Things to Do in Orleans, MA

Things to Do in Orleans, MA

Orleans is a quaint seaside town that sits on the outer elbow of Cape Cod. The town is famous for its beaches, which are situated on both the wild Atlantic Ocean and calmer Cape Cod Bay. Use this Cape Cod guide to find things to do in Orleans, Mass. the next time you stay at Brewster By The Sea Inn!


Orleans, Massachusetts is your classic coastal New England town with beautiful beaches and a bustling downtown filled with locally-owned boutiques and restaurants. If the weather’s nice, rent a kayak from Goose Hummock or a paddleboard from Pump House Surf Shop and enjoy a day out on the water. The Cape Cod Rail Trail runs through town and is the perfect place to go for a bike ride.

After you’ve finished up with your exercise for the day, pick up a new outfit or souvenir for your friends and family back home on Main Street in Orleans. For history buffs, the French Cable Station Museum is a must-see. The museum is the site of an Atlantic undersea telegraphic cable in the 1800s and enabled communication with Europe. At night, put your bowling skills to the test at the recently-renovated Orleans Bowling Center. Bowler beware – this alley is candlepin only (and it has amazing barbecue food and a bar)! 


With picturesque beaches, lush forests, and crystal-clear ponds, Orleans is a nature lover’s paradise. Nauset Beach is the perfect spot to enjoy a day in the waves and check out some of New England’s marine life – whales can often be spotted from shore! But, great white sharks are known to hunt for seals in the area, so heed the warnings to keep yourself safe.

If you’re looking for a quieter, less wavy option, check out the Cape Cod Bay beaches of Skaket Beach and Rock Harbor (which offers one of the best sunsets on Cape Cod).


Start your morning off right with a coffee and a pastry from The Hot Chocolate Sparrow, where you can pick up some delicious homemade chocolates and treats to bring home. After a morning at the beach, head down to Sunbird Kitchen and try an eclectic lunch that’s sure to put a smile on your face, or Viv’s Kitchen for a healthy, filling meal.

For dinner, check out Rock Harbor Grill for a creative bite to eat. If you still have room afterward, make a pit stop at Ice Cream Cafe to satisfy your sweet tooth!

Looking for a relaxing getaway? We have rooms available through the summer and fall. Browse our rooms and book your stay today!


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A pandemic escape!

Amy and her staff are incredible. The attention to detail is hands down the best. Given all that is going on in this Covid-19 world, we felt safe and comfortable. Check-in was contactless. Our room was perfect. The breakfasts were wonderful and loved the cookies in the afternoon. The icing on the cake was Sweet Pea, Amy's dog, an absolute love! Amy, thank you, we'll be back!

— TripleAMom, July, 2020


Outstanding getaway!

This was our second time staying at this lovely inn. The rooms are tastefully decorated and the grounds are both spacious and tranquil. There is even a pool which is an excellent way to cool off after a day exploring the nearby trails or bike path. The breakfasts are creative and delicious and very filling. Amy, the owner and innkeeper is wonderful. She takes great care of the property and is so welcoming to her guests. She is very gracious in helping with advice on what to do in the area and making dinner reservations. We were among her first guests as Massachusetts began to "open up" during the Covid 19 crisis. She took great care to assure that everything was done to make her guests safe and comfortable. We look forward to returning.

— Pat I., June, 2020


A very enjoyable and relaxing stay

We had another wonderful experience here at Brewster By The Sea.  Lovely walks on the Flats and enjoying the local food!  In spite of COVID, Amy & staff helped us feel SAFE and at home!

— Ross & Patricia, Delmar, NY    6/26/20


Another Memorable Weekend

Thank you for everything, Amy!  We had a wonderful getaway.  Your Inn and all of your extra touches make this place so special.  We look forward to returning soon. 

— Patti & Joe, North Readin, MA     06/14/20