Orleans Events and Things to Do

View events in Orleans on or after 3/3/2025

Cape Cod Baseball League

Where: Cape Wide, Bourne, Brewster, Chatham, Cotuit, Falmouth, Harwich, Hyannis, Orleans, Wareham, Yarmouth

When: Daily, Saturday, June 14, 2025 - Wednesday, August 13, 2025

How Much: Free

Categories: Sports

This is the premier amateur baseball league in the nation since 1885. See the MLB stars of tomorrow throughout the summer Cape-wide, and admission is free. Two divisions of teams play across the Cape, beginning prior to the bridge in Wareham and stretch...read more

A Seaside Christmas in Orleans

Where: Orleans

When: Daily, Friday, November 28, 2025 - Saturday, December 6, 2025

How Much: Free

Categories: Holiday

The Orleans Chamber of Commerce kicks off its annual Seaside Christmas festivities with an array of holiday happenings on Friday November 29th, including Breakfast with Mrs. Claus, the arrival of Santa, Winterfest Orleans events and amazing holiday deals during Small ...read more

First Friday's in Orleans

Where: Main Street, Orleans

When: Friday, June 6, 2025,
Friday, June 13, 2025,
Friday, June 20, 2025,
Show more dates

How Much: Free

Categories: Outdoor

First Fridays return June through September, featuring arts, music, and local vendors—and stores will be open until 8 PM for evening shopping.

Orleans 4th of July Fireworks

Where: Rock Harbor, Rock Harbor Rd. , Orleans

When: Wednesday, July 2, 2025, 8:45 PM

How Much: Free

Categories: 4th of July

Fireworks! The annual fireworks display at Rock Harbor in honor of the 4th of July will be begin at dusk. Put on your red, white, and blue, and come celebrate America's birthday in Orleans.

Orleans 4th of July Parade

Where: Eldredge Parkway, Orleans

When: Friday, July 4, 2025, 10:00 AM

How Much: Free

Categories: Parade, Parade

The parade showcases the pride of the Orleans community. On July 4th our Parade will kick off from Eldredge Parkway at 10:00 am sharp. The Parade with travel toward the lights at West Rd, then turn right onto Rt 6A. Travels along Rt 6A to the intersection of Rt 6A a...read more

Outermost Friday Market in the Park

Where: The Village Green, Orleans

When: Friday, October 10, 2025, 1:00 PM

How Much: Free

Categories: Festival

The Orleans Chamber of Commerce will host Outermost Friday in the Park on the village green at the corner of Main Street and Route 28. The free event will feature live music, DJs, food trucks, beer and wine and more than 30 local merchants and nonprofit groups.

Orleans Tree Lighting and Caroling

Where: Snows Library/Depot Square, Main St. , Orleans

When: Friday, November 28, 2025, 4:45 PM

How Much: Free

Categories: Holiday

The Orleans Improvement Association, in partnership with the Orleans Chamber of Commerce, invites you to kick off the holiday season with us at our Annual Tree Lighting.

Santa Stampede

Where: Barley Neck, Orleans

When: Saturday, December 6, 2025, 10:00 AM

How Much: Adults $30, Children $15, Check website for registration

Categories: Outdoor

Santa Stampede dashes into town on Saturday, December 6, bringing holiday cheer and a fun run for all ages.

Art Cottages at the Orleans Market Square

Where: Art Cottages at the Orleans Market Square, 15 Old Colony Way, Orleans

When: Friday, September 25, 2026, 10:00 AM - 5:00 PM

How Much: Free

Categories: Arts

Recognizing that the arts improve the quality of life for residents, contribute to the economic vitality of communities, and have the power to build healthier, more livable, more vital communities, Orleans resident Todd Thayer has established The Artist Cottages at Orle...read more