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The Chatham Wayside Inn

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Map of The Chatham Wayside Inn

Hotels (9)

B&Bs / Inns (10)

Speciality Lodging (4)

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Old Harbor Inn (Chatham, MA) 3.0 of 5
22 Old Harbor Road, Chatham, MA 02633
Old Harbor Inn Slideshow
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USD 227 - 436 Avg. price/night*
Ollie #1 of 10 B&Bs in Chatham
  •  Wonderful Stay 
  • My husband and I are so glad that we found this beautiful B&B. We felt... more
  • 19 August 2014
Professional photos | Traveller photos (79)
Offers & Announcements Summer Savings
Chatham Gables Inn (Chatham, MA) 4.0 of 5
364 Old Harbor Road, Chatham, MA 02633
Chatham Gables Inn Slideshow
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USD 371 - 459 Avg. price/night*
Ollie #2 of 10 B&Bs in Chatham
  •  Home away from home 
  • We stayed for 2 nights and had a fantastic experience. The owners, Andrea... more
  • 22 August 2014
Professional photos | Traveller photos (230)
Offers & Announcements MIDSUMMER NIGHTS DREAM
Captain's House Inn (Chatham, MA) 4.0 of 5
369 Old Harbor Road, Chatham, MA 02633
Captain's House Inn Slideshow
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USD 202 - 465 Avg. price/night*
Ollie #3 of 10 B&Bs in Chatham
  •  Summer Getaway 2014 
  • This is our second time around at this inn. It was a wonderful experience... more
  • 20 August 2014
Professional photos | Traveller photos (1106)
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
Traveller photos (129)
Chatham Guest Rooms (Chatham, MA)
1409 Main Street, Chatham, MA 02633
Chatham Guest Rooms Slideshow
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USD 96 - 246 Avg. price/night*
Ollie #5 of 10 B&Bs in Chatham
  •  Great choice! 
  • The main suite is wonderful and it has everything that you would expect to... more
  • 21 August 2014
Professional photos | Traveller photos (50)
Pleasant Bay Village (Chatham, MA)
1191 Orleans Road/Route 28, Chatham, MA 02633
Pleasant Bay Village Slideshow
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USD 161 - 397 Avg. price/night*
Ollie #1 of 9 hotels in Chatham
  •  Very enjoyable stay 
  • The four of us stayed here August 11 for 2 nights. We had a very... more
  • 21 August 2014
Professional photos | Traveller photos (121)
Offers & Announcements Mid-week Summer Special!
Hawthorne Motel (Chatham, MA)
196 Shore Rd., Chatham, MA 02633
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USD 223 - 362 Avg. price/night*
Ollie #2 of 9 hotels in Chatham
Professional photos | Traveller photos (79)
297 Shore Road, Chatham, MA 02633
Chatham Bars Inn Resort and Spa Slideshow
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USD 383 - 1,416 Avg. price/night*
Ollie #3 of 9 hotels in Chatham
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The Chatham Motel (Chatham, MA) 2.0 of 5
1487 Main Street, Chatham, MA 02633
The Chatham Motel Slideshow
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USD 119 - 195 Avg. price/night*
Ollie #4 of 9 hotels in Chatham
  •  Pleasant Surprise 
  • As we have been renting beach houses in chatham for over 20 years,I was... more
  • 21 August 2014
Professional photos | Traveller photos (27)
26 Cross Street, Chatham, MA 02633
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USD 254 - 421 Avg. price/night*
Ollie #5 of 9 hotels in Chatham
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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
  •  The perfect get-away 
  • We returned to Chatham Tides Waterfront for our second time and again had... more
  • 9 August 2014
Traveller photos (18)
Chatham Seafarer (Chatham, MA)
2079 Main Street, Chatham, MA 02633-1020
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USD 122 - 246 Avg. price/night*
Ollie #7 of 9 hotels in Chatham
  •  Great stay at Chatham 
  • The inn is very cute, and the service was excelent! Chatham is my favorite... more
  • 12 August 2014
Professional photos | Traveller photos (23)
512 Main Street, Chatham, MA 02633
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USD 223 - 498 Avg. price/night*
Ollie #8 of 9 hotels in Chatham
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70 Queen Anne Road, Chatham, MA 02633
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USD 205 - 476 Avg. price/night*
Ollie #6 of 10 B&Bs in Chatham
Professional photos | Traveller photos (46)
Chatham Highlander (Chatham, MA)
946 Main St., Chatham, MA 02633
Chatham Highlander Slideshow
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USD 108 - 207 Avg. price/night*
Ollie #9 of 9 hotels in Chatham
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Bow Roof House (Chatham, MA)
59 Queen Anne Road, Chatham, MA 02633
Ollie #7 of 10 B&Bs in Chatham
  •  Disappointing B/B 
  • Inside and out the house is shabby and old fashioned; no one there to... more
  • 4 October 2013
Traveller photos (15)
Cranberry Inn (Chatham, MA)
359 Main Street, Chatham, MA 02633
USD 165 - 315 Avg. price/night*
Ollie #8 of 10 B&Bs in Chatham
Traveller photos (16)
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
Ollie #10 of 10 B&Bs in Chatham
  •  dusty and outdated 
  • Our room was very dusty and outdated. I don't usually have issues with... more
  • 14 October 2013
Traveller photos (4)

Additional The Chatham Wayside Inn Information

4.0 of 5 stars | 161 Reviews