Two vintage bicycles with wicker baskets stand in tall grass near sandy dunes under a clear sky.

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

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

A bicycle with brown handlebars and rims is parked in front of purple hydrangeas, with a white house and trees in the background.

Cruise Chatham

Enjoy the Inn’s complimentary Priority Bicycles available for your use to cruise around Chatham and take in the sights and sounds of Cape Cod! Swing by the front desk for more information.

Follow the signs in a five-mile ‘loop’ from Chatham Fish Pier or any town parking lot to see Chatham Light, boatyards and harbors.

Bike Paths in Cape Cod

The image shows a serene harbor at dusk with several boats docked at piers, and quaint wooden buildings in the background. The water is calm and reflects.

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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Two people are kayaking on a calm lake with trees in the background, enjoying the outdoor activity and smiling as they paddle.

Activities

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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A sandy path leads to a beach, bordered by wooden fences and grassy dunes, with a clear blue sky scattered with fluffy white clouds.

Beaches

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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A white lighthouse stands beside a white building with a red roof under a clear blue sky, surrounded by grass and sparse trees.

Lighthouses

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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A family enjoys an evening outdoors. A father carries a child on his shoulders while pointing, and the mother looks up, smiling, at the same direction.

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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This image shows a charming street with various small shops, adorned with flower pots and brightly colored awnings, creating a quaint and inviting scene.

Shopping

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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Answers You Need

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