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The winters on Cape Cod can be harsh ones, offering snow covered beaches, bone-chilling winds, and ice in places you may not think ice belongs, but we live here year-round because we know that warmer days are coming, and Memorial Day Weekend is our first harbinger of summer! Visitors may never know the snow and ice, but they flock to us on the first of the summer holidays, anxious to share in the joy of an all-American holiday in the place where it all began! It’s difficult to get more patriotic than that and when you realize there is no place on earth you want to be than Cape Cod, Pretty Picky Properties has the perfect place to enjoy your favorite holiday of the year! This guide to spending Memorial Day on Cape Cod will ensure you have plenty to do as you live in the lap of luxury!

The Rhododendron Festival, May 20- May 29, Heritage Museums & Gardens in Sandwich

Yeah, you got us. A rhododendron festival isn’t exactly a patriotic event but chances are the large and colorful blooms that do so well on the Cape have caught your eye, especially as your holiday haven might even have a bunch planted in the front and backyards! The festival is an annual event that brings us so much joy, celebrating and featuring varieties of the flowers from all over the world and because the ticket price includes access to many of the exhibits in the museum, this event will give visitors a taste of the rich history our Cape paradise has to offer.

18th Annual “Troops in Spotlight” May 28th, Cape Town Plaza, in Hyannis

Offering a chance to celebrate the reason behind the holiday, “Cape Cod Cares for our Troops” gives visitors the opportunity to thank a hero, while also exploring the solemn beauty of the Iraq/Afghanistan Memorial Wall. Enter raffles to win prizes, examine the military vehicles on display, and send a video message to troops that are deployed in the most dangerous parts of the country.

Chatham’s Memorial Day Ceremony, Memorial Day, Chatham Community Center

The ceremonies start promptly at 10 AM, and if you love a parade, this is your chance to be in one! March behind the leaders, fife and drum players, through the town of Chatham, beginning at the Chatham Community Center and ending up at the Godfrey Windmill with a dedication of the American Revolutionary War Memorial. After the ceremony, take a few moments to explore the windmill built in 1797 which will be open to the public, and learn all about the way life used to run before electricity became a wonderful part of our world!

Dennis Memorial Day Parade, Center Street, May 29th at 8:30 AM

Everyone loves a parade and this local tradition promises to charm and delight! Starting at 8:30 AM the procession will head to the Village Green on Hall Street, where a remembrance program is scheduled to begin at 10 AM.

This Way to the Beach

As you celebrate on Cape Cod with a variety of organized events, you might want to look at ways of celebrating that don’t involve time limits, including a day on the beach. Get up early, put on your new red, white, and blue swimsuit, and stake your claim on your own section of the sand! Rent one of our beachfront havens and walk a few feet with a wagon filled with gear and a cooler filled with beverages and snacks, knowing it is an easy stroll back to the comfort of our home for refills and restroom breaks. And when the sun sets over the sea, setting the sky on fire, the serenity you will have found on your day at the beach will stay with you long after you have returned to real life.

Memorial Day with Pretty Picky Properties

Of course, the best moments of your Cape Cod getaway may be the ones you spend at home with Pretty Picky Properties. Choose one of our holiday havens with a large backyard and bring the party outside, barbecuing hamburgers and hotdogs, swimming in crystal clear pools, and devouring what you grilled on patio or picnic tables with your favorite station streaming from your phone or laptop. Cheerful kitchens offer modern conveniences, providing the ideal spot to perfect your grandma’s potato salad recipe and spacious breakfast bars are where your kids can sit and watch the magic happen. When the moon bathes land and sea in an ethereal glow, retreating to the comfort of our tranquil bedrooms will ensure that every minute of every day spent with us will be ones you wish never had to end!

Celebrate in Comfort and Luxury

Reserve your favorite Pretty Picky Properties today and discover all the magic Cape Cod can bring to your Memorial Day celebration! Contact us today!

Air Conditioning (Central)
Air Conditioning (split units)
Hot Tub
Luxury Collection
Near Bike Trails
Pets Considered
Pickleball Court
Pool - heated
Private Beach Access
Rents Saturday to Saturday during peak weeks
Rents Friday to Friday during peak weeks
Tennis Court
Updated Interior
Updated Kitchen
Walk to Beach
Walk to Fresh Water Lake
Walk to Town/Village
Water View
Workspace Available
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