Cape Cod Strolls and Summer Events Near Chatham Wayside Inn

There’s something special about summer in Chatham. The air smells like sea breeze and wildflowers, the streets are dotted with American flags and handmade signs, and Cape Cod’s appeal reveals itself with every stroll, shop, and scenic overlook. At the Chatham Wayside Inn, we invite you to step into this timeless experience and enjoy the gentle pleasures of summer with us.

Whether you’re visiting for a quiet getaway, reconnecting with family, or simply treating yourself to a few days of rest, Chatham offers the perfect backdrop, and The Wayside Inn is at the heart of it all.

Browse the Chatham Farmers’ Market

Held weekly during the summer months, the Chatham Farmers’ Market is a delightful outing for guests who love fresh produce, handmade crafts, and a sense of community. Just a short walk or drive from the inn, the market is a lovely way to spend a sunny afternoon. Browse local goods, chat with friendly vendors, and perhaps bring back a jar of Cape Cod jam or a fresh bouquet to brighten your room.

Take a Leisurely Stroll Through Chatham

Just outside our doors, Main Street Chatham welcomes visitors with locally owned boutiques, bookstores, and cafés. The town's walkability is one of its finest features. Many of our guests find joy in taking slow walks, people-watching, and stopping for spontaneous ice cream.

Enjoy a seat by the Chatham Bandstand on Friday evenings for traditional town concerts, complete with lawn chairs, dancing children, and nostalgic Americana tunes. It’s a picture-perfect New England experience, especially when the sun sets and the sky lights up in pink and gold.

Explore Local History and Natural Beauty

For those who appreciate Cape Cod’s maritime heritage, the Chatham Lighthouse and the nearby Marconi Maritime Center offer peaceful and educational excursions. Nature lovers can take a scenic drive to the Monomoy National Wildlife Refuge, where walking trails and lookout points offer stunning views of the shoreline and seabirds.

Prefer something indoors? The Atwood Museum, located just minutes from the inn, is a well-curated historical gem. It’s housed in a preserved 1752 home and features local artifacts, exhibits, and rotating collections.

Come Home to Cape Cod

After a day spent exploring, the Chatham Wayside Inn welcomes you back with quiet elegance and warm hospitality. Our historic inn is a serene escape, featuring thoughtful touches such as airy guest rooms, cozy common areas, and a beautifully maintained garden.

This season, we invite you to embrace summer in Chatham. Blooming flowers, sea breezes, and a full calendar of local events await. Whether you’re here for the music, the food, the history, or the peace, you’ll find it all just steps from your room at the Wayside.

Book your summer stay today and experience the best of Cape Cod.

Photo by Charles Sternaimolo