Free Monday Night Concerts on Windmill Green Eastham MA 2026
Free Monday Night Summer Concerts on Windmill Green in Eastham MA 2026
Looking for free Cape Cod summer concerts? The Eastham Windmill Green Concert Series is one of the best free outdoor music events on Cape Cod, bringing live music to Eastham every Monday night during the summer. Concerts take place at Eastham Windmill Green, located on Route 6 across from Eastham Town Hall, making it an easy stop for locals, visitors, and families vacationing on the Outer Cape.
Bring your beach chairs, blankets, snacks, and refreshments, and enjoy a relaxing summer evening filled with live music on Cape Cod. The 2026 Eastham Windmill Green Concert Season runs from June 29 through September 7, with June and July concerts at 7PM, August concerts at 6PM, and a special Labor Day concert at 5PM. The concerts are free to attend and feature a variety of musical styles for all ages
See all the summer fun on Cape Cod
June–July Monday Concerts at 7PM in Eastham Cape Cod
June 29 – Coastal Wreck
Coastal Wreck brings a fun, beachy summer vibe with live music perfect for an outdoor Cape Cod concert night. Expect an easygoing mix of crowd-pleasing songs that set the tone for a relaxing evening by the water.
July 6 – Cape Cod Moonlighters Big Band
The Cape Cod Moonlighters Big Band delivers the classic sounds of big band music, swing, jazz standards, and timeless favorites. This is a great concert for anyone who loves upbeat horns, smooth vocals, and nostalgic dance-era music.
July 13 – Front Street Jazz Ensemble
Front Street Jazz Ensemble offers an evening of smooth jazz, lively rhythms, and polished musicianship. Their performance is perfect for jazz fans and anyone looking to enjoy a sophisticated summer concert atmosphere.
July 20 – Rip It Ups
The Rip It Ups bring high-energy live music with a fun, upbeat sound that gets the crowd moving. Their show is a great pick for families, friends, and anyone who loves a lively summer concert.
July 27 – Digney Fignus
Digney Fignus is known for original music, rootsy rock, and storytelling-style songs with a coastal New England feel. His performance adds a singer-songwriter touch to the summer concert lineup.
August Monday Concerts at 6PM in Eastham Cape Cod
August 3 – Toast and Jam
Toast and Jam brings feel-good acoustic music, harmonies, and a relaxed summer sound. Their performance is perfect for an easy Monday evening outdoors with friends and family.
August 10 – Gravel Project
Gravel Project delivers a lively mix of blues, funk, rock, and soul-inspired music. Their energetic style makes them a standout choice for anyone who enjoys a strong groove and powerful live performance.
August 17 – Natalia Bonfini Band
The Natalia Bonfini Band features soulful vocals and a fresh blend of pop, rock, blues, and singer-songwriter influences. This concert is a great chance to enjoy a dynamic local performer with a modern sound.
August 24 – Grab Brothers Band
The Grab Brothers Band is a popular Cape Cod favorite known for energetic rock, jam-band style performances, and a fun live show. Their concert is perfect for fans who love upbeat music and a lively crowd.
August 31 – Dawn Derow
Dawn Derow brings beautiful vocals, stage presence, and a polished performance style to the summer concert series. Her music is ideal for a relaxing evening filled with memorable songs and heartfelt delivery.
Special 2-Hour Concert in Eastham Cape Cod On Labor Day
Monday, September 7 at 5PM – Chandler Travis Philharmonic
Chandler Travis Philharmonic closes out the season with a special two-hour concert full of quirky, creative, and high-energy music. Known for their unique blend of rock, jazz, humor, and theatrical flair, this performance is a fun finale for the summer concert series.
Where Are the Eastham Summer Concerts Held?
The concerts take place at Eastham Windmill Green, located at:
2505 State Highway
Eastham, MA 02642
Windmill Green is located on Route 6, at the traffic lights and across from Eastham Town Hall. It is a convenient outdoor concert spot for anyone staying in Eastham, Wellfleet, Orleans, Truro, or other nearby Outer Cape towns.
What to Bring to the Windmill Green Concerts
For the best experience, bring:
- Beach chairs or a picnic blanket
- Snacks or a picnic dinner
- Water and refreshments
- Bug spray
- A sweatshirt or light jacket for cooler Cape Cod evenings
- Cash if you plan to stop nearby before or after the concert
These free outdoor concerts are casual, family-friendly, and a great way to enjoy live music after a beach day.
Why You Should Go
The Eastham Windmill Green Concert Series is one of the easiest ways to enjoy free live music on Cape Cod during the summer. With a different band each Monday night, the series offers everything from jazz and big band music to rock, blues, funk, acoustic music, and Cape Cod favorites. It is also a budget-friendly thing to do with kids, grandparents, visitors, or friends while spending time on the Outer Cape.
More Free Cape Cod Summer Concerts
If you love outdoor music, Cape Cod has free summer concerts happening in many towns, including Eastham, Dennis, Chatham, Yarmouth, Falmouth, Mashpee, Harwich, and more. Many concerts take place on town greens, beaches, parks, and bandstands throughout the summer season. Check out all the free summer concerts on Cape Cod this year
FAQ About the Eastham Windmill Green Summer Concerts
Are the Eastham Windmill Green concerts free?
Yes, the Eastham Windmill Green summer concerts are free to attend. The series is sponsored and produced for residents and visitors to enjoy during the summer season.
What time are the Monday night concerts in Eastham?
June and July concerts begin at 7PM. August concerts begin at 6PM. The special Labor Day concert on September 7 begins at 5PM and is a two-hour concert.
Where is Windmill Green in Eastham?
Windmill Green is located at 2505 State Highway, Eastham, MA 02642, across from Eastham Town Hall on Route 6.
Are the concerts family-friendly?
Yes, the concerts are family-friendly and open to all ages. Bring chairs, blankets, and refreshments for a relaxed outdoor evening.
What should I bring to an outdoor concert on Cape Cod?
Bring chairs, blankets, snacks, drinks, bug spray, and a light layer. Cape Cod evenings can cool down quickly, especially later in the summer.
