Cape Cod Weekend Guide: April & May Events You Won’t Want to Miss

Looking for the best ways to enjoy spring weekends on Cape Cod?

Whether you're a year-round resident or a second-home owner, April and May are full of charming local events, outdoor adventures, and fresh coastal experiences. From farmers markets and spring festivals to whale watching and live music, there’s something for everyone.

Here’s your ultimate weekend guide to making the most of spring on the Cape!

🧺 1. Visit a Cape Cod Farmers Market

Cape Cod farmers markets start to reopen for the season in late April and early May. These markets are not only a great way to support local vendors—they also offer fresh produce, handmade goods, baked treats, and coastal charm.

Don’t miss:

• Orleans Farmers Market (Saturdays, starting in May)
  Location: 21 Old Colony Way, Orleans
  Why go: Fresh local greens, shellfish, honey, baked goods, and live music.

• Falmouth Farmers Market (Thursdays starting May 23)
  Location: Marine Park, Falmouth Harbor
  Why go: Stunning views, artisan foods, and Cape-grown flowers.

🎡 2. Celebrate Spring at Local Cape Cod Festivals

April and May kick off festival season on Cape Cod, and there are plenty of fun, family-friendly, and foodie-focused options to choose from.

Top picks:

• Daffodil Festival – Nantucket (April 25–28, 2025)
  Just a short ferry ride from Hyannis
  This iconic New England spring festival features antique car parades, daffodil flower shows, and picnics in Sconset. It’s worth the day trip!

• Brewster in Bloom - Brewster (May 2-4, 2025)

         Cape Cod spring tradition celebrating art, community, and the beauty of the season. Enjoy a weekend of parades, artisan markets, and local charm in the heart of Brewster.

• Rhododendron Festival – Heritage Museums & Gardens, Sandwich (May 17–26, 2025)
  Wander through 100+ acres of color with thousands of blooming rhododendrons. Great for garden lovers and photographers alike.

🐋 3. Book a Whale Watching Tour

Spring marks the return of some of Cape Cod’s most famous visitors—whales! April and May are ideal for whale watching, especially along Stellwagen Bank, one of the richest feeding grounds in the world.

Top tours:

• Hyannis Whale Watcher Cruises – Barnstable Harbor

• Dolphin Fleet Whale Watch – Provincetown

You can expect to see humpbacks, finbacks, and even the occasional minke whale. Tours often book up quickly on sunny weekends, so make reservations early!

🎶 4. Enjoy Live Music and Waterfront Dining

As the weather warms, many Cape Cod restaurants and venues start offering live music, wine tastings, and al fresco dining.

Weekend favorites:

• The West End – Hyannis (live music + upscale cocktails)

• Ocean House – Dennis Port (ocean views + seasonal menu)

• Chatham Bars Inn – Chatham (brunch, spa days, and beach views)

Book early for Mother’s Day weekend, as it’s a favorite time for locals and visitors alike.

🌊 5. Get Outside: Trails, Beaches & Bike Rides

Spring weekends are perfect for exploring Cape Cod’s scenic outdoors before the summer crowds arrive. Grab your walking shoes or bike and head to:

• Cape Cod Rail Trail (Orleans to Wellfleet)

• Monomoy National Wildlife Refuge (Chatham)

• Nickerson State Park (Brewster)

✨ Your Cape Cod Spring Starts Here

Whether you're shopping for local produce, watching whales breach off the coast, or sipping rosé on a deck with a view, there’s no better time to enjoy Cape Cod than in April and May.

If you’re considering buying or selling a home on Cape Cod, spring is also one of the best seasons to make a move. At The Jorie Fleming Group, we specialize in helping clients make the most of the Cape Cod lifestyle—every season of the year.

Contact us to learn more about current listings, off-market opportunities, or a complimentary home valuation.