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11/14, Glassblower’s Christmas Kickoff Celebration, Sandwich Glass Museum – During this annual celebration, festively decorated trees will be displayed throughout the museum with each tree covered in beautifully unique glass ornaments made by local glassblowers. All ornaments will be available for sale through December 30th. To kick off this sale, attend this festive evening featuring the unveiling of the Christmas trees,the opening of a special exhibit of paintings by Dodge Macknight that runs through February, light refreshments, and a presentation by Special Exhibit Curator Julia Blakely. Free and open to the public. Get more information here.
11/15, 10AM, 3rd Annual Holiday Market and Open House, Sotheby’s Int’l Realty, Orleans – Several of your favorite local vendors will help you find the perfect handcrafted gifts you’re looking for at this fun market.
11/15 & 11/16, Cape Symphony, A Salute to Service, Barnstable High School PAC – The Cape Symphony’s next concert will pay tribute to our veterans, and will include pieces by Dudley Buck, Morton Gould, Samuel Barber, Aaron Copland, and others. If you’d like to make a donation to the Cape Symphony, you could help provide a free ticket to a local veteran. Find out more and get your tickets here.
11/19, 3PM & 7PM, The Glenn Miller Orchestra, 204 Sisson Road – In The Mood for swing? Don’t miss the most popular and sought-after big band of all time on their stop on Cape Cod as a part of their 2025 international tour! The world famous Glenn Miller Orchestra will perform their hit songs including In The Mood, Moonlight Serenade, Chattanooga Choo-Choo, Pennsylvania 6-5000, String of Pearls, Tuxedo Junction and more classic songs of the swing era at The 204 auditorium. Click here for more information.
11/19, 8AM, Philanthropy Day 2025, Emerald Resort, Hyannis – Join hundreds of professionals from non-profits across the Cape for a day of learning and recognizing the dedication of people who run and support the many charitable organizations in our area. It’s a celebration of charitable giving and a chance to share best practices in fundraising, with dynamic speakers and a delicious luncheon. Get your tickets here; tables and individual tables are available.
11/21, 7:30PM, The Pilgrims on Cape Cod & the Signing of the Mayflower Compact, Performing Arts Center, Brewster – Presented by G. Thomas Ryan as part of a year long series, God of Our Fathers: The Mighty Miracles of the American Revolution. Info: 508-240-2400 | artsempoweringlife.org FREE
11/21 – 11/23, America’s Hometown Thanksgiving Weekend, Plymouth – A full weekend of celebration in Plymouth, including concerts, food trucks, a craft wine and beer garden, a children’s pavilion, a harvest and crafts festival, and of course the highlight – America’s Hometown Thanksgiving Parade, on Saturday. This is one of the country’s most historically and chronologically accurate parades, and it’s nationally ranked, airing across the US. Channel 5 will be broadcasting live Saturday morning beginning at 10, and there will be a re-broadcast on Thanksgiving morning. Whether you plan on attending in person or viewing remotely, all the info you need about the celebration is here.
11/21 – 12/14, 19th Annual Holidays at Highfield – The Victorian era will be celebrated during the holidays at Highfield Hall and Gardens this year – come experience the charm of The Shopkeeper’s Noel. Enjoy gorgeous themed decorations, festive music, seasonal activities (some of which require a materials fee), and holiday displays that will delight visitors of all ages. Shop the Gift Gallery for handcrafted artisan treasures, or do some creating yourself in the holiday craft room. For available dates and activities, click here.
11/22 & 11/23, Upper Cape Tech’s Holiday Craft Fair – One of the Cape’s most anticipated craft shows for the holidays! 150 crafters from all over the region will be on hand te help you get your holiday shopping started (or finished!) Details and directions here.
11/22, 10AM, Eastham Turnip Festival, Town Wide – A celebration in 3 parts – Turn Up for Fun, Turn Up for Tunes, and a Taste of Turnip! Check out all the activities and special restaurant offerings highlighting the world famous Eastham turnip. For a full schedule of events and participating restaurants, click here.
11/22, 10AM, 20th Annual Blue Rock Turkey Shoot, Blue Rock Golf Course – Bramble format, 10 AM shotgun start. A portion of all entry fees will benefit the Cape & Island’s Veteran’s Outreach Center Food Pantry! Please bring along non-perishable food items to donate. Team winners and closest to the pins will win gift cards and turkeys. Register here.
11/26, 3PM, Lighting of the Pilgrim Monument – Celebrate the beginning of the holiday season with this annual Outer Cape tradition. Enjoy a cash bar and a DJ spinning tunes beginning at 3; the lighting happens at 5:15. Details and directions are here.
11/28 & 11/29, 4:30PM, Services of Advent Lessons & Carols, Church of the Transfiguration, Orleans – Embrace the spirit of the season with candlelit services of Advent Lessons and Carols—uplifting readings, prayers, and carols sung by Gloriæ Dei Cantores at the Church of the Transfiguration—a cherished tradition for over thirty years. Doors will open one hour before the service; no tickets required.
11/28 – 11/30, Orleans Annual Tree Lighting and Weekend Stroll – Shopping, the town tree lighting, and breakfast with Santa – the whole town will be decked for the holiday and you’re invited. Check the schedule of events here.
11/28 – 12/13, 2025 Spectacle of Trees, Mrs. Mitchell’s Gifts, Main Street – Come browse trees lovingly decorated by local non-profits not just with tinsel and ornaments, but with amazing gifts like game systems, sports tickets, gift cards, artwork, and vacations. Whether you see the trees in person or online, you can donate “Tree Bucks” for $10 each that directly benefit that non-profit. One person who’s donated will wind up “winning” that non-profit’s tree in a random drawing. If you’re one of the lucky people whose name is chosen, you’ll take home the decorated tree and all of the items in and under it. The worst thing that can happen is that you’ll be supporting the non-profit who put together the tree, and you may buy as many Tree Bucks as you like!
11/29, 5:30PM, Lighting of the Lobster Pot Tree, Lopes Square, P’Town – This “tree” is made entirely of lobster traps, and its lighting is a well-loved annual tradition. It also makes for a great photo op! Lopes Square is at the intersection of Commercial and Standish Streets.
