Destination Downtown

05/28/2026

Come for the tacos and margaritas… Stay for World Cup Soccer games and professional sports events. It’s all happening at Jalapenos Mexican Grill’s LARGE outdoor widescreen TV on their back patio!

05/28/2026

The Town of Walpole Memorial Day Observance was held last Monday at noon with hundreds attending the event. It was a truly special ceremony to honor U.S. Soldiers who made the ultimate sacrifice for our country. Here are some photos from the event..

05/25/2026

New Barbershop in Downtown Walpole, MA

Walpole Barbershop, located at 928 Main Street (across from Conrad's), is downtown Walpole’s newest barbershop, featuring a newly renovated interior with a sports theme. Logos of Boston’s four professional teams—the Red Sox, Celtics, Patriots, and Bruins—are displayed on the walls and inlaid in the floor, giving the shop a clean, lively feel.

Large front windows on Main Street showcase the bright, inviting space.The shop displays 49 photos of men’s haircut styles to help customers choose the look and style that suits them best. The barbers are ready to help you look your best and welcome you to stop in.

Walk-ins welcome, no appointment needed, and the shop is open daily. Walpole Barbershop accepts cash only. An ATM is available on site. Parking is available on the street, in the CVS Plaza lot, and in the municipal lot off East Street across from Farmer in the Dell. Phone: 781-403-3720.

05/22/2026

A touch of upstate New York in the heart of the Walpole Town Common. These Adirondack chairs are perfect for watching time go by in downtown Walpole.
Happy Memorial Day weekend! May it be safe, fun and enjoyable!

05/21/2026

Feeling stuck in your business? It’s time to break free!

Join our friends at Coworking Station of Walpole for a powerful 1 hour workshop designed specifically for business owners ready to gain clarity, build momentum, and move forward.

🗓 When: Tuesday, June 9, 2026 | 12:00 pm - 1:00 pm
📍Where: Coworking Station, 55 West St, 2nd Floor, Walpole

What’s waiting for you:

• Actionable insights to overcome roadblocks
• Fresh strategies to elevate your business
• Real connections with fellow entrepreneurs

Spots are limited, reserve yours now:
https://coworkingstationwalpole.coworksapp.com/events/1237623?fbclid=IwY2xjawR8OWxleHRuA2FlbQIxMABicmlkETFRQkI4aXFJcXNQSkV3cTk4c3J0YwZhcHBfaWQQMjIyMDM5MTc4ODIwMDg5MgABHhOP0V6vawt6BKDg2DoASMDS12CHlOMBITu7U0rZvMR_s94lj7bVp3vxSqxb_aem_YWdncwA6eP7s-KUgRnXlje6piNOV&brid=YWdncwFcufe4M8wjBDFlEruuAbGn

05/18/2026

Jalapeno's "Kickoff to Summer Patio Party" is this Friday, May 22 featuring a new 14 foot outdoor widescreen TV, and live music with Walpole favorite Sioo, a singer-songwriter known for her genre-blending sound and magnetic stage presence. She takes the stage at 6:30 p.m. Guests can enjoy a special summer cocktail served in a take-home glass.

Jalapenos Mexican Grill's new widescreen TV will show every World Cup match, including games beyond those played in Foxboro, and may remain available even during inclement weather because the screen is rainproof. When the World Cup isn’t playing, Jalapeno’s will tune the widescreen to Red Sox games, Patriots coverage, golf, and other sports.

Jalapeno’s Restaurant is located in downtown Walpole, MA at 960 Main Street. Plenty of free parking in the municipal lot behind the restaurant. More details at the link below.

Jalapeno’s invites guests to celebrate the season at its Summer Patio Kickoff Party this Friday, May 22. Visitors can enjoy live music from Walpole favorite Sioo, a singer-songwriter known for her genre-blending sound and magnetic stage presence. She takes the stage at 6:30 p.m. Guests can enjoy a

05/14/2026

The Annual Walpole Day Event was held last Saturday on Stone Field in downtown Walpole. Check out some photos from the 2026 Walpole Day & Parade and tell us: what was your favorite part of the day?

What a day! Last Saturday’s 2026 Walpole Day & Parade brought the community together for music, smiles, and all-around fun. Cloudy skies and a few raindrops didn’t dampen our spirits. Check out some of our favorite snapshots from the celebration.

05/14/2026

What a day! Last Saturday’s 2026 Walpole Day & Parade brought the community together for music, smiles, and all-around fun. Cloudy skies and a few raindrops didn’t dampen our spirits. Check out some of our favorite snapshots from the celebration.

Now we’d love to hear from YOU: What was your most unforgettable moment of the day? Whether it was a wave from the parade, a bite of something delicious, or a competitive game in the Kidz Zone, share your memory in the comments! 🎈

📸: Eric Hurwitz Photography

05/10/2026

Happy Mother’s Day from all of us at Destination Downtown!

It’s a beautiful day to take Mom for a meal, coffee or smoothie, or stroll on the Town Common downtown. ☀️

05/08/2026

Walpole Day is this Saturday, May 9th, from 11am to 3pm.

Stop by to say hello and learn how you can help vitalize downtown Walpole. Whether you have creative ideas, want to help lead, or simply roll up your sleeves at events, we want to meet you. This is your chance to help shape the heart of our town!

We can’t wait to see you there!

For more info, see event organizer, Walpole Recreation.