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The Chatham Wayside Inn

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Map of The Chatham Wayside Inn

Hotels (9)

B&Bs / Inns (9)

Speciality Lodging (4)

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The Old Harbor Inn (Chatham, MA)
22 Old Harbor Rd, Chatham, MA 02633-2315
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US$ 259 - US$ 483 Avg. price/night*
Ollie #1 of 9 B&Bs in Chatham
  •  Wonderful stay 
  • This was a return visit for us at the Inn. We had a wonderful stay in our... more
  • 21 June 2018
Professional photos | Traveller photos (359)
Offers & Announcements 🌼 FREE NIGHT🌼
Certificate of Excellence
Travellers' Choice™ 2018 Winner Romance
 
359 Main St, Chatham, MA 02633-2425
Show Prices
US$ 270 - US$ 601 Avg. price/night*
Ollie #1 of 9 hotels in Chatham
Traveller photos (131)
Special Offer Book Direct 🌼 Best...
Captain's House Inn (Chatham, MA)
369 Old Harbor Rd, Chatham, MA 02633-2322
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US$ 278 - US$ 492 Avg. price/night*
Ollie #2 of 9 B&Bs in Chatham
Professional photos | Traveller photos (1219)
Chatham Gables Inn (Chatham, MA)
364 Old Harbor Rd, Chatham, MA 02633-2374
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US$ 366 - US$ 536 Avg. price/night*
Ollie #3 of 9 B&Bs in Chatham
  •  NOT AS PICTURED 
  • This home is very old, and smells like it. I have bad asthma, and... more
  • 19 June 2018
Traveller photos (409)
Carriage House Inn (Chatham, MA)
407 Old Harbor Rd, Chatham, MA 02633-2322
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US$ 283 - US$ 425 Avg. price/night*
Ollie #4 of 9 B&Bs in Chatham
  •  Cape Cod Perfection!!! 
  • Beautiful renovation of historic home and carriage house! My husband and I... more
  • 19 June 2018
Traveller photos (272)
Pleasant Bay Village (Chatham, MA)
1191 Orleans Road/Route 28, Chatham, MA 02633
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US$ 181 - US$ 457 Avg. price/night*
Ollie #2 of 9 hotels in Chatham
  •  Wonderful respite  
  • Pleasant Bay is a real find! I have never been at a place so beautiful and... more
  • 20 June 2018
Professional photos | Traveller photos (746)
Offers & Announcements June B&B Special
Chatham Guest Rooms (Chatham, MA)
1409 Main St, Chatham, MA 02633-1801
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US$ 103 - US$ 246 Avg. price/night*
Ollie #5 of 9 B&Bs in Chatham
  •  Wonderful as usual 
  • Our third visit and always a charming reception and looked after by... more
  • 19 June 2018
Traveller photos (75)
The Chatham Motel (Chatham, MA)
1487 Main St, Chatham, MA 02633-2710
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US$ 146 - US$ 245 Avg. price/night*
Ollie #3 of 9 hotels in Chatham
  •  Can’t ask for more 
  • The folks that running the place are extremely nice and helpful. Gave us... more
  • 17 June 2018
Professional photos | Traveller photos (287)
Special Rate Book Direct for Best...
Hawthorne Motel (Chatham, MA)
196 Shore Rd, Chatham, MA 02633-2357
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US$ 234 - US$ 405 Avg. price/night*
Ollie #4 of 9 hotels in Chatham
  •  Room without view 
  • The room we received was spacious but it was located on the ground floor... more
  • 20 June 2018
Professional photos | Traveller photos (432)
Chatham Bars Inn (Chatham, MA)
297 Shore Road, Chatham, MA 02633-2358
No photo provided
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US$ 447 - US$ 1,509 Avg. price/night*
Ollie #5 of 9 hotels in Chatham
  •  Holiday Magic 
  • My husband and I went on a “baby moon” this past December a few weeks... more
  • 19 June 2018
Professional photos | Traveller photos (1032)
Chatham Tides (South Chatham)
394 Pleasant St, South Chatham, Chatham, MA 02659-1545
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US$ 250 - US$ 397 Avg. price/night*
Ollie #6 of 9 hotels in Chatham
  •  Spectacular View! 
  • Our very pretty room was right on the beach. The bay window and the roomy... more
  • 15 June 2018
Traveller photos (332)
70 Queen Anne Rd, Chatham, MA 02633-1831
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US$ 211 - US$ 498 Avg. price/night*
Ollie #6 of 9 B&Bs in Chatham
Professional photos | Traveller photos (109)
512 Main St, Chatham, MA 02633-2239
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US$ 260 - US$ 665 Avg. price/night*
Ollie #7 of 9 hotels in Chatham
  •  Two night stay 
  • Stayed here whilst visiting the area. Nice small hotel, clean and good... more
  • 21 June 2018
Traveller photos (52)
Chatham Seafarer Inn (Chatham, MA)
2079 Main St, Chatham, MA 02633-1020
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US$ 145 - US$ 283 Avg. price/night*
Ollie #8 of 9 hotels in Chatham
Professional photos | Traveller photos (44)
Offers & Announcements 10% off room rate
Chatham Highlander (Chatham, MA)
946 Main St, Chatham, MA 02633-1865
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US$ 161 - US$ 242 Avg. price/night*
Ollie #9 of 9 hotels in Chatham
  •  good experience 
  • very quiet and perfect location, clean and comfortable, very large, with... more
  • 8 May 2018
Professional photos | Traveller photos (76)
Surfside Inn (Chatham, MA)
25 Holway St, Chatham, MA 02633-2414
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US$ 162 - US$ 269 Avg. price/night*
Ollie #7 of 9 B&Bs in Chatham
Traveller photos (16)
Bow Roof House (Chatham, MA)
59 Queen Anne Rd, Chatham, MA 02633-1832
Ollie #8 of 9 B&Bs in Chatham
  •  Get away to Chatham 
  • We really enjoyed our stay at the Bow Roof House. Vera is delightful and... more
  • 31 August 2017
Traveller photos (24)
812 Main St, Chatham, MA 02633-1822
US$ 159 - US$ 245 Avg. price/night*
Ollie #9 of 9 B&Bs in Chatham
  •  Cape cod luxury 
  • Stopped for one night in this special place on a drive to Cape Cod. Walked... more
  • 23 October 2016
Traveller photos (5)

Additional The Chatham Wayside Inn Information

4.0 of 5 bubbles | 267 Reviews
Price range (per night): US$ 159 - US$ 245