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Orleans Events

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View events in Orleans on or after 10/30/2025

Eastwind Art Gallery Reopening!

Where: Eastwind Gallery, 34 Main Street, Orleans

When: Daily, -

How Much: Free

Categories: Arts

Eastwind Gallery Celebrates Its Spring Reopening April 24thAs spring arrives, so does Eastwind Gallery on Main Street in Orleans. Opening day is Thursday, April 24th, featuring an artists' exhibition of "New Beginnings." Stop in Thursday through Saturday between 11 am a...read more

A Seaside Christmas in Orleans

Where: Orleans

When: Daily, -

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

Creare Symphonia in Concert: English Masterworks

Where: Church of the Transfiguration, Church of the Transfiguration, Orleans

When: -

How Much: Free

Categories: Music

Nov. 7, 7:30 PM, Nov. 8, 3:30 PMImmerse yourself in the rich lyricism and noble spirit of English orchestral music. This program features masterworks by Edward Elgar, Gerald Finzi, and Ralph Vaughan Williams, including Fantasia on a Theme by Thomas Tallis and Fantasia o...read more

Holiday Market & Open House

Where: Gibson Sothebys International Realty, 6 Route 6A, Orleans

When:

How Much: Free

Categories: Holiday

Mark your calendars for November 15th and join us at our Orleans office for the Third Annual Holiday Market & Open House! ?? This is the perfect opportunity to check off your holiday gift list, and shop local!! ??

Orleans Tree Lighting and Caroling

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

When:

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.

Christmas Concerts with Gloriae Dei Cantores, Creare Symphonia & Chara Percussion

Where: Church of the Transfiguration, Church of the Transfiguration, Orleans

When: -

How Much: Free

Categories: Holiday

Dec. 5, 7:30 PM & Dec. 6, 3:00 PM Church of the Transfiguration, OrleansDec. 6, 7:30 PM Performing Arts Center, Brewster, MAArts Empowering Life presents a Christmas concert for the whole family. Meet the "cast of characters" in the Nativity with beloved carols by John ...read more

Santa Stampede

Where: Barley Neck, Orleans

When:

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:

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


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