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Things to do in Boston this weekend (Oct 23–25)

This weekend in Boston: Fri, Oct 23 – Sun, Oct 25, 2026 · 1 dated event

Find current events, restaurants, family activities, and quick getaway ideas in Boston, MA. WonderKit curates these picks daily so the page stays useful for both local search and trip planning.

10 hand-picked things to do in Boston, MA right now · 3 with confirmed dates · 8 with live Google ratings. Top-rated this week: Mount Monadnock & Peterborough Village Escape at 4.8.

Last updated:

Photo: jacob Licht / Unsplash

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A perfect 3 days in Boston, MA

A sample plan built from this week's Boston, MA picks — the same day-by-day itinerary WonderKit drafts for your group in about a minute.

Day 1

MorningCelebrating Chrysanthemums Concert at the Gardner

A musical and horticultural exploration inside the 300-seat Calderwood Hall, timed with the museum's legendary autumn Courtyard cascade.

$$
AfternoonMediterranean Feasts at Chickadee

Tucked away in the Innovation Design Building, this kitchen turns out standout handmade squid ink cavatelli and roasted carrots with spiced yogurt.

$$$
EveningBoston Celtics vs. New York Knicks

Classic Atlantic Division clash on the parquet floor to start the weekend with high-octane energy and a packed house.

$$$

Day 2

MorningAnnual Chrysanthemum Courtyard Installation

Towering cascades of russet, gold, and burgundy mums drape the four-story Venetian courtyard in the Gardner's most celebrated autumn horticultural tradition.

$$
AfternoonFamily-Style Feasting at TABLE

Jen Royle's lively North End institution serves a curated multi-course Italian feast along two long rustic tables, featuring warm focaccia and braised meats.

$$$$
Evening2026 Ice Breaker Tournament at Walter Brown Arena

Top-tier collegiate hockey kicks off at Boston University's vintage barn on Comm Ave, bringing classic New England rink atmosphere.

$$

Day 3

MorningPicasso, Miró, Dalí: Unbound at MFA Boston

A sweeping fall exhibition dissecting how three Spanish titans radically reshaped modernism through experimental printmaking and surrealist form.

$$
AfternoonWood-Fired Northern Greek at Bar Vlaha

Step into Beacon Street's cozy taverna for slow-roasted lamb shank, hand-stretched phyllo pies, and earthy Greek wines suited for crisp October evenings.

$$$
EveningSalem Autumn Stroll via Commuter Rail

Skip Route 128 traffic by taking the 30-minute train from North Station. Walk Chestnut Street's Federal-era mansions, browse Pickering Wharf, and grab hot chowder at Turner's Seafood.

$$

Plan a multi-day trip to Boston, MA

Ready-made, day-by-day itineraries built from real local spots — grab one and make it yours.

🎟️ This Weekend in Boston, MA · Oct 23–25

Curated picks for Friday through Sunday

Boston Celtics vs. New York Knicks in West End, Boston

Boston Celtics vs. New York Knicks

4.6

Fri, Oct 23, 2026 · 7:00 PM · TD Garden · $$$ · Best for Everyone

Classic Atlantic Division clash on the parquet floor to start the weekend with high-octane energy and a packed house.

Learn more

nbabasketballsports

Place data by Foursquare & Google · Photo: Joe K

2026 Ice Breaker Tournament at Walter Brown Arena in Boston University, Boston

2026 Ice Breaker Tournament at Walter Brown Arena

4.6

Fri, Oct 23, 2026 · 4:00 PM · Walter Brown Arena · $$ · Best for Everyone

Top-tier collegiate hockey kicks off at Boston University's vintage barn on Comm Ave, bringing classic New England rink atmosphere.

Learn more

college-hockeysportslocal-tradition

Data by Google · Photo: Andrew Ostrom

Celebrating Chrysanthemums Concert at the Gardner in Fenway, Boston

Celebrating Chrysanthemums Concert at the Gardner

4.7

Sun, Oct 25, 2026 · 1:30 PM · Isabella Stewart Gardner Museum · $$ · Best for Everyone

A musical and horticultural exploration inside the 300-seat Calderwood Hall, timed with the museum's legendary autumn Courtyard cascade.

Learn more

classical-musicmuseumautumn

Place data by Foursquare & Google · Photo: XSD

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🍷 Eat & Drink

Buzzy tables and fall flavors around town

Mediterranean Feasts at Chickadee in Seaport District, Boston

Mediterranean Feasts at Chickadee

4.3Thursday: 11:00 AM – 1:00 AM

Seaport District, Boston · $$$ · Best for Foodies

Tucked away in the Innovation Design Building, this kitchen turns out standout handmade squid ink cavatelli and roasted carrots with spiced yogurt.

Learn more

handmade-pastacocktailsdinner

Place data by Foursquare & Google · Photo: Committee

Family-Style Feasting at TABLE in North End, Boston

Family-Style Feasting at TABLE

4.5Thursday: 7:00 – 11:30 PM

North End, Boston · $$$$ · Best for Couples & Groups

Jen Royle's lively North End institution serves a curated multi-course Italian feast along two long rustic tables, featuring warm focaccia and braised meats.

Learn more

italiancommunal-diningnorth-end

Data by Google · Photo: TABLE

Wood-Fired Northern Greek at Bar Vlaha in Washington Square, Brookline

Wood-Fired Northern Greek at Bar Vlaha

4.7Thursday: 4:00 – 11:00 PM

Washington Square, Brookline · $$$ · Best for Everyone

Step into Beacon Street's cozy taverna for slow-roasted lamb shank, hand-stretched phyllo pies, and earthy Greek wines suited for crisp October evenings.

Learn more

greekcozywine-bar

Place data by Foursquare & Google · Photo: Bar Vlaha

✨ New & Notable

Exhibitions and seasonal installations to see right now

Annual Chrysanthemum Courtyard Installation

Fenway, Boston · $$ · Best for Everyone

Towering cascades of russet, gold, and burgundy mums drape the four-story Venetian courtyard in the Gardner's most celebrated autumn horticultural tradition.

Learn more

gardensart-museumseasonal

Picasso, Miró, Dalí: Unbound at MFA Boston

Back Bay / Fenway, Boston · $$ · Best for Art Lovers

A sweeping fall exhibition dissecting how three Spanish titans radically reshaped modernism through experimental printmaking and surrealist form.

Learn more

modern-artmuseumexhibition

🚗 Quick Escape

Easy autumn day trips under 2.5 hours away

Salem Autumn Stroll via Commuter Rail in Salem, MA (30m north)

Salem Autumn Stroll via Commuter Rail

4.4

Salem, MA (30m north) · $$ · Best for Day Trippers

Skip Route 128 traffic by taking the 30-minute train from North Station. Walk Chestnut Street's Federal-era mansions, browse Pickering Wharf, and grab hot chowder at Turner's Seafood.

Learn more

day-triphistoricfall-walk

Place data by Foursquare & Google · Photo: GuyWithACameraNJ

Mount Monadnock & Peterborough Village Escape in Jaffrey, NH (2h northwest)

Mount Monadnock & Peterborough Village Escape

4.8

Jaffrey, NH (2h northwest) · $ · Best for Hikers & Outdoor Lovers

Tackle the White Dot Trail for sweeping 360-degree views across southern New Hampshire foliage, then recover with hot cider and vintage book hunting in downtown Peterborough.

Learn more

hikingfoliagemountains

Place data by Foursquare & Google · Photo: Anna Yuhas

Frequently asked

What are the best things to do in Boston, MA?

Current local highlights in Boston, MA include Boston Celtics vs. New York Knicks, 2026 Ice Breaker Tournament at Walter Brown Arena, and Celebrating Chrysanthemums Concert at the Gardner. WonderKit refreshes this guide daily so the picks reflect real local happenings.

What's happening in Boston, MA this week?

The sections above show this week's events, weekend plans, and new-and-notable openings in Boston, MA, updated daily.

Where do locals eat in Boston, MA?

The "Eat & Drink" section above lists restaurants and food spots locals are recommending in Boston, MA right now.

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Plan a trip to Boston, MA

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