Pretty Picky Properties Blog

October is one of the best times to visit Cape Cod, thanks to two of the region’s most popular celebrations. The Outermost Roots & Blues Festival kicks things off on October 11–12, 2025, followed by the 25th annual Wellfleet OysterFest on October 18–19, 2025. Together these festivals showcase the heart of the Cape with incredible food, live music, and community spirit that draw visitors from across the country. If you...

Cape Cod in August is the definition of summer done right. The air is warm but breezy, the water is inviting, and the entire region buzzes with things to do, see, and experience. Locals know this is one of the best months to enjoy the Cape, not just for the weather but for the full calendar of festivals, food, music, and culture that make this stretch of New England feel...

Cape Cod comes alive in July with celebrations that feel both grand and intimate. Whether you are drawn to fireworks over the water, garden tours, or small-town festivals, you will find something to love this month. Here are some of the best events on Cape Cod to experience during your getaway in July 2025. Book a Rental Today! Hydrangea Festival at Heritage Museums and Gardens Cape Cod is famous for...

There will be a lot of things to do during your vacation on Cape Cod, and because we at Pretty Picky Properties believe you can never have enough fun, we thought today would be a good time to talk about the different summer events that take place here every year. From arts festivals to holiday celebrations, these events add an extra shine to your getaway, and as an added bonus,...

Welcome to Cape Cod, where the charm of New England meets the beauty of the Atlantic coast. June is the perfect time to visit this picturesque destination, with plenty of events and activities to enjoy. From scenic lighthouses to sandy beaches, there is something for everyone on Cape Cod in June. Father’s Day Celebration On Sunday, June 16th, honor dad with a special Father’s Day celebration on Cape Cod. Treat...

Get ready to make the most of your summer on Cape Cod, MA as we explore the top events that will make your visit unforgettable. From Memorial Day to Labor Day, Cape Cod offers a diverse range of activities and experiences for all to enjoy. Whether you’re soaking up the sun on the beach, exploring charming towns, or indulging in delicious seafood, there’s something for everyone. As the summer unfolds,...

Summer is when Cape Cod comes to life and if you are like thousands of other travelers you are in the process of making your way to our sandy shores for an all-American vacation adventure you never want to forget. The first step to a perfect vacation, is of course, choosing the perfect vacation home. Since you are on this page it already looks as if you have found the...

Oh, how we look forward to spring every year on Cape Cod. The winters can be brutally beautiful, with short days, long nights, and snow-covered beaches that really must be seen to be believed, and then one day it happens (just not always according to the season schedule.) We awaken to the sound of snow melting, steadily dripping from the rooftops and notice large patches of earth appearing in our...