Everything You Need To Know
Have a question? Whether you're planning your next visit, curious about our amenities, or need assistance with a booking.
Even though Greyfinch Chatham Inn is currently closed for the season, summer on the Cape has a way of booking up fast. With a May 1 reopening on the horizon and savings of up to 20% for securing your preferred dates early, now’s the ideal time to start planning what your Chatham summer will look like.
If you’re dreaming of salt air, bike rides, and evenings by the water, here’s your 2026 Chatham bucket list to get started.
Catch a Game with the Chatham Anglers
Summer evenings in Chatham mean Cape League baseball. Watching the Chatham Anglers play is a quintessential local experience, complete with wooden bats, future MLB talent, and a relaxed, community atmosphere. It’s the kind of event you can pair with dinner on Main Street and a short stroll back to your inn.
Visit Chatham Lighthouse and Lighthouse Beach
No Chatham trip feels complete without a stop at Chatham Lighthouse, just five minutes away from our Chatham inn. The sweeping views of the Atlantic, rolling dunes, and ever-changing shoreline are pure Cape Cod. After taking in the view, walk down to Lighthouse Beach for a long walk along the shoreline.
Go Seal Watching on the Water
One of the most popular local summer activities in Chatham is a seal tour along the outer beach. Local excursions take you through the harbor and out toward sandbars where seals gather. It is scenic, educational, and a great way to experience the Cape from the water. Booking early helps secure spots during peak weeks in July and August.
Bike the Cape Cod Rail Trail
Greyfinch Chatham Inn offers a unique amenity for guests who want to explore the surrounding area on two wheels: Priority Bicycles are high-quality bikes available to our guests at no additional cost. Bikes are a great way to explore portions of the Cape Cod Rail Trail. This paved trail winds through forests, cranberry bogs, and classic Cape landscapes. It’s an easy way to spend a sunny morning before heading back for an afternoon swim.
Spend a Day at the Beach
Chatham has several beautiful beaches, from calm harbor-side spots to open-ocean stretches. Popular choices include Harding Beach and Ridgevale Beach, both known for wide sands and warm summer days. Plan ahead if you have favorite beaches in mind, especially during holiday weekends.
Explore Main Street Shops and Dining
Chatham’s walkable Main Street is filled with locally owned boutiques, galleries, and seafood restaurants. Spend an afternoon browsing, then settle in for fresh-caught seafood and coastal views at Wild Goose Tavern. Staying at Greyfinch makes it easy to enjoy the town without worrying about parking during busy summer evenings.
Relax Poolside Between Adventures
Of course, not every summer day needs an itinerary. One of the simplest pleasures of a Cape getaway is a quiet afternoon by the pool, a good book in hand, and nowhere else to be. With Greyfinch reopening May 1, your summer countdown has officially begun.
Start Checking Off Your Summer List
The most sought-after weekends in Chatham fill early, especially for boutique properties like Greyfinch Chatham Inn. If these bucket list moments are calling your name, now’s the time to secure your dates and take advantage of early booking savings.
Summer 2026 on Cape Cod starts with a plan. Let this be yours.