Aerial view of a Massachusetts town in autumn

Things to do in Pepperell MA  

Passing through Pepperell, Massachusetts? If so, you may want to slow down and stick around for a while. Pepperell is well-regarded for its historic charm and natural beauty, and the close-knit community makes you feel like you’re always right at home. Plus, there is never a shortage of things to do and see in this small town. Check out this collection of the best things to do in Pepperell MA.

Top Things to Do in Pepperell MA

1. Go in search of thrift-store treasures and antiques

Pepperell is an interesting place with a lot of history and a lot of eclectic, quirky little shops. If your idea of a well-spent day involves shopping for unique finds, spend a few hours exploring the local thrift shops and antique stores. Quite a few are scattered in and around Pepperell, such as The Friday Barn Consignment Shop, HOME at the Cooperage, and the Covered Bridge Country Store.

2. Look for local events and festivals

Much as you would expect from a charming small town, Pepperell is the place to find some of the best festivals and community-hosted events. Before your trip here, take the time to see what’s on the agenda on the local community schedule pages. A few popular events and festivals include the annual 4th of July Celebration downtown and the Free Summer Concert and Ice Cream Social on Pepperell Town Field.

3. Visit the Heald Street Orchard

The Heald Street Orchard is a Pepperell-owned area that covers 80 acres of land that was once a working apple orchard. While the days when the apple trees on the orchard were tended and sold are long gone, the area is now a prized community treasure for everything from birdwatching to hiking. If you go at the right time of year, you may even be able to nab a fresh apple or two off one of the many trees. There are several multipurpose trails in the orchard that are open to exploring on foot, on a mountain bike, or even with your dog.

pepperell ma covered bridge

4. Grab a pic or two at the Pepperell Covered Bridge

Massachusetts is known for its covered bridges, and we just happen to have one of the most adored right here in Pepperell, MA. The Pepperell Covered Bridge runs over a section of the Nashua River. While the bridge has been rebuilt a handful of times over the years, there has been a covered bridge in this area since way back in 1740. There are incredible stories surrounding the bridge and how it played a role in different events in history. So, be sure to stop by and get a picture or two as you explore the area.

5. Find an adrenaline rush at Skydive Pepperell

Ever wanted to try skydiving? Consider visiting Skydive Pepperell. This premier skydiving center offers breathtaking views of the New England landscape from high above. Whether you’re a first-time jumper or a seasoned skydiver, Skydive Pepperell has a full collection of experience and service options to suit everyone.

6. Check out the Nashua River Rail Trail

If you want some peace and quiet while surrounded by the beauty of the natural landscape, explore the scenic Nashua River Rail Trail. This trail is perfect for walking, jogging, cycling, and enjoying the outdoors. With 11 miles of pathways that wind through picturesque landscapes and mostly follow the river, the trail is a treasured way to see some of the best natural beauty of the area. This trail connects the two conjoined towns Groton and Pepperell, and it was once used by the Boston and Maine Railroad.

7. Go to Hollis Hills Farm

Hollis Hills Farm on the outskirts of town is a favorite place for everything from fresh-picked blueberries to fun festivals and events. This family-friendly, working farm is home to a farm-animal petting zoo, the biggest blackberries ever, and even a farm-to-table restaurant with a bar. Hollis Hills also hosts a fall festival, classic car shows, and other festivities throughout the year.

Explore the Area’s Finest Cannabis at Uma Flowers

As you trek your way through Pepperell, we’d love to see you at Uma Flowers. As one of the best cannabis dispensaries in Massachusetts, we are known for providing a comfortable, inviting place to shop for all the best flower and cannabis products in the state. Take a look at our menu online where you can order ahead for pickup. Or stop in, so we can help you pick the most suitable cannabis products for your needs and preferred experience.

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