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The Chatham Wayside Inn

Certificate of Excellence
512 Main Street, Chatham, MA 02633
Hotel amenities
The Chatham Wayside Inn
Best prices for: 1 room 1 guest
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Ranked #7 of 9 Hotels in Chatham
Certificate of Excellence 2014
A recent review
4 of 5 stars reviewed 1 week ago
Brian L
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174 reviews from our community

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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4 of 5 stars
  • Service
    4 of 5 stars
  • Value
    3.5 of 5 stars
  • Cleanliness
    4.5 of 5 stars
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Senior Reviewer
6 reviews 6 reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed 1 week ago

Beautiful hotel. Excellent location. Friendly and helpful staff. Very good restaurant to boot on site. I spent last summer here with my extended family. We all stayed at the hotel. We were a very large group and they were very accommodating to our needs. The hotel is perfectly located in the town. Walking to the beach, restaurants, stores was easy,... More 

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Boston, Massachusetts
4 reviews 4 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed February 4, 2015

Our family spent the weekend during the Christmas Stroll. Great location, friendly service, good food! Located in the middle of downtown Chatham...park your car and you won't need it til you leave. A place great for any season!

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Westwood, New Jersey
Top Contributor
62 reviews 62 reviews
10 hotel reviews
26 helpful votes 26 helpful votes
5 of 5 stars Reviewed December 15, 2014

When I come to Chatham I usually stay at the Bradford, the Wayside's sister inn. However, upon making my reservations for Christmas Stroll Weekend, I discovered that the Bradford was shutting down. They suggested the Wayside. I have stayed there once before when I was a child and from what I remember, it was lovely. And it still is! The... More 

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Senior Contributor
44 reviews 44 reviews
21 hotel reviews
49 helpful votes 49 helpful votes
3 of 5 stars Reviewed December 14, 2014

There are a lots of things to like about the Wayside Inn, particularly it's location right on the main shopping street in Chatham. While the public spaces aren't particularly comfortable, our room was nice (large, bright, tasteful), staff was extremely helpful, and the breakfast was good. However, the undisclosed "facilities fee" negated a lot of that. So much for the... More 

Was this review helpful? Yes 4
Top Contributor
98 reviews 98 reviews
43 hotel reviews
48 helpful votes 48 helpful votes
5 of 5 stars Reviewed November 26, 2014

If you're looking for a small New England Inn then this doesn't really tick the box. It is a full blown hotel really but still very nice and in a great central location in town. We were staying in the main part of the property but there is a massive extension, bigger than the original, so if you're fussy about... More 

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Maynard, Massachusetts
13 reviews 13 reviews
6 hotel reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed November 4, 2014

Walking into our 2nd floor room in the main building it smelled like clean fresh linens, the lights were on and a soft radio was playing. It was very welcoming. We had a door off to a small deck with two chairs and a table that over looked the property. The king size bed was very comfortable and the room... More 

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Top Contributor
148 reviews 148 reviews
33 hotel reviews
104 helpful votes 104 helpful votes
5 of 5 stars Reviewed October 25, 2014

What you see in ALL the pictures is what we got. That cute white inn, we were street side, second floor, right corner unit, but odds are in high season you will not see it. I do not recall in my research seeing anywhere that the white inn part was added on to again and again, till now the cute... More 

Was this review helpful? Yes 6
New Orleans, Louisiana
Senior Contributor
23 reviews 23 reviews
23 hotel reviews
51 helpful votes 51 helpful votes
4 of 5 stars Reviewed October 21, 2014

We stayed at the Wayside Inn for a wedding we recently attended in Chatham. It was a perfect spot to explore the town of Chatham, particularly since we were preoccupied with wedding activities as opposed to solely relaxing and vacationing on the Cape. It was certainly more affordable than the Chatham Bars Inn, which is a resort atmosphere as opposed... More 

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Chatham, Massachusetts
Top Contributor
75 reviews 75 reviews
14 hotel reviews
55 helpful votes 55 helpful votes
4 of 5 stars Reviewed October 6, 2014

We stayed at the Chatham Wayside Inn for two nights in one of their higher-end rooms overlooking the park. The room had a nice gas fireplace -- very cozy. The room was clean and comfortable enough, although the decor was rather outdated. The bed could really have been better: the mattress was fairly thin and was quite hard/stiff; the head... More 

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Chapel Hill, North Carolina
Top Contributor
58 reviews 58 reviews
20 hotel reviews
43 helpful votes 43 helpful votes
4 of 5 stars Reviewed September 22, 2014

If one would stay in Chatham, and at the Wayside Inn, it is a great location for day trips to Martha's Vineyard, Nantucket, and Provincetown. The Inn itself, used by us on Tauck tour, was wonderful. Had the honeymoon suite, after 57 years of marriage, it was nice to be recognized. Our room, 214, was fantastic, except for the shower.... More 

Was this review helpful? Yes 1
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