Your go-to guide for local happenings, family fun, food, festivals, and more!
May 26th - May 31st 2026
💪 Senior Health and Fitness Fair 🌿
🌟 Celebrate National Senior Health & Fitness Day with the Wolfeboro Parks and Recreation! 🌟
Join the community for a fun and informative day focused on health, wellness, and resources for seniors in the Wolfeboro area. Explore the Health Fair, connect with local organizations, and discover valuable services designed to support active and healthy living. 😊
📅 Wednesday, May 27
🕙 10:00am–1:00pm
📍 Pop Whalen Ice & Arts Center
390 Pine Hill Rd., Wolfeboro, NH
✨ No pre-registration required — just come by and enjoy a day of connections, learning, and community!
For More information ⟶ https://www.facebook.com/share/188AxoCLer/
🥾🌲 Guided Hike at Castle in the Clouds
Explore the beauty, history, and hidden stories of Castle in the Clouds on a guided hike through some of the property’s most popular trails!
Join experienced volunteer guides for an easy-to-moderate outdoor adventure featuring waterfalls, scenic viewpoints, historic cellar holes, and fascinating insights into the nature and geology that make this area so special. 🌿✨
📅 Thursday, May 28
🕙 10:00am–12:00pm
📍 Castle in the Clouds
Choose from unique guided experiences including:
💧 The Brook Walk featuring seven waterfalls along Shannon Brook
🏡 The Settlement Loop exploring early homesteader cellar holes
🌄 Oak Ridge with sweeping views and local wildlife highlights
Be sure to wear appropriate footwear and dress for the weather. Sunscreen and bug spray are recommended.
☀️ A perfect way to spend a spring morning in the Lakes Region!
For More Information ⟶ https://www.castleintheclouds.org/calendar-of-events/category/guided-hikes/
🥕🌻 Wolfeboro Area Farmers Market
Fresh produce, local goods, handmade finds & small-town charm — the Wolfeboro Area Farmers Market is back for the season!
Spend your morning exploring one of the Lakes Region’s favorite community markets featuring local farmers, bakers, artisans, and makers from around New Hampshire. 🍓🧺
From farm-fresh vegetables and flowers to baked goods, specialty foods, crafts, and more, there’s something for everyone to enjoy while supporting local businesses and growers. ☀️
📍 The Nick Recreation Center, Wolfeboro, NH
📅 May 28th and every Thursday Until Oct. 8th
🕙 11:30am – 2:30pm
🛍️ Shop local • Eat fresh • Support small
Perfect for a summer morning in the Lakes Region! 🌿✨
For More Information ⟶ https://www.wolfeborofarmersmarket.com
🎶☀️ Kick off to Concert Season at Bank of NH Pavillion
Summer concert season is officially kicking off at the legendary Bank of New Hampshire Pavilion!
Country superstar Luke Bryan is bringing the Word On The Street Tour to the Lakes Region for TWO nights alongside RaeLynn, Karley Scott Collins, and Zach John King. 🤠🎤
📅 May 29 & May 30
🕖 7:00pm
📍 Bank of New Hampshire Pavilion
A staple of summer in the Lakes Region, the Pavilion has earned Outdoor Venue of the Year from the Academy of Country Music twice — and if you’ve ever been to a show there, you know why. 🌄🎸
Get ready for unforgettable nights of live music under the stars and check out the full summer concert lineup here: Bank of NH Pavilion Concert Lineup
🎶❤️ JTG Music Memorial Extravaganza in Meredith
Save the date for the 27th JTG Music Memorial Extravaganza at Giuseppe’s Pizzeria & Ristorante!
This feel-good music scholarship fundraiser brings the community together for a day filled with live music, great energy, and an incredible cause. 🎸✨
📅 Sunday May 31st
🕖 Noon - 10:00pm
📍 Meredith, NH
Gather your friends, enjoy the music, and help support future musicians through this special annual event. 🎵
For More Information ⟶ https://www.facebook.com/share/1MwKhpKRKf/
There’s no shortage of ways to get out and enjoy the Lakes Region this week. We hope this guide helps you make the most of it while supporting the amazing local businesses and events that make our community so special.
