The town of Chatham, Massachusetts, is a seaside gem full of charm and character. This historic town brings coastal beauty and a lively downtown together, creating an environment that’s the perfect spot to spend your Cape Cod vacation.
The town has a historic Main Street, where you’ll find local shops, seafood spots, and galleries filled with art inspired by the sea. You’ll also encounter beaches, lighthouses, and parks, depending on how far you want to venture.
Here’s a look at the best things to do in downtown Chatham so you can create a memorable Cape Cod vacation for you and your family.
Chatham’s Historic Main Street
Strolling down Chatham’s historic Main Street offers a mix of classic Cape Cod charm and unique local treasures. The street is lined with locally-owned shops and boutiques, each with its own character, selling Cape Cod-inspired clothing, handmade gifts, and souvenirs.
For a taste of local style, stop by Chatham Clothing Bar, where you’ll find cozy sweaters, hats, and T-shirts that make perfect souvenirs. Or visit Fisherman’s Daughter, a charming boutique with eco-friendly apparel, jewelry, and gifts that reflect the heart of Cape Cod.
Another must-visit on Main Street is Chatham Candy Manor. This classic candy shop has been crafting homemade chocolates and sweets since 1955, making it a cherished stop for locals and visitors.
You’ll find plenty of great spots to stop on Main Street, and it’ll likely take you multiple days to go through them all.
Experience Chatham’s Rich History
Chatham is full of history, and its landmarks offer a glimpse into the past. You can start with the Chatham Railroad Museum, which is in a restored 1887 railroad depot. This museum brings Chatham’s rail history to life with artifacts, photographs, and even an old caboose. It’s fun and educational, giving families the opportunity to step back in time.
A visit to the Chatham Lighthouse is another option. The lighthouse was built in 1808 and has guided sailors for over two centuries. It remains a working light to this day. Visitors love its classic white structure and sweeping views of the Atlantic, making it a favorite spot for photos.
You can dive deeper into Chatham’s heritage at the Atwood Museum. This museum offers a complete picture of the area’s past with exhibits on everything from early Cape Cod life to maritime artifacts. Highlights include the Joseph C. Lincoln Room, dedicated to the local author, and a look at local art and traditions.
Outdoor Activities and Scenic Spots
Downtown Chatham offers some stunning outdoor escapes, perfect for soaking up Cape Cod’s natural beauty.
Oyster Pond Beach is a favorite for families, thanks to its calm, shallow waters and sandy shoreline. It has plenty of shady spots and picnic tables, making it a perfect place to unwind and enjoy a peaceful day by the sea.
For a scenic stroll, take a walk along Shore Road, a historic route with classic Cape Cod homes and breathtaking coastal views. As you walk, you’ll see charming shingled houses with flower-filled gardens and sweeping views of the Atlantic Ocean.
Another must-visit is Lighthouse Beach, one of Chatham’s most picturesque locations. Its vast stretch of soft sand is ideal for walking and swimming, and the gentle waves make it a popular spot for families. You might even see some seals, as they often swim near the shore, adding an extra thrill to your visit.
Local Dining in Chatham
You’ll find some great restaurants in downtown Chatham, serving both New England classics and international flavors.
Chatham Squire is a must-visit for its lively atmosphere and menu with local favorites. It has a casual pub vibe but serves up hearty options like clam chowder, lobster rolls, and burgers, making it a hit with locals and visitors.
If you’re a sushi fan, Bluefins Sushi & Sake Bar is the go-to spot. It features fresh sushi and sashimi alongside other Japanese-inspired dishes.
Public Cafe is a charming spot in downtown Chatham with fresh salads, flavorful sandwiches, and specialty coffees. It serves Nepalese dishes, but you can also get classic Cape Cod items like the lobster roll.
Whether you’re craving a classic clam bake or a twist on a seafood staple, Chatham’s dining scene has something for everyone.
Chatham’s Art and Culture Scene
Chatham’s art and culture scene is vibrant, so you’ll find various ways to appreciate Cape Cod’s creative spirit.
You might want to start with a visit to one of the town’s many galleries, such as the Chatham Creative Arts Center. This local hub showcases works by Cape Cod artists across various mediums like paintings, sculpture, pottery, and jewelry.
A highlight of Chatham’s cultural calendar is the Chatham Band Concert, held every Friday evening in the summer at Kate Gould Park. This tradition has been around for generations, filling the park with lively music and a festive atmosphere. Locals and visitors gather with blankets and picnic baskets to enjoy the upbeat tunes and classic music.
Book Your Vacation Rental
Chatham, Massachusetts, is an ideal spot to spend your next vacation. It’s a charming community with plenty of history and a lot of activities, and as a bonus, its downtown area is incredibly walkable.
Book a Chatham vacation rental close to the action in downtown Chatham, and you won’t have to worry about driving, parking, or the other inconveniences that can bring stress to your getaway.
