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Fairs & Festivals in Greater Boston, Massachusetts
20 upcoming events. Boston and the cities and towns immediately around it.
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OCT
9
In 5 days
HONK! Festival 2026
Fri, Oct 9, 2026 - Sun, Oct 11, 2026
Davis Square, Somerville, MA
Free
Large
Outdoor
Music Festival
Parade
Community Event
OCT
16
In 12 days
Head of the Charles Regatta 2026
Fri, Oct 16, 2026 - Sun, Oct 18, 2026
Charles River (Regatta Course), Boston, MA
Major
Outdoor
~325,000
Community Event
Trade Show
Expected in 13 days
Boston Irish Beerfest
Sat, Oct 17, 2026
Irish Cultural Centre Greater Boston, Canton, MA
Medium
Mixed
Festival
Beer Festival
OCT
17
In 13 days
Newton Harvest Fair 2026
Sat, Oct 17, 2026 - Sun, Oct 18, 2026
Newton Centre Green, Newton, MA
Free
Outdoor
Festival
Craft Fair
Community Event
NOV
6
Boston International Antiquarian Book Fair 2026
Fri, Nov 6, 2026 - Sun, Nov 8, 2026
Hynes Convention Center, Boston, MA
$10 - $25
Indoor
Antique Show
Trade Show
NOV
7
New England Bridal Affair — Boston 2026
Sat, Nov 7, 2026
Hilton Boston Back Bay, Boston, MA
Small
Indoor
Bridal Show
Trade Show
Snowport Holiday Market 2026 - Boston Seaport
Next: Mon, Nov 9, 2026
Snowport at Seaport Common, Boston, MA
Free
Large
Outdoor
Holiday Market
Festival
Analog Fest Winter Vinyl Record Show 2026
Sun, Nov 15, 2026
Holiday Inn Dedham, Dedham, MA
$5 - $10
Indoor
Trade Show
Flea Market
ZooLights at Stone Zoo 2026
Fri, Nov 20, 2026 - Sun, Jan 3, 2027
Stone Zoo, Stoneham, MA
Medium
Outdoor
Festival
SoWa Christmas Market 2026
Fri, Nov 20, 2026 - Sun, Dec 27, 2026
SoWa Power Station, Boston, MA
$10
Indoor
Holiday Market
Festival
Art Show
NOV
21
Braintree Holiday Craft and Vendor Fair 2026
Sat, Nov 21, 2026
Sons of Italy Braintree, Braintree, MA
Free
Indoor
Craft Fair
Holiday Market
Community Event
Wellesley Marketplace 2026
Sat, Nov 21, 2026
Wellesley High School, Wellesley, MA
$15 - $50
Indoor
Craft Fair
Holiday Market
DEC
19
Tentative
Causeway Card Show - Boston December 2026
Sat, Dec 19, 2026
Big Night Live, Boston, MA
Indoor
Trade Show
First Night Boston 2027
Thu, Dec 31, 2026 - Fri, Jan 1, 2027
Boston Common, Boston, MA
Major
Mixed
~400,000
Community Event
Festival
FEB
10
New England Boat Show 2027
Wed, Feb 10, 2027 - Sun, Feb 14, 2027
Thomas M. Menino Convention & Exhibition Center, Boston, MA
Major
Indoor
Boat Show
Trade Show
Vinyl Bowl Vinyl Record Show 2027
Sat, Feb 13, 2027
Holiday Inn Dedham, Dedham, MA
$5 - $10
Indoor
Trade Show
Flea Market
MAY
1
Tentative
Somerville Open Studios 2027
Sat, May 1, 2027 - Sun, May 2, 2027
Various Studios (Somerville), Somerville, MA
Large
Mixed
Art Show
Art Walk
Anime Boston 2027
Fri, May 28, 2027 - Sun, May 30, 2027
Hynes Convention Center, Boston, MA
Indoor
Convention
Pop Culture Convention
Comic Con
Boston Calling Music Festival 2027
Fri, Jun 4, 2027 - Sun, Jun 6, 2027
Harvard Athletic Complex, Allston, MA
Large
Outdoor
~120,000
Music Festival
Concert
Ended
Brookline Porchfest 2026
Sat, Oct 3, 2026
Brookline Neighborhood Porches, Brookline, MA
Free
Large
Outdoor
Music Festival
Community Event
Festival
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