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Chatham Highlander

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Map of Chatham Highlander

Hotels (10)

B&Bs / Inns (9)

Specialty Lodging (4)

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The Old Harbor Inn (Chatham, MA) 3.5 of 5
22 Old Harbor Road, Chatham, MA 02633
The Old Harbor Inn Slideshow
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$235 - $432 Avg. price/night*
Ollie #1 of 9 B&Bs / Inns in Chatham
Professional photos | Traveler photos (100)
Special Offer 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
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$212 - $388 Avg. price/night*
Ollie #2 of 9 B&Bs / Inns in Chatham
Professional photos | Traveler photos (326)
Offers & Announcements Inn Love Package
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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$197 - $518 Avg. price/night*
Ollie #3 of 9 B&Bs / Inns in Chatham
  •  Never Disappoints! 
  • We have been coming to The Captain's House Inn in Chatham, MA for years... more
  • August 28, 2015
Professional photos | Traveler photos (1131)
Special Offer Complimentary bottle of...
Carriage House Inn (Chatham, MA)
407 Old Harbor Rd, Chatham, MA 02633
Carriage House Inn Slideshow
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$196 - $367 Avg. price/night*
Ollie #4 of 9 B&Bs / Inns in Chatham
Traveler photos (145)
Special Deal Free breakfast with...
359 Main Street, Chatham, MA 02633
Chatham Inn At 359 Main Slideshow
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$207 - $388 Avg. price/night*
Ollie #1 of 10 hotels in Chatham
Traveler photos (23)
Offers & Announcements Book Direct - Best Rates
Chatham Guest Rooms (Chatham, MA) 3.5 of 5
1409 Main Street, Chatham, MA 02633
Chatham Guest Rooms Slideshow
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$97 - $245 Avg. price/night*
Ollie #5 of 9 B&Bs / Inns in Chatham
  •  Great Lodging  
  • Fantastic place, which seemed like a real home from home. We spent a week... more
  • August 23, 2015
Traveler photos (52)
Pleasant Bay Village (Chatham, MA) 3.0 of 5
1191 Orleans Road/Route 28, Chatham, MA 02633
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$173 - $434 Avg. price/night*
Ollie #2 of 10 hotels in Chatham
Professional photos | Traveler photos (159)
Offers & Announcements 20% off room rate
The Chatham Motel (Chatham, MA) 2.0 of 5
1487 Main Street, Chatham, MA 02633
The Chatham Motel Slideshow
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$114 - $225 Avg. price/night*
Ollie #3 of 10 hotels in Chatham
  •  A skeptic converted 
  • I have to admit, I'm a bit of a snob about hotels due to the fact that my... more
  • August 30, 2015
Professional photos | Traveler photos (280)
Hawthorne Motel (Chatham, MA) 2.0 of 5
196 Shore Rd., Chatham, MA 02633
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$222 - $362 Avg. price/night*
Ollie #4 of 10 hotels in Chatham
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297 Shore Road, Chatham, MA 02633
Chatham Bars Inn Resort and Spa Slideshow
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$404 - $1,442 Avg. price/night*
Ollie #5 of 10 hotels in Chatham
  •  Not a Four Star Resort 
  • Where to begin? The resort is set in beautiful surroundings and the food... more
  • August 30, 2015
Professional photos | Traveler photos (838)
26 Cross Street, Chatham, MA 02633
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$115 - $245 Avg. price/night*
Ollie #6 of 10 hotels in Chatham
  •  Such a shame 
  • Why oh why has the Bradford closed? We had the good fortune to stay here a... more
  • July 14, 2015
Traveler photos (57)
394 Pleasant Street, PO Box 215, South Chatham, Chatham, MA 02659
Chatham Tides Waterfront Lodging Slideshow
$200 - $425 Avg. price/night*
Ollie #7 of 10 hotels in Chatham
  •  What a hidden gem! 
  • my wife & I stayed at the Chatham Tides Inn for our 29th wedding... more
  • August 17, 2015
Traveler photos (345)
Chatham Seafarer Inn (Chatham, MA) 3.0 of 5
2079 Main Street, Chatham, MA 02633
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$158 - $245 Avg. price/night*
Ollie #8 of 10 hotels in Chatham
  •  Great Experience 
  • My friends and I had some trouble with our original hotel and we found the... more
  • August 30, 2015
Professional photos | Traveler photos (14)
Offers & Announcements 10% off room rate
512 Main Street, Chatham, MA 02633
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$251 - $640 Avg. price/night*
Ollie #9 of 10 hotels in Chatham
  •  sunny summer get away 
  • The Inn is lovely . It is in the center of all the little shops, and has a... more
  • June 25, 2015
Traveler photos (34)
70 Queen Anne Road, Chatham, MA 02633
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$212 - $500 Avg. price/night*
Ollie #6 of 9 B&Bs / Inns in Chatham
Professional photos | Traveler photos (60)
Chatham Highlander (Chatham, MA) 2.0 of 5
946 Main St., Chatham, MA 02633
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$132 - $213 Avg. price/night*
Ollie #10 of 10 hotels in Chatham
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Bow Roof House (Chatham, MA)
59 Queen Anne Road, Chatham, MA 02633
Ollie #7 of 9 B&Bs / Inns in Chatham
Traveler photos (15)
812 Main St, Chatham, MA 02633
$159 - $245 Avg. price/night*
Ollie #8 of 9 B&Bs / Inns in Chatham
Traveler photos (5)
Surfside Motor Inn (Chatham, MA)
25 Holway Street, Chatham, MA 02633
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$152 - $202 Avg. price/night*
Ollie #9 of 9 B&Bs / Inns in Chatham
  •  GIRLFRIENDS GET-A-WAY 
  • I have stayed at this resort many times because of the location as you... more
  • August 15, 2015
Professional photos | Traveler photos (5)

Additional Chatham Highlander Information

4.0 of 5 stars | 64 Reviews
Price range (per night): $152 - $202