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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
A recent review
4 of 5 stars reviewed 1 week ago
Paula B Boston, Massachusetts
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181 Reviews from our TripAdvisor 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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Boston, Massachusetts
Level Contributor
21 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
4 of 5 stars Reviewed 1 week ago

The Inn is lovely . It is in the center of all the little shops, and has a great bar and restaurant ! the pool is small with little tables with umbrellas, good for playing cards pool side in a shady spot. the service was great... the bed were comfortable... and the food good . The bartender was a hoot.... More 

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Summit, New Jersey
Level Contributor
27 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed 2 weeks ago

We booked this inn for a girls weekend. It was perfect. We had a room in the new section and the rooms were beautiful, large, spotless and quiet. The location is right in the heart of town and was perfect for just stepping out. The breakfast buffet was also perfect. Piles of fresh berries, and a collection of continental options.... More 

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Ho Chi Minh City, Vietnam
Level Contributor
23 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 9 helpful votes
4 of 5 stars Reviewed 4 weeks ago

I had a hard time deciding whether we should stay in the 'town' of Chatham or somewhere outside of town with a view of the water. Our budget was from $250-400 per night, so there were lots of choices. Ultimately we decided on the Wayside Inn; it looked like a solid 4* property, prices were good (paid $315 per night... More 

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Wellesley, Massachusetts, United States
Level Contributor
8 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed June 1, 2015

We found the Chatham Wayside Inn to be both charming and elegant at the same time. It's just what one would want in a Cape Cod place to stay. The location is on Main Street within easy walking distance of everything.We had contact with many people on the staff and found everyone very friendly.

Was this review helpful? Yes 1
Boston, Massachusetts
1 review
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed May 26, 2015

We have been staying at the Inn for several years and the staff are always pleasant and helpful. The rooms are very clean and have everything you need. The location is right in the center of the village which makes it convenient for shopping, dining or walking to the beach. It has always been a favorite of ours.

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1 review
2 of 5 stars Reviewed May 24, 2015

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 

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Albany, Ny
Level Contributor
24 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 13 helpful votes
5 of 5 stars Reviewed May 22, 2015

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 

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Level Contributor
6 reviews
common_n_hotel_reviews_1bd8 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 

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Boston, Massachusetts
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 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
Level Contributor
70 reviews
12 hotel reviews
common_n_hotel_reviews_1bd8 33 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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