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Plan Memorial Day Weekend on the Cape & Islands

Becky Fischer | Updated 5/14/2025

Memorial Day Weekend is pretty exciting on the Cape. All the businesses are open and ready. The dune grass is green and beautiful. The hydrangeas are close to blooming. Here is a list of some of the many special events and vacation rental homes with Memorial Day Weekend availability!

Memorial Day Weekend Events

Annual Figawi Regatta, Hyannis - May 23 - 26

Rhododendron Festival, Heritage Museum, Sandwich - May 16 - May 26

Hyannis HyArts Artist Shanties, Hyannis - 2025 Season starts May 23

Sandwich Arts & Crafts Show, Sandwich - May 24

Memorial Day Weekend Vacation Rentals

1) Charming Restored Cottage: The Summer House in East Orleans

Charming Restored Cottage: The Summer House in East Orleans
(Charming Restored Cottage: The Summer House in East Orleans )

2) Charming Coastal Cottage 3 minute walk to Beach

Charming Coastal Cottage 3 minute walk to Beach
(Charming Coastal Cottage 3 minute walk to Beach )

3) Stunning Oceanfront Cape Home - Truly a Beach House

4) Spacious Home on a cul-de-sac - Close to Craigville Beach

5) The Surf Shack/Cozy Cottage in Ideal Location/Shops & Biking

6) The Tide Watch! Pool, Hot Tub, Game Room, Beach Nearby

About Becky Fischer

About Becky Fischer: I've worked for WeNeedaVacation since 2003, providing photography, video, and consultation services to vacation rental homeowners. Over the years, I've photographed more than 700 homes across the Cape and Islands. My husband and I moved to Brewster with our three children in 2006. I grew up outside Boston, spent childhood summers on Nantucket, and was married in Orleans. Some of my favorite things about Cape life include walking the CCRT, taking deep breaths at the beach, discovering new coffee shops, and supporting our schools and community events.