Answers You Need
Have a question? Whether you're planning your next visit, curious about our amenities, or need assistance with a booking.
Visit FAQs page
Summer in Chatham, Massachusetts is the definition of classic Cape Cod—sun-soaked beaches, charming Main Street strolls, fresh seafood, and unforgettable coastal experiences. Whether you're planning a weekend getaway or a longer New England escape, Chatham offers the perfect balance of relaxation and activity.
Located in the heart of it all, Chatham Wayside Inn puts you steps from the best things to do in Chatham, MA, making it the ideal home base for your summer adventure.
1. Relax at Chatham’s Iconic Beaches
No summer visit to Cape Cod is complete without time on the beach. Chatham is home to some of the most scenic shoreline in Massachusetts.
- Lighthouse Beach – A must-visit for sweeping ocean views and iconic photo ops
- Harding’s Beach – Perfect for families with calm waters and soft sand
- Ridgevale Beach – Ideal for warm-water swimming and tidal flats
Spend your day soaking up the sun, swimming, or enjoying a classic Cape Cod beach picnic.
Learn More About Chatham's Beaches
2. Explore Main Street Chatham
One of the most walkable and charming downtowns on Cape Cod, Main Street is lined with:
- Local boutiques and specialty shops
- Art galleries featuring regional artists
- Ice cream spots and cafés perfect for a mid-day break
Staying at Chatham Wayside Inn means you’re just steps from this vibrant hub—no driving required.
3. Visit the Chatham Lighthouse & Fish Pier
A true Chatham landmark, the Chatham Lighthouse offers breathtaking coastal views and a glimpse into the town’s maritime history.
Nearby, the Chatham Fish Pier is one of the best places to watch local fishermen unload their daily catch—and if you’re lucky, spot seals swimming nearby.
4. Take a Seal Cruise or Harbor Tour
Get out on the water for one of the most memorable things to do in Chatham during the summer. Local charters offer:
- Seal watching tours
- Sunset cruises
- Private boat charters
These experiences provide a unique perspective of Cape Cod’s coastline and wildlife.
5. Bike the Cape Cod Rail Trail
Perfect for all ages, the Cape Cod Rail Trail is a scenic, paved path that stretches through forests, marshes, and charming towns.
Rent a bike locally and enjoy a leisurely ride with plenty of spots to stop along the way.
6. Attend Summer Events & Festivals in Chatham
Summer brings a full calendar of events that capture the spirit of Cape Cod:
- Chatham Band Concerts (Friday nights at Kate Gould Park)
- Chatham Fourth of July Parade & Fireworks
- Chatham Farmers Market (weekly local vendors and fresh produce)
- Art in the Park showcasing local artists
These events are perfect for immersing yourself in the local culture.
7. Enjoy Fresh Seafood & Local Dining
Chatham is a destination for food lovers, especially in the summer when seafood is at its peak.
Don’t miss dining at Wild Goose Tavern, located at Chatham Wayside Inn, where seasonal menus, craft cocktails, and a relaxed coastal atmosphere come together.
From lobster rolls to fresh oysters, every meal is a taste of Cape Cod.
8. Take a Day Trip Around Cape Cod
Chatham’s central location makes it easy to explore nearby destinations:
- Harwich Port – Quaint harbor village with great dining
- Orleans – Access to the National Seashore
- Provincetown – Art scene, whale watching, and vibrant culture
A scenic drive along Route 6A is a must for classic Cape Cod views.
Where to Stay in Chatham This Summer
For a truly seamless Cape Cod experience, stay at Chatham Wayside Inn. With its prime Main Street location, comfortable accommodations, and on-site dining at Wild Goose Tavern, the inn offers everything you need for a memorable summer getaway.
Wake up and walk to shops, beaches, and events—no planning required, just pure Cape Cod charm.
Explore Offers & Book Your Stay
Start Planning Your Summer Escape to Chatham
From beach days and bike rides to fresh seafood and live music, there’s no shortage of things to do in Chatham, MA this summer. Whether you're visiting for the first time or returning for another season, Chatham delivers an unforgettable coastal experience.
Book early to secure your preferred dates and make the most of summer on Cape Cod.
