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Wednesday,
October
1
Charles River Boat Company - Freaky Tiki Takeover
The Rocky Horror Picture Show (
7:00 pm
)
The Rocky Horror Picture Show (
8:00 pm
)
Thursday,
October
2
Taylor Takeover Week at CanalSide Food + Drink at CambridgeSide (
6:00 pm
)
CanalSide at CambridgeSide Hosts Weekly Thursday Trivia (
6:00 pm
)
An Evening With David Byrne - Who is the Sky Tour (
8:00 pm
)
Friday,
October
3
Way Underground: Renaissance 001 (
7:00 am
)
Tour the Otis House (
11:00 am
)
Taylor Takeover Week at CanalSide Food + Drink at CambridgeSide (
6:00 pm
)
The Runway Show, Boston (
6:30 pm
)
Dungeons & Dragons: The Twenty-Sided Tavern (
8:00 pm
)
Saturday,
October
4
Museums on Us from Bank of America
Tour the Otis House (
11:00 am
)
9th New Bedford Food Truck & Craft Beer Festival (
12:00 pm
)
Fall Fizzy Fest (
1:00 pm
)
5th Annual Give a Shuck Event (
2:00 pm
)
Ask Ronna Live (With Ronna Glickman and Bryan Safi) (
7:30 pm
)
Sunday,
October
5
Jazz Sunday: Allan Chase / Sun Ra Jam (
7:00 am
)
Tour the Otis House (
11:00 am
)
Stardew Valley: Symphony of Seasons (
7:00 pm
)
Monday,
October
6
Tuesday,
October
7
CanalSide at CambridgeSide Hosts FREE Music Bingo (
6:00 pm
)
Wednesday,
October
8
Queens Of The Stone Age: The Catacombs Tour (
7:30 pm
)
Kevin Bridges Live (
7:30 pm
)
Thursday,
October
9
Join InterContinental Boston’s Matria for a Unique Four-Course, Two Chefs, Two Cities, One Table Experience (
5:00 am
)
Hang Time (
7:30 am
)
3rd International Conference on Innovations and Advances in Cancer Research and Treatment (
9:30 am
)
CanalSide at CambridgeSide Hosts Weekly Thursday Trivia (
6:00 pm
)
Friday,
October
10
Join InterContinental Boston’s Matria for a Unique Four-Course, Two Chefs, Two Cities, One Table Experience (
5:00 am
)
Tour the Otis House (
11:00 am
)
The Wild and the Tame (
7:30 pm
)
Saturday,
October
11
Join InterContinental Boston’s Matria for a Unique Four-Course, Two Chefs, Two Cities, One Table Experience (
5:00 am
)
Boston 10K for Women (
7:00 am
)
Cape Ann Artisans Open Studio Tour (
10:05 am
)
Cape Ann Artisans Open Studio Tour (2) (
10:05 am
)
Tour the Otis House (
11:00 am
)
Harvest Saturdays: Chef's Table Series (
12:00 pm
)
Chameleon Arts Ensemble - Beneath the setting sun (
7:30 pm
)
Sunday,
October
12
Tour the Otis House (
11:00 am
)
Chameleon Arts Ensemble - Beneath the setting sun (
4:00 pm
)
Monday,
October
13
Tuesday,
October
14
From Rails to Trails - Boston doccumentary premiere (
5:00 pm
)
CanalSide at CambridgeSide Hosts FREE Music Bingo (
6:00 pm
)
The Gipsy Kings featuring Nicolas Reyes (
7:30 pm
)
Wednesday,
October
15
Thursday,
October
16
CanalSide at CambridgeSide Hosts Weekly Thursday Trivia (
6:00 pm
)
Team IMPACT's 2025 Sneaker Ball (
7:00 pm
)
Friday,
October
17
Tour the Otis House (
11:00 am
)
Annie (
7:30 pm
)
Saturday,
October
18
Tour the Otis House (
11:00 am
)
SpicetoberFest: Spice. Culture. Food. (
4:00 pm
)
Sunday,
October
19
Jazz Sunday: Jeff Gardner / Peter Perfido & Dominique Humbert (
7:00 am
)
Tour the Otis House (
11:00 am
)
Monday,
October
20
Tuesday,
October
21
CanalSide at CambridgeSide Hosts FREE Music Bingo (
6:00 pm
)
Wednesday,
October
22
Thursday,
October
23
Boston Arts Academy Foundation's 2025 Honors Event (
6:00 am
)
The Steve Morse Band, featuring The Jon Finn Group, opener (
7:30 am
)
CanalSide at CambridgeSide Hosts Weekly Thursday Trivia (
6:00 pm
)
Friday,
October
24
Tour the Otis House (
11:00 am
)
TINA - The Tina Turner Musical (
8:00 pm
)
Saturday,
October
25
Tour the Otis House (
11:00 am
)
2025 Official Halloween Bar Crawl Boston By Bar Crawl LIVE! (
3:00 pm
)
2025 Official Halloween Bar Crawl Boston Bar Crawl LIVE Friday and Saturday (
3:00 pm
)
2025 Official Halloween Bar Crawl Charlotte By Bar Crawl LIVE! (
3:00 pm
)
Leanne Morgan (
4:00 pm
)
28th Annual Lesbians and Friends LGBTQIA+ Dance - Halloween Bash for a Cause - Boston (
6:00 pm
)
28th Annual Lesbians and Friends LGBTQIA+ Dance - Halloween Bash for a Cause (
6:00 pm
)
Sinners & Saints Party Cruise (
6:30 pm
)
Sunday,
October
26
Musicians of the Old Post Road Presents: Brilliant Borrowings (
4:00 am
)
Tour the Otis House (
11:00 am
)
Bridal Bash at Stonehouse (
12:00 pm
)
Monday,
October
27
Tuesday,
October
28
CanalSide at CambridgeSide Hosts FREE Music Bingo (
6:00 pm
)
Wednesday,
October
29
Herbie Hancock (
8:00 pm
)
Thursday,
October
30
The 4th Witch (
7:30 am
)
CanalSide at CambridgeSide Hosts Weekly Thursday Trivia (
6:00 pm
)
An Evening with Stephen Russell (
7:00 pm
)
Friday,
October
31
Tour the Otis House (
11:00 am
)
Boston Halloween Pub Crawl 2025 On 31 October 2025 (
5:00 pm
)
2025 Official Halloween Bar Crawl Boston Bar Crawl LIVE Friday and Saturday (
6:00 pm
)
Witches & Zombies (
6:30 pm
)
Clue: The Movie with Lesley Ann Warren (
8:00 pm
)
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