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| 9th Annual Union Square Holiday Stroll | Somerville | Free |
| Annual Candlelight Stroll at Strawberry Banke... | New Hampshire | $$ |
| Boston Landing Free Events & Activities | Boston | Free |
| Boston Landing Holiday Stroll | Boston | Free |
| Bright Nights at Forest Park Holiday Lights... | Western Mass | $ |
| Christmas at the Old Manse | Concord | $ |
| Christmas by Candlelight at Old Sturbridge... | Sturbridge | $ |
| Christmas In MetroWest - Family Tree Farm... | Natick | Free |
| Deck The Halls Holiday Celebration | Gloucester | $ |
| Emerald Glow at Charlesgate: LED Trees in... | Boston | Free |
| Enchanted Village: Jordan's Furniture Avon... | Avon | $ |
| Festival of Trees and Snow Village at Mass... | Wellesley | $$ |
| Gardens Aglow - A Celebration of Holiday... | Sandwich | $$ |
| Holiday Bricktacular | Somerville | $$ |
| Holiday Hay Bale Tree Lighting at Powisset... | Dover | Free |
| Holiday Zoolights: Stone Zoo 2023 | Stoneham | $ |
| Holidays at the Newport Mansions | Rhode Island | $$$ |
| ICS's Polar Express Ride 2023 - SOLD OUT | Newburyport | $$$ |
| La Salette Festival of Holiday Lights | Attleboro | Free |
| Photos with Santa at Faneuil Hall Marketplace... | Boston | - |
| Reading Festival of Trees | Reading | $ |
| Santa’s Wonderland at Bass Pro Shops with... | Foxboro | Free |
| Snowport - Boston Seaport's Winter Wonderland,... | Boston | - |
| SoWa Winter Festival & Holiday Market | Boston | $ |
| Sudbury Holiday Village | Sudbury | Free |
| The Enchanted Village | Avon | Free |
| The Train to Christmas Town on Cape Cod Central... | Buzzards Bay | $$ |
| Visit Santa At The Shore Line Trolley Museum... | Connecticut | $ |
| Visit With Santa - In Person! (DECEMBER 2023... | Amherst | $ |
| Winter Lights at Naumkeag, The Bradley Estate... | Canton | $$ |
| Winterlights at Naumkeag, The Stevens-Coolidge... | 3 Locations | $$ |
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| Franklin Park Zoo Winter Activities & Exhibits... | Boston | $$$ |
| Stone Zoo Winter Activities and Exhibits | Stoneham | $$ |
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| DROP-IN Paint Pottery, Canvas & Plaster at... | Wellesley | $$ |
| Holiday Palooza 2023 | Lexington | Free |
| Home Depot's Kids' Workshops (First Saturday... | Massachusetts | Free |
| M is for Museum & P is for Playdate | Wenham | $ |
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| A Singularly Marine & Fabulous Produce: the... | New Bedford | $ |
| Art of Penobscot Bay Exhibit at Thos. Moser... | Maine | Free |
| Blanchard Theater Arts' Fall Production | Westford | $ |
| Boston Bhangra Competition | Boston | $$ |
| Boston Bhangra Competition 2023 | Boston | $$ |
| City of Angles | Back Bay | $ |
| Destination: Nature Juried Art Exhibit | Harvard | Free |
| Earth & Planetary Sciences Gallery | Cambridge | $ |
| Gateway Arts 50th Annual Holiday Fair | Brookline | Free |
| Marine Heatwaves 3D Art Installation | New Bedford | $ |
| Michelangelo’s Sistine Chapel: The Exhibition... | Chelsea | $$ |
| Of Many Minds | Boston | Free |
| Putnam Country Spelling Bee | Westford | $ |
| SoWa Artists Guild Winter Festival | South End | Free |
| The Band's Visit: Huntington Theatre | Boston | $$ |
| The Heart Sellers | Boston | $$ |
| The Umbrella Winter Market | Concord | - |
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| American Preparatory Ballet Training © | Virtual/Online | - |
| Legacy Dance Company presents ‘Tis the Season... | Arlington | $$ |
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| 'Framing Mass Killings' Exhibit at Old State... | Boston | $ |
| All Aboard! Trains at Science Park | Boston | $ |
| Body Worlds: The Anatomy of Happiness | Back Bay | $$ |
| Exhibition: Fashioned by Sargent | Boston | $$ |
| Impassioned Destruction: Politics, Vandalism,... | Boston | $ |
| Interwoven: Women's Lives Written in Thread'... | Concord | $$ |
| Lunchbox Moments exhibition | Boston | Free |
| Maritime History Exhibition: All Hands! Yankee... | New Bedford | $ |
| Material Mapping: Data-driven Sculpture by... | Brockton | - |
| Polly Sumner Doll: Conventional & Controversial... | Boston | $ |
| Real Pirates Salem Exhibit | Salem | $ |
| Swimming with Sharks: A Deep Dive into Shark... | Cambridge | $ |
| The Humble Petitioner: Fighting for Rights... | Boston | $ |
| Tiny Treasures: The Magic of Miniatures at... | Boston | $$ |
| Welcome to the Table - Holiday Exhibition... | New Hampshire | $ |
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| Gingerbread House Drop Off | Wellesley | Free |
| Methuen's Festival of Trees | Methuen | $$ |
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| Boston Public Market | Boston | Free |
| Haymarket | Boston | $ |
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| The Heart of New England | Boston | $ |
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| Arogya Yoga Ashram | Brookline | $ |
| BodyCore Fitness by Body By Deb | Boston | Free |
| Free Fencing Class for Kids | Newton Highlands | Free |
| Introduction to Parkour – For All Abilities... | Boston | Free |
| Sunday Run Club at Castle Island Brewing... | Norwood | Free |
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| North End Pizza Tour | Boston | $$ |
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| 2023 Marblehead Christmas Walk | Marblehead | Free |
| 28th Annual Family Trees: A Celebration of... | Concord | - |
| 31 Nights of Light | Boston | Free |
| Boston’s Annual South End Holiday Stroll | South End | Free |
| Breakfast With Santa at the Irish Cultural... | Canton | $$ |
| Cape Cod Train to Christmas Town (Polar Express)... | Buzzards Bay | $$ |
| Christmas Festival of Lights: Edaville USA... | Carver | $$ |
| Deck The Halls at Hammond Castle: Guided... | Gloucester | $$ |
| Enchanted Trolley Tour Boston | Boston | Free |
| Gift of Lights at NH Motor Speedway | New Hampshire | $$ |
| Gingerbread Cookie Decorating | Massachusetts | $ |
| Historic Holiday Freedom Trail Stroll | Boston | $$ |
| Holiday Lights Spectacular at RWP Zoo | Rhode Island | $ |
| Holiday Stroll | Boston | Free |
| Night Lights: Starry Skies at New England... | Boylston | $$ |
| Santa in the City | Boston | - |
| Santa visits The Shops at Chestnut Hill | Chestnut Hill | Free |
| Santa's Elevator Express at Natick Mall | Natick | $$ |
| Santa’s Wonderland Returns to Cabela's with... | Berlin | Free |
| Visit Santa in Downtown Crossing | Boston | Free |
| Winter Wonderland at Southwick's Zoo | Mendon | $$ |
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| 9th Annual Union Square Holiday Stroll | Somerville | Free |
| Andover Holiday Market | Andover | Free |
| Boston Women's Holiday Marketplaces (3 locations)... | 3 Locations | Free |
| Downtown Boston Holiday Market | Boston | - |
| Downtown Crossing Holiday Market 2023 | Boston | - |
| Festival of Sharing | Acton | Free |
| HCA Holiday Market Place | Hopkinton | Free |
| Holiday Market at Powisset Farm Store | Dover | Free |
| Holiday Market Place at LexArt | Lexington | Free |
| Holiday Shopping at Powisset Farm Store | Dover | Free |
| Kids Only! Holiday Sale | Cambridge | $ |
| Lenox Mercantile Holiday Pop-Up 2023 | Boston | $ |
| LexArt Holiday Market Place | Lexington | Free |
| Snowport Holiday Market at the Seaport | Boston | Free |
| Sudbury Art Association Holiday Market | Sudbury | Free |
| The Holiday Market at SNOWPORT | Boston | Free |
| The LOT: Christmas & Holiday Market | Boston | - |
| Weston Handmade Holiday Market | Weston | - |
| Winter Market at North Bennet Street School... | Boston | Free |
|
| Ice Rink at 401 Park in the Fenway | Boston | - |
| Ice Skating at the Worcester Common Oval | Worcester | $ |
| Ice Skating On Frog Pond 2023-224 Season... | Boston | $$ |
| Winter Skate at Patriot Place (UNDER RENOVATION... | Foxboro | $ |
| Winter Wildlife Discovery Guided Hike at... | Dover | - |
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| Evenings for Families with Deaf, Hard of... | Acton | Free |
| Open House & Winter Market | Boston | Free |
| TiE Young Entrepreneurs (TYE) Academy | Cambridge | $$$ |
|
| Boston Pops - Holiday Pops Sensory Friendly... | Boston | $$ |
| Boston Pops: Holiday Pops | Boston | $$$$ |
| Draw The Line | Massachusetts | $$ |
| Holiday Palooza with Boston Skyline Chorus... | Lexington | - |
| Lisa Bastoni, Reed Foehl | Somerville | $ |
| Longwood Symphony Presents: Hope & Healing... | Boston | - |
| Music Worcester Presents: The Worcester Chorus... | Worcester | $$ |
| Revolutionary Snake Ensemble(New Orleans... | Millis | $ |
| Sensory Friendly Holiday Pops Kids Matinee,... | Boston | $$ |
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| Free Entrance Days in the National Parks | Other Boston Area | Free |
| Tree Tour at Gore Place | Waltham | $$ |
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| Black Nativity | Back Bay | - |
| Frozen JR | Concord | $ |
| Phillis in Boston | Boston | $$ |
| Shadow Play Art Lab Hours at ICA | Boston | Free |
| The BJ Hickman Magic Show | Brookline | $ |
|
| Participate in a paid research study at Boston... | Boston | Free |
| PJ Library Feel Good Story Time | Newton | Free |
|
| Free Boston Parking: City of Boston Holiday... | Boston | Free |
| Ski NH - 4th & 5th Grade Snowsports Passport... | New Hampshire | Free |
| Ski Vermont 5th Grade Passport | Vermont | $ |
| Zoodoptions at Zoo New England | Boston | $$$ |
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| 31 Nights of Light at Prudential Center | Boston | Free |
| Goldfish Swim School Safer Swimmer Celebration... | Milford | Free |
| Winterfest and the Tunnel of Lights | Connecticut | $ |
|
| Curling at Seaport | Boston | - |
| Free Fencing Class for Kids | Newton Highlands | Free |
|
| After School Detention: Stand-Up Comedy and... | Boston | $$ |
|
| Black Nativity | Boston | $$ |
| Boston Ballet's The Nutcracker 2023 | Boston | $$ |
| Phillis In Boston: A Play | Boston | $ |
| Playtime Theatre Shows by Concord Youth Theatre... | Concord | $ |
| That Holiday Feeling-The Tradition Continues... | Stoughton | $ |
| The Company Theatre: Rodgers and Hammerstein's... | Norwell | $$ |
| The Nutcracker: A Family Tradition by Commonwealth... | Weston | $$ |
| ‘Twas - The Night Before Christmas Improvised... | Boston | $$ |
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| Boch Center Tours | Boston | $ |
| Concord Museum Holiday House Tour | Concord | $$ |
| Harvard Square Chocolate Tour | Cambridge | $$ |
| King's Chapel Art & Architecture Tours (Winter... | Boston | $$ |
| Santa Express Train: Lincoln, New Hampshire... | New Hampshire | $$ |
| The Polar Express Train Ride - Blackstone... | Rhode Island | $$$ |
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| Cookies and Carols | Cambridge | - |
