"Second Summer" Activities to Squeeze in Before Fall Arrives

It's September. It's still Summer. The Long Weekend Awaits!

September 01, 2023     Behind the Pines

The summer clock might be ticking, but the good news is, there's still time to enjoy what we ALL know is the best part of summer: September. AKA "Second Summer!" Around here we know how to make the most of it, so there's plenty of fun waiting for you. So, before you turn the calendar to October, get out there and embrace summer magic – without the summer crowds.

Watch a Sunrise

Days are getting shorter, which means you don't have to get up crazy-early to see the sunrise. This weekend it will be up just after 6am. It's a perfect time to make your way to your favorite vista to welcome the dawn's early light! The Pinehills provides a host of beautiful sunrise/sunset watching venues, especially from higher elevations in The Ridge neighborhoods. (Dawn's Light is well-named...) The early morning is also a great time to take in a sunrise on our beautiful local beaches. Grab your favorite coffee and take a long stroll on Plymouth's Long Beach to watch the day break.


Plan a Local Maker Shopping Spree

Years of back-to-school shopping has us itching to spend some of our hard earned cash this time of year. How about scratching that itch in a way that helps local businesses end their busy season with a bang? We have some thoughts:

Our friends from Daisies at The Pinehills, located at 1 Village Green North, have a fun-to-shop assortment of locally made items, gifts, pet goodies, jewelry, housewares, body care, accessories, kids items, penny candy, the list goes on and on.

Have a look at the calendar of events from Inebriarts. (They curate the Pop-Up Shops on The Pinehills Village Green on the last Beer Garden Sunday of each month.) They support all kinds of local small businesses and makers with fun themed events, pop-up arts markets, and farmers markets.

And, speaking of the Beer Garden, remember our first season of the Mayflower Beer Garden at The Pinehills in 2019? Made it Plymouth set up a local artisan pop-up shop in the second (then pink) container on the Village Green. Our friends have TWO brick-and-mortar locations: on the Plymouth Waterfront, with a wonderful collection of hand-made, and on Commercial Street in the artist mecca that is Provincetown, MA. Both are worth a visit!

Explore a New Hiking Trail

There are over ten miles of trails located at The Pinehills? Take a look at our trail map and start planning your day. Even better, Pinehills resident (and hiking enthusiast) Frank Werny has written the book(s) on hiking in The Pinehills and Plymouth! (Available at Book Love online or at their pop-up shop on The Pinehills Village Green.)


Enjoy an Uncrowded Beach Day

There’s nothing quite like a post-Labor Day beach day. (Especially on a weekday!) The crowds are gone, and well, the crowds are gone. The South Shore and Cape Cod have an incredible assortment of beautiful beaches, and in many cases, after the holiday there is no one manning parking booths. (Check ahead!) We do love Plymouth Long Beach but here is a nice list of nearby beaches to explore this Second Summer.


Read a Book

Now’s your chance to dive into that captivating book you’ve been wanting to read but just haven't had the time. When was the last time you visited the Plymouth Public Library? Besides books they have an awesome calendar of events with activities for all ages. And for new and gently used books, our friends at the Book Love Pop-Up Shop, located in the red container on The Pinehills Village Green, have a great assortment, and even better suggestions, to guarantee you'll find your next favorite read.


Dine Al Fresco

For food enthusiasts, Plymouth is a gem. We think dining out, outside, makes a great gastro-scavenger hunt to undertake this month as summer comes to a close. And all the fabulous waterfront spots will have more and more elbow room as the days pass. (Eastbay Grille is a favorite, and be sure to hit The Cabby Shack while you can still dine under the sun!) It goes without saying, we are partial to the al fresco drinking and dining spots right here in The Pinehills at The Blueberry Muffin, Eastbay Grille at Pinehills Golf Club, The Garden Bar and Bistro's terrace at Mirbeau Inn & Spa, Mamma Mia's patio, the Mayflower Beer Garden, and the bucolically beautiful patio and outdoor bar at Rye Tavern.

Explore Local History

When was the last time you explored life in 17th century Plymouth with a visit to Plimouth Patuxet? It's a great day out. (And if you've never enjoyed a Thanksgiving feast with them, here's your reminder to BOOK EARLY!)

While you’re in search of history, The Pinehills is home to several historic sites including Old Sandwich Road, the Rye Tavern (formerly the Cornish Inn,) and Plymouth’s “other” rock, Sacrifice Rock or Manittoo Asseinah.




Take a Golf Lesson

There are plenty of perfect golf days left in 2023, and next summer will be here before you know it. Now is a great time to improve your golf game at the Pinehills Golf Academy. Whether you need a quick tune-up, a series of lessons, or a playing lesson, their PGA professionals will help you elevate your game.

Take a Tour

It's the perfect time of year to play tourist in America's Hometown. Our friends at See Plymouth have great suggestions for all kinds of tours: drinking and dining, historic tours, mobile self-guided walking tours, even ghost tours!

Welcome Center

The Summerhouse

33 Summerhouse Drive   •   Plymouth, MA 02360
Open by appointment Wednesday–Sunday, 10am–4pm
888.209.8880

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