Top Things To Do on Cape Cod:

We are happy to assist you with plans and arrangements for your Cape Cod vacation! Whether you enjoy spending time at the beach, visiting art galleries and antique shops, fishing, hiking, biking, shopping, golfing, theater, music, historical exploration…  All this can be found within a short drive from Brewster by the Sea Inn!  Our central location is ideal to see all that the Cape has to offer.  

Several popular destinations are listed below.  When you arrive, you’ll find a copy of “The Cape Cod Explorer’s Guide” in your room.  Use it during your stay as a handy planning resource.

Bike and Nature Trails

Following the Old Country Railroad Tracks for 26 miles from Dennis to Wellfleet (including Brewster), the Cape Cod Rail Trail is a well-maintained asphalt bikeway that is easy to ride. While there are many places to rent bicycles in the area, we recommend Rail Trail Bike & Kayak (508-896-8200) on 302 Underpass Road. You can also park your car here to use the trail without renting & visit the fabulous Eat Cake 4 Breakfast bakery for a rewarding treat after your ride. If you bring your own bikes from home, they can be stored in our garage for safety. See Cape Cod Bike Guide and Cape Cod Bike Book for details about Cape Cod bicycle routes.

There are a large number of hiking trails and nature preserves on Cape Cod, but our favorites include the Audubon Nature Preserve, Fort Hill Trails and Punkhorn Trails. Nearby, The Cape Cod Natural History Museum is home to nature trails through a salt marsh and boardwalk, ending at a secluded beach.

Nickerson State Park – located just 10 minutes from the inn, there are many trails both paved and dirt to explore and ponds to visit! Nickerson is a great choice year-round.

Cape Cod National Seashore Park – Extending along almost the entire outer coast of Cape Cod, the National Seashore is a state treasure.

More information from National Park Service

Theatre and Playhouses on Cape Cod

There are many renowned playhouses in the Cape Cod area. Dennis is home to the oldest: Cape Playhouse, where stars like Jessica Tandy, Julie Harris, Helen Hayes, Henry Fonda, Bette Davis, Humphrey Bogart and Gregory Peck spent time on the stage. Talk about a big playbill!

Brewster is also home to the Cape Rep Theatre which offers a wide variety of plays and musicals, from classical to contemporary. Cape Rep Theatre also has two outdoor stages seasonally (during summer months).

Cape Cod Melody Tent – Best comedy, music and family shows.

Our theatre expert from New York City also recommends The Wellfleet Harbor Actors Theatre.

Cape Cod Restaurants and Dining

From clam shacks, to ice cream, to fine dining to celebrate a special occasion, Brewster, MA and our surrounding communities offer visitors a wonderful selection of dining experiences. Check out our top restaurant recommendations (pdf).

Nantucket and Martha’s Vineyard Excursions

These two islands are popular day-trip destinations via ferry. Take your bicycle along to casually explore the islands! Seasonal ferries run from Harwich Port to Nantucket via Freedom Cruise Line, Inc. Year-round ferries run from Hyannis to Nantucket, and seasonally to Martha’s Vineyard, via HyLine Cruises. The Steamship Authority has year-round service to Martha’s Vineyard from Woods Hole.


Popular destinations for our guests, there are over 30 antique stores within eight miles of the inn. Auction houses, flea markets, thrift stores and specialty shops can also be found in the immediate area.

Cape Cod Golf Courses

Cape Cod and its islands boasts about 50 golf courses, and some even stay open year-round! The world-renowned Captains Golf Course is located close to the inn, with its 36 holes of relaxing golf amid beautiful pine trees. 

Golf Cape Cod: Find any and all golf courses on the Cape.

Sailing & Whale Watching Cape Cod Style

Captain Bob Rice operates Cape Sail out of Brewster and Harwich Harbors. He offers custom sailing lessons and multi-day sailing schools, custom charters and sunset/moonlight cruises from late May to October.

Whale-watching voyages are popular activities on Cape Cod, due to the large number of whales that both pass by the Cape, and that take up temporary residence in Cape Cod Bay. You can also see seals in Chatham during the right season. See Dolphin Fleet of Provincetown, Princess Monterey Whale Watching, and Hyannis Whale Watch for cruises.

Cape Cod Baseball League

Minor league baseball is a favorite pastime of locals and visitors alike. Join the Brewster White Caps in the quest for victory. The Cape Cod Baseball League links you to team game schedules.

National Seashore & Cape Cod Bay Beaches

Cape Cod’s outer coast is home to Cape Cod National Seashore beaches with their long expanses of dunes between Chatham to Provincetown. See why Henry David Thoreau took so much inspiration from their beauty!

Bayside beaches are also popular destinations, and Paines Creek Beach is just up the road from the inn. We like to say that Paines Creek has the most beautiful sunsets on Cape Cod!

Cape Cod Beaches: A good guide to find the perfect beach sunbathing and fun.

Lighthouse Map & Tour: Everywhere you look, there are lighthouses on Cape Cod. In fact, we have more than any other county in the United States!

Other Cape Cod Activities

Cape Cod Potato Chip Factory: Love kettle-cooked chips? This factory has made them for over 20 years!

Cape Cod Baseball

John F. Kennedy Museum: Multimedia exhibit in Hyannis featuring JFK and his time on Cape Cod.

Heritage Plantation: – Beautiful gardens, a museum, an antique car collection and a windmill can be found here.

Plimoth Plantation: We all know the story of the first settlers – now discover the truth and the site in Plymouth, MA.

Woods Hole Oceanographic Institute: Love the ocean? Then visit Cape Cod’s world-renowned Institute for oceanographic research in Woods Hole, MA.

Explore Cape Cod Massachusetts – if you’re feeling adventurous, this website is just for you! Come explore Cape Cod’s natural treasures.

Cape Cod Central Railroad – Scenic railroad tours and a Dinner Train.

Geologic History of Cape Cod – Learn about our sandy peninsula built mostly during the Ice Age.