6 of 10 B&Bs in Chatham
  •  great stay 
  • quaint , cozy,and confortable, but to us mostly important quiet! no... more
  • 26 October 2014
Professional photos | Traveller photos (46)
Bow Roof House (Chatham, MA)
59 Queen Anne Road, Chatham, MA 02633
Ollie #7 of 10 B&Bs in Chatham
Traveller photos (15)
Inn At 359 Main (Chatham, MA)
359 Main Street, Chatham, MA 02633
USD 165 - 315 Avg. price/night*
Ollie #8 of 10 B&Bs in Chatham
  •  Just perfect 
  • I stayed for a weekend in November for a friends 50th surprise party. I... more
  • 18 December 2014
Traveller photos (17)
812 Main St, Chatham, MA 02633
USD 159 - 245 Avg. price/night*
Ollie #9 of 10 B&Bs in Chatham
Traveller photos (5)
Surfside Motor Inn (Chatham, MA)
25 Holway Street, Chatham, MA 02633
Show Prices
USD 152 - 153 Avg. price/night*
Ollie #10 of 10 B&Bs in Chatham
Professional photos | Traveller photos (5)

Additional Pleasant Bay Village Information

4.5 of 5 stars | 273 Reviews
Price range (per night): USD 152 - 153