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Orleans Events

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View events in Orleans on or after 11/18/2025

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

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 Celebration at Snow's!

Where: Snow's Home and Garden, 22 Main Street, Orleans

When:
Saturday, November 29, 2025, 9:00 AM - 5:00 PM
Sunday, November 30, 2025, 9:00 AM - 5:00 PM

How Much: Free

Categories: Holiday

Join us at Snow's Friday, November 28 through Sunday, November 30 to kick off the holiday season with a joyful three-day Christmas Celebration! Gather your friends and family, especially the little ones, for a weekend filled with music, entertainment, local flavor, and ...read more

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

Wildlife Gingerbread House Workshop

Where: Town Cove Tap House, 22 Main Street, Orleans

When:

How Much: Free

Categories: Holiday

Join Wild Care for Some Holiday Fun and a Wild Spin on a Favorite Holiday TraditionStart a new holiday tradition this year that's sure to be a favorite. Wild Care wildlife rescue in Eastham will host a gingerbread house making party at The Town Cove Tap House on Friday,...read more

Holiday Wreath Fundraiser Nauset Garden Club

Where: Parish Park, 44 Main St, Orleans

When: -

How Much: Free

Categories: Holiday

Beautiful Holiday Wreaths. Fresh greens decorated individually for the season.  Hydrangea wreaths in 3 sizes!  Centerpieces, candle holders, ornaments and a few surprises!  All are all one of a kind!  Come see us!This fundraising event supports Nause...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.

Winter Gregorian Chant Retreat

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

When: -

How Much: $550, 4 day retreat, incl lodging & meals

Categories: Music

Veni Emmanuel: Prepare for the Coming of Christ with the Chants of Advent, Dec. 7-10, Church of the Transfiguration, Orleans. During the Season of Waiting, join us for a three-day Gregorian Chant retreat (Sunday dinner through Wednesday breakfast) focused on the Chants ...read more

Winter Gregorian Chant Retreat

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

When: -

How Much: Free

Categories: Music

Veni Emmanuel: Prepare for the Coming of Christ with the Chants of Advent, Dec. 7-10, Church of the Transfiguration, Orleans. During the Season of Waiting, join us for a three-day Gregorian Chant retreat (Sunday dinner through Wednesday breakfast) focused on the Chants ...read more


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