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.

The Chatham Wayside Inn

Refine search

19 of 23

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 The Chatham Wayside Inn

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
CHECK RATES!
USD 189 - 403 Avg. price/night*
Ollie #1 of 10 B&Bs in Chatham
Professional photos | Traveller photos (79)
Offers & Announcements Buy 2 Get 1 FREE
Chatham Gables Inn (Chatham, MA) 4.0 of 5
364 Old Harbor Road, Chatham, MA 02633
Chatham Gables Inn Slideshow
CHECK RATES!
USD 244 - 458 Avg. price/night*
Ollie #2 of 10 B&Bs in Chatham
Professional photos | Traveller photos (230)
Special Rate CALL INN FOR BEST RATES
Captain's House Inn (Chatham, MA) 4.0 of 5
369 Old Harbor Road, Chatham, MA 02633
Captain's House Inn Slideshow
CHECK RATES!
USD 201 - 464 Avg. price/night*
Ollie #3 of 10 B&Bs in Chatham
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
  •  Personal treatment 
  • My husband and I recently spent a wonderful relaxing weekend at the... more
  • 17 September 2014
Traveller photos (131)
Chatham Guest Rooms (Chatham, MA)
1409 Main Street, Chatham, MA 02633
Chatham Guest Rooms Slideshow
CHECK RATES!
USD 96 - 152 Avg. price/night*
Ollie #5 of 10 B&Bs in Chatham
  •  Perfect visit 
  • We stayed 3 nights and it could not have been more pleasant. The room was... more
  • 17 September 2014
Professional photos | Traveller photos (50)
Pleasant Bay Village (Chatham, MA)
1191 Orleans Road/Route 28, Chatham, MA 02633
Pleasant Bay Village Slideshow
CHECK RATES!
USD 161 - 282 Avg. price/night*
Ollie #1 of 9 hotels in Chatham
  •  Great vacation! 
  • This was our first time staying here. We traveled with our 3 yr old and 3... more
  • 17 September 2014
Professional photos | Traveller photos (122)
Offers & Announcements September B&B Special
The Chatham Motel (Chatham, MA) 2.0 of 5
1487 Main Street, Chatham, MA 02633
The Chatham Motel Slideshow
CHECK RATES!
USD 109 - 164 Avg. price/night*
Ollie #2 of 9 hotels in Chatham
  •  Lovely Motel 
  • This is a quiet, lovely motel about a mile or 2 from the center of town... more
  • 16 September 2014
Professional photos | Traveller photos (27)
Hawthorne Motel (Chatham, MA)
196 Shore Rd., Chatham, MA 02633
CHECK RATES!
USD 223 - 268 Avg. price/night*
Ollie #3 of 9 hotels in Chatham
  •  Quaint town and motel  
  • My sister and I stayed at Hawthorne Motel for 2 nights in mid Sept. I have... more
  • 16 September 2014
Professional photos | Traveller photos (81)
297 Shore Road, Chatham, MA 02633
Chatham Bars Inn Resort and Spa Slideshow
CHECK RATES!
USD 378 - 1,204 Avg. price/night*
Ollie #4 of 9 hotels in Chatham
Professional photos | Traveller photos (755)
Special Rate Fall Savings
394 Pleasant Street, PO Box 215, South Chatham, Chatham, MA 02659
Chatham Tides Waterfront Lodging Slideshow
USD 200 - 425 Avg. price/night*
Ollie #5 of 9 hotels in Chatham
Traveller photos (18)
26 Cross Street, Chatham, MA 02633
CHECK RATES!
USD 250 - 350 Avg. price/night*
Ollie #6 of 9 hotels in Chatham
Professional photos | Traveller photos (56)
512 Main Street, Chatham, MA 02633
CHECK RATES!
USD 172 - 392 Avg. price/night*
Ollie #7 of 9 hotels in Chatham
  •  Beautiful room! 
  • Room was beautiful, bright and clean. Inn is lovely and located on Main... more
  • 14 September 2014
Professional photos | Traveller photos (30)
Chatham Highlander (Chatham, MA)
946 Main St., Chatham, MA 02633
Chatham Highlander Slideshow
CHECK RATES!
USD 107 - 179 Avg. price/night*
Ollie #8 of 9 hotels in Chatham
  •  Clean and comfortable 
  • Stayed here for the third year in a row and again had a great stay. The... more
  • 3 September 2014
Professional photos | Traveller photos (23)
70 Queen Anne Road, Chatham, MA 02633
CHECK RATES!
USD 201 - 333 Avg. price/night*
Ollie #6 of 10 B&Bs in Chatham
Professional photos | Traveller photos (46)
Chatham Seafarer (Chatham, MA)
2079 Main Street, Chatham, MA 02633-1020
Chatham Seafarer Slideshow
CHECK RATES!
USD 123 - 213 Avg. price/night*
Ollie #9 of 9 hotels in Chatham
Professional photos | Traveller photos (23)
Offers & Announcements 2nd Night Free
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
  •  Wonderful Cape Cod B&B 
  • The Cranberry Inn is in a perfect location in Chatham and the price is... more
  • 3 September 2014
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 | 164 Reviews