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Things to Do in
Chatham, MA

From Lighthouse Beach to a Rubber Duck Store

Get Out and Explore

The Village of Chatham has so much to see and do that many guests don’t wander far from downtown during their entire stay with us. Chatham’s strolling Main Street, an exclusive mile of boutique shops, art galleries, restaurants, and other seaside activities, is just steps from your door. Chatham has beautifully preserved the flavor of a small New England town, creating an ideal destination to experience the quaint feeling of old Cape Cod.

Chatham’s Best Places To Go


A stay at Chatham Wayside Inn places you within easy proximity of comfortable dining, breathtaking beaches, shopping, live music and more.



With an abundance of freshly-caught fish and seafood, Chatham is home to a full range of international dining options as well as gourmet ice cream and traditional candy shops.

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Main Street in Chatham offers almost a mile-long stretch of clothing stores and gift shops offering local designs, souvenirs and much more.

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There’s no shortage of ways to spend your days in Chatham. Rent kayaks, cruise the town on bikes or slip away for a soothing spa treatment.

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What’s a trip to the Cape without the beach? Chatham Wayside is just a short walk from the largest and most scenic, Lighthouse Beach, as well as other nearby beaches.

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What’s a trip to the Cape without trips to the beach? Lucky guests of Chatham Wayside Inn are just a short walk from the largest and most scenic, Lighthouse Beach, and you can also take a shuttle from Main Street. Nearby, we also have Harding’s, Ridgevale, Oyster Pond, and other spots for taking in the salt air and fresh breeze.

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Friday Night Band Concerts

Friday Night Band Concerts

Every Friday evening from the end of June through the end of August, Chatham Band puts on a free concert in Kate Gould Park on Main Street.

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Nearby Cape Cod Attractions

See a working pier, learn about local history, and more. In addition to our beautiful beaches and town, the Chatham area boasts several interesting attractions.

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"Google says 3 star hotel, but it definitely deserves more than that. Staff was welcoming and inviting, Great service at their restaurant (Wild Goose Tavern), perfect location and the place was very clean. I felt very comfortable staying at the Wayside during COVID, and can't wait to go back.
(I stayed back in September, 2020)"

Layla Edwards, Google

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"When I hear continental breakfast I don’t think of the outstanding breakfast they offer! Top notch breakfast, exquisite dinner, and the location is perfect! Excellent friendly housekeeping and quiet comfortable rooms! Couldn’t have been happier!"

Expedia Reviewer

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"The charm of the facility and the friendliness of the staff was amazing and we would definitely recommend this place and stay here again."

Expedia Review

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