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

Certificate of Excellence
512 Main Street, Chatham, MA 02633
Hotel amenities
The Chatham Wayside Inn
Best prices for your stay
Enter dates for best prices
Check In Check Out
Show Prices
Compare best prices from top travel sites
Ranked #7 of 9 Hotels in Chatham
Certificate of Excellence
A recent review
5 of 5 stars reviewed 3 days ago
PapaBarry Albany, Ny
Write a Review

176 reviews from our community

Traveler rating
    83
    44
    26
    11
    12
See reviews for
32
88
7
6
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
Traveler tips help you choose the right room.   Room tips (46)
Date | Rating
  • English first
  • French first
  • German first
  • Spanish first
  • Any
English first
  • All months
    (176)
  • Mar-May only
    (33)
  • Jun-Aug only
    (61)
  • Sep-Nov only
    (66)
  • Dec-Feb only
    (16)
All months
1 review
2 of 5 stars Reviewed yesterday NEW

We visited cape cod for a required family wedding, so we weren't in the best mood to begin with, but oh well. We literally searched all over the state of Massachusetts for a handicapped accessible room with a roll in shower. Now we know, hotels with less than 50 rooms are not required to install roll-in showers as required by... More 

Was this review helpful? Yes
Albany, Ny
Senior Contributor
24 reviews 24 reviews
10 hotel reviews
12 helpful votes 12 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

My wife and I stayed in a Grande Queen room with 2 queen beds for 3 nights. It was the perfect spot to visit Chatham. The room is laid out well and was spotlessly clean. There is a door with a private patio next to the village park. The only negatives were: There was only one chair in the room.... More 

Was this review helpful? Yes
Senior Reviewer
6 reviews 6 reviews
7 helpful votes 7 helpful votes
4 of 5 stars Reviewed March 15, 2015

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 

Was this review helpful? Yes 1
Boston, Massachusetts
Reviewer
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!

Was this review helpful? Yes 2
Westwood, New Jersey
Top Contributor
69 reviews 69 reviews
11 hotel reviews
29 helpful votes 29 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 

Was this review helpful? Yes
Minnesota
Senior Contributor
46 reviews 46 reviews
21 hotel reviews
51 helpful votes 51 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 5
England
Top Contributor
131 reviews 131 reviews
48 hotel reviews
62 helpful votes 62 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 

Was this review helpful? Yes 1
Maynard, Massachusetts
Contributor
16 reviews 16 reviews
7 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 

Was this review helpful? Yes 1
Chicago
Top Contributor
157 reviews 157 reviews
36 hotel reviews
110 helpful votes 110 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
50 helpful votes 50 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 

Was this review helpful? Yes 1
Questions? Get answers from hotel staff and past guests. Ask a question

33 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (22)
Viewed
Room/suite (2)
Viewed
Hotel & grounds (7)
Viewed
Pool/beach area (1)
Viewed
Other (12)

Management photos: Courtesy of the property manager

Viewed
All management photos (11)
Viewed
Hotel & grounds (1)
Viewed
Other (10)
Check In Check Out
Show Prices
Hotels you might also like...
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities