Best events in
Chatham

For events and things to do in Chatham, MA, the town offers a distinctly seasonal rhythm centered on its classic New England charm. Summer brings a flurry of outdoor festivals and concerts to Main Street, while the off-season offers a more local, relaxed pace. Community traditions and a highly walkable downtown core define the social landscape year-round.

Stroll down the highly walkable Main Street, where boutiques and galleries lead to the historic Chatham Orpheum Theater and lively venues like The Chatham Squire.
Find seasonal celebrations at Kate Gould Park, the central hub for the weekly summer Chatham Band Concerts and the annual Oktoberfest.
Explore local craftsmanship and flavors at recurring gatherings like the Chatham Summer Craft Festival or the seasonal Chatham Farmers Market.

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Events near Chatham

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Love Farms Harvest Festival: Oyster Week

Saturday • 10:00 AM

Love Farms

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Chatham Bars Inn Farm Fall Frolic

Sunday • 11:00 AM

Chatham Bars Inn Farm

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Secret Planet Cape Cod ft. Derek Gripper [Candlelight Concert]

Wednesday • 7:00 PM

Chapel in The Pines

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9th ANNUAL CHRIS DIOZZI OPEN | 2026

Sat, Oct 17 • 7:00 AM

Dennis Highlands Golf Course

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Johnny Cash Tribute Show

Sat, Nov 28 • 7:00 PM

Pelham House Resort

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South Yarmouth Library Association Holiday Cookie Stroll

Sat, Dec 12 • 10:00 AM

South Yarmouth Library

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Holiday Mahjong Brunch

Sun, Dec 20 • 10:00 AM

Chatham Bars Inn

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Love Farms Harvest Festival: Oyster Week

Saturday • 10:00 AM

Love Farms

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Chatham Bars Inn Farm Fall Frolic

Sunday • 11:00 AM

Chatham Bars Inn Farm

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Secret Planet Cape Cod ft. Derek Gripper [Candlelight Concert]

Wednesday • 7:00 PM

Chapel in The Pines

Check ticket price on event

9th ANNUAL CHRIS DIOZZI OPEN | 2026

Sat, Oct 17 • 7:00 AM

Dennis Highlands Golf Course

Check ticket price on event

Johnny Cash Tribute Show

Sat, Nov 28 • 7:00 PM

Pelham House Resort

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South Yarmouth Library Association Holiday Cookie Stroll

Sat, Dec 12 • 10:00 AM

South Yarmouth Library

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Holiday Mahjong Brunch

Sun, Dec 20 • 10:00 AM

Chatham Bars Inn

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Nearby cities

Plymouth

41 miles away

New Bedford

50 miles away

Barnstable Town

18 miles away

South Duxbury

45 miles away

Provincetown

28 miles away

Falmouth

35 miles away

Wareham Center

40 miles away

The Pinehills

36 miles away

East Falmouth

31 miles away

Brewster

8 miles away

Sandwich

29 miles away

North Plymouth

43 miles away

Kingston

46 miles away

Nantucket

29 miles away

West Dennis

10 miles away

Northwest Harwich

9 miles away

East Sandwich

25 miles away

North Falmouth

35 miles away

Orleans

8 miles away

Marshfield

48 miles away

South Yarmouth

12 miles away

Buzzards Bay

34 miles away

Dennis

13 miles away

Dennis Port

9 miles away

Green Harbor-Cedar Crest

45 miles away

Onset

37 miles away

West Wareham

41 miles away

West Falmouth

35 miles away

Woods Hole

38 miles away

Harwich Center

6 miles away

Plymouth

41 miles away

New Bedford

50 miles away

Barnstable Town

18 miles away

South Duxbury

45 miles away

Provincetown

28 miles away

Falmouth

35 miles away

Wareham Center

40 miles away

The Pinehills

36 miles away

East Falmouth

31 miles away

Brewster

8 miles away

Sandwich

29 miles away

North Plymouth

43 miles away

Kingston

46 miles away

Nantucket

29 miles away

West Dennis

10 miles away

Northwest Harwich

9 miles away

East Sandwich

25 miles away

North Falmouth

35 miles away

Orleans

8 miles away

Marshfield

48 miles away

South Yarmouth

12 miles away

Buzzards Bay

34 miles away

Dennis

13 miles away

Dennis Port

9 miles away

Green Harbor-Cedar Crest

45 miles away

Onset

37 miles away

West Wareham

41 miles away

West Falmouth

35 miles away

Woods Hole

38 miles away

Harwich Center

6 miles away

Online Events

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How To Be Kind To Yourself - Shahroo Izadi

Wednesday • 7:00 PM GMT+1

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HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

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Winning at VA: What It Takes to Compete, Build Trust & Grow

Thu, Oct 15 • 12:00 PM EDT

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ARBD in the community: recognition, response and pathways forward

Thu, Oct 15 • 10:00 AM GMT+1

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Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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How To Be Kind To Yourself - Shahroo Izadi

Wednesday • 7:00 PM GMT+1

Check ticket price on event

HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

Check ticket price on event

Winning at VA: What It Takes to Compete, Build Trust & Grow

Thu, Oct 15 • 12:00 PM EDT

Check ticket price on event

ARBD in the community: recognition, response and pathways forward

Thu, Oct 15 • 10:00 AM GMT+1

Check ticket price on event

Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

Check ticket price on event

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

Check ticket price on event

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

Check ticket price on event

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

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Points of Interest near Chatham

Frequently asked questions about Chatham

Where are the best spots for live music events in Chatham?

The Chatham Squire is the town's primary year-round music hub. This classic Main Street tavern hosts a mix of local bands, DJs, and karaoke. For a more seasonal experience, Chatham Bars Inn's Bayview Terrace often features live music outdoors.

What are some family-friendly things to do in Chatham?

Kate Gould Park is central to many family-friendly events. The park hosts the popular Chatham Band Concerts every Friday in the summer. Additionally, the Chatham Orpheum Theater often shows free family matinees during the summer season.

Are there free events in Chatham, MA?

Yes, many of Chatham's signature community events are free to attend. Enjoy the weekly Chatham Band Concerts at Kate Gould Park in the summer or browse local works at the annual Art in the Park festival. First Night Chatham also features many performances.

What kind of outdoor events happen in Chatham?

Chatham's calendar is full of outdoor community gatherings, especially in summer. Kate Gould Park is the main venue for events like the annual Oktoberfest and Art in the Park. The Chatham Summer Craft Festival also takes place outdoors on the community center lawn.

How can I experience the art scene in Chatham?

The town's art scene is very accessible, particularly along Main Street's galleries. For specific art events, look for the annual Art in the Park festival. The Chatham Summer Craft Festival is another great opportunity to see local artisans' work.

What is the nightlife like in Chatham?

Nightlife in Chatham centers around the welcoming atmosphere of its local taverns. The Chatham Squire on Main Street is the main spot for year-round activity with live music and DJs. In the summer, the scene expands with more people strolling downtown.

What are some of Chatham's biggest annual traditions?

Chatham celebrates the seasons with several major annual events. First Night Chatham is a large, family-friendly New Year's Eve celebration. In the warmer months, the summer Chatham Band Concerts are a beloved tradition, while Christmas by the Sea kicks off the holidays.

Where can I find food and drink events in town?

Food-focused events are often tied to seasonal markets and festivals. The Chatham Farmers Market runs from spring through fall, offering local produce and goods. The annual Oktoberfest in Kate Gould Park also features festive fare and drinks.

Events near Chatham

Love Farms Harvest Festival: Oyster Week

Chatham Bars Inn Farm Fall Frolic

Secret Planet Cape Cod ft. Derek Gripper [Candlelight Concert]

9th ANNUAL CHRIS DIOZZI OPEN | 2026

Johnny Cash Tribute Show

South Yarmouth Library Association Holiday Cookie Stroll

Holiday Mahjong Brunch

Love Farms Harvest Festival: Oyster Week

Chatham Bars Inn Farm Fall Frolic

Secret Planet Cape Cod ft. Derek Gripper [Candlelight Concert]

9th ANNUAL CHRIS DIOZZI OPEN | 2026

Johnny Cash Tribute Show

South Yarmouth Library Association Holiday Cookie Stroll

Holiday Mahjong Brunch

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Nearby cities

Plymouth

New Bedford

Barnstable Town

South Duxbury

Provincetown

Falmouth

Wareham Center

The Pinehills

East Falmouth

Brewster

Sandwich

North Plymouth

Kingston

Nantucket

West Dennis

Northwest Harwich

East Sandwich

North Falmouth

Orleans

Marshfield

South Yarmouth

Buzzards Bay

Dennis

Dennis Port

Green Harbor-Cedar Crest

Onset

West Wareham

West Falmouth

Woods Hole

Harwich Center

Plymouth

New Bedford

Barnstable Town

South Duxbury

Provincetown

Falmouth

Wareham Center

The Pinehills

East Falmouth

Brewster

Sandwich

North Plymouth

Kingston

Nantucket

West Dennis

Northwest Harwich

East Sandwich

North Falmouth

Orleans

Marshfield

South Yarmouth