The holidays can feel a little hectic, so many events, so much to keep track of. That’s exactly why we pulled everything together for you. From local happenings to family fun to all the best ways to celebrate, it’s all in one place. So instead of searching all over, you can spend that time actually enjoying the season.
Events
The Enchanted Village
11/14-1/1 @ Jordan's Furniture, Avon
Festival of Trees
11/28-12/28 @ Elm Bank, Wellesley
Santa's Farm Festival
11/29-12/21 @ Ward's Farm
Santa Visits Lookout Farm
11/29, Dec 11/13/19/20th @ Lookout Farm
The Nutcracker
Nov 29/30 & Dec 19/20/21 @ Regis College Performance Arts Center
City of Waltham Santa Parade & Holiday Lighting
11/29 2:30-5:30pm @ Waltham Common
Natick's Holiday Lighting, Santa Parade, & Stroll
11/30 3-5pm @ Natick Common
Dedham Square Holiday Stroll
12/5 5-8pm @ Dedham Square Circle
The Holiday Affair
12/6 12-2pm @ The Street
Annual Blue Tree Lighting
12/6 5-6:15pm @ Needham Common
Holiday Stroll & Scavenger Hunt
12/7 @ Wellesley Square
Weston's Tree Lighting
12/7 3:45pm @ Weston Town Greene
Waban Lights & Family Sing Along
12/7 4:45-5:45pm @ Waban Library Center
Newton's Christmas Party & Park Lighting
12/7 6:15-7:15pm @ Coletti-Magni Park, Newton
The Street Tots: Frozen Fun: Santa Storytime
12/13 9-10am @ The Street, Chestnut Hill
Needham's Gingerbread House Decorating (Age 3+)
12/13 9am-12pm @ Rosemary Recreation Complex
The Street Tots: Frozen Fun: Santa Brunch at Pink Carrot
12/20 9-11am @ Pink Carrot, The Street
Gingerbread Making (Register)
12/20 1-5pm @ Wellesley Library
Santa's Holiday Breakfast (Register)
12/20 10am @ The Cottage, Wellesley
Holiday Concert featuring Meatloaf and The Boys
12/21 3-4pm @ Wellesley Library
Photos With Santa
The Shops at Chestnut Hill
Nov 21-Dec 24
Santa's Elevator at The Natick Mall
Nov 1-Dec 24
Bass Pro Shop at Patriot Place
Nov 2- Dec 24
Photos with Santa and Elsa
Dec 6th 9:30am-12:30pm @ Westwood Council on Aging
Christmas at Bubbling Brook with Santa Photos
Dec 6-7 12-4pm @ Bubbling Brook Nursery, Walpole
Santa & Mrs. Clause at the Farmstand
Dec 7 11am-2pm @ Land's Sake Farm, Weston
Holiday Lights
2025 Tree Lighting at Quincy Market
11/22 2-7pm @ Faneuil Hall, Boston
Winter Lights
11/28-1/3 @ Cabot Estate, Canton
Menorah Lighting & Hanukkah Fun
Hanukkah Story Hour
11/30 10:30-11:30am @ Brookline Booksmith
Chanukah Party!
12/14 10am-12pm @ Leventhal-Sidman JCC
The Street Tots: Frozen Fun: Hanukkah Crafts & Cones
12/14 10:30-11:30m @ Van Leeuwen, The Street Chestnut Hill
Natick Grand Menorah Lighting
12/14 4:30-5:30pm @ Natick Town Center
Wellesley Menorah Lighting
12/14 5pm @ Linden Square, Wellesley
Chestnut Hill Square Menorah Lighting
12/16 5-7pm @ Chestnut Hill Square
Markets
Wellesley Marketplace
11/22 10am-4pm @ Wellesley High School
Holiday Boutique at the Council Thrift Store
12/412/6 @ Needham Community Council
Newton Centre Holiday Shop & Stroll
12/4 5-8pm @ Newton Centre
Christmas Market 2025
12/5-12/6 @ Church of the Redeemer, Chestnut Hill
Annual First Unitarian Universalist Society Holiday Fair
12/6 10am-2pm @ Unitarian Church, Newton
Celebrate Newton Holiday Craft Fair
12/7 10am-3pm @ Newton High School
TBS Winter Artesian Market
12/7 10:30am-4pm @ Temple Beth Shalom, Needham
