Discover Singles Over 55 Berkshires Dating Events & Activities in Great Barrington, MA

Berkshire Pulse: Young Choreographers’ Initiative and Workshop Performance
Sat, May 10, 2:00 PM + 1 more
The Foundry West Stockbridge
Berkshire Pulse: Young Choreographers’ Initiative and Workshop Performance
Sat, May 10, 2:00 PM + 1 more
The Foundry West Stockbridge
Speed Dating for Ages 37-45 in Easthampton, MA at Jupiter Club
Sat, May 24, 7:00 PM
Jupiter Club Inc
Speed Dating for Ages 37-45 in Easthampton, MA at Jupiter Club
Sat, May 24, 7:00 PM
Jupiter Club Inc
Speed Dating for Ages 33-40 in Torrington, CT at Casa Valijo
Mon, Jun 16, 7:00 PM
Casa VALIJO Rooftop
Speed Dating for Ages 33-40 in Torrington, CT at Casa Valijo
Mon, Jun 16, 7:00 PM
Casa VALIJO Rooftop
Local LGBTQ Artists Pride Exhibit Panel @ Becket Arts Center
Thu, Jun 12, 5:00 PM
Becket Arts Center
Local LGBTQ Artists Pride Exhibit Panel @ Becket Arts Center
Thu, Jun 12, 5:00 PM
Becket Arts Center
MAY Monthly Singles Coffee Meetup
Sunday at 10:00 AM
Sand Lake Merchant
MAY Monthly Singles Coffee Meetup
Sunday at 10:00 AM
Sand Lake Merchant
Upstate Reggae presents Mykal Rose (formerly of Black Uhuru) w/ Rebelle
Sat, May 31, 7:00 PM
Colony
Upstate Reggae presents Mykal Rose (formerly of Black Uhuru) w/ Rebelle
Sat, May 31, 7:00 PM
Colony
Almost full
Speed Dating With Wingman Of The Year: East Greenbush, NY
Thu, May 15, 7:00 PM
Recovery Sports Grill
Almost full
Speed Dating With Wingman Of The Year: East Greenbush, NY
Thu, May 15, 7:00 PM
Recovery Sports Grill
Wilder House Parlor Show: Clem Snide
Fri, May 16, 8:00 PM
Wilder House Berkshires
Wilder House Parlor Show: Clem Snide
Fri, May 16, 8:00 PM
Wilder House Berkshires
Etiquette in the Berkshires
Thu, Jul 24, 6:00 PM
The Berkshires
Etiquette in the Berkshires
Thu, Jul 24, 6:00 PM
The Berkshires
Summer Schmooze - 20s and 30s Lunch Social
Sun, Jun 22, 12:00 PM
Heirloom Flats
Summer Schmooze - 20s and 30s Lunch Social
Sun, Jun 22, 12:00 PM
Heirloom Flats
Women's Grounding Retreat: Women & Wisdom
Tue, Jun 3, 10:00 AM
175 Tsatsawassa Lake Rd
Women's Grounding Retreat: Women & Wisdom
Tue, Jun 3, 10:00 AM
175 Tsatsawassa Lake Rd
50 Shades Ladies Night with Men in Motion LIVE- Easthampton MA 21+
Wed, Jun 4, 8:00 PM
Pulaski Club
50 Shades Ladies Night with Men in Motion LIVE- Easthampton MA 21+
Wed, Jun 4, 8:00 PM
Pulaski Club
Speed Dating for Ages 55+ in North Hatfield, MA at Black Birch Vineyard
Wed, Jun 18, 7:00 PM
Black Birch Vineyard
Speed Dating for Ages 55+ in North Hatfield, MA at Black Birch Vineyard
Wed, Jun 18, 7:00 PM
Black Birch Vineyard
Speed Dating for Ages 40-50 in East Granby, CT at Almost Famous Brewing
Thu, May 29, 7:00 PM
Almost Famous Brewing Company
Speed Dating for Ages 40-50 in East Granby, CT at Almost Famous Brewing
Thu, May 29, 7:00 PM
Almost Famous Brewing Company
MAY: Singles Happy Hour at Ryan's Wake
Wed, May 21, 6:00 PM
Ryan's Wake
MAY: Singles Happy Hour at Ryan's Wake
Wed, May 21, 6:00 PM
Ryan's Wake
Going fast
Board Game Speed Dating - Thomas Hooker Brewing - Hartford (Ages 25-39)
Thu, May 15, 7:00 PM
Thomas Hooker Brewery at Colt
Going fast
Board Game Speed Dating - Thomas Hooker Brewing - Hartford (Ages 25-39)
Thu, May 15, 7:00 PM
Thomas Hooker Brewery at Colt
Cwrs Cymraeg Dyffryn Hudson 2025
Sun, Jul 20, 9:00 AM
Marist University
Cwrs Cymraeg Dyffryn Hudson 2025
Sun, Jul 20, 9:00 AM
Marist University
Cuddle Party - Florence Ma: Saturday, May 3rd, 6pm-10:00pm, ET
Saturday at 6:00 PM
The Hidden Temple
Cuddle Party - Florence Ma: Saturday, May 3rd, 6pm-10:00pm, ET
Saturday at 6:00 PM
The Hidden Temple
MAY: Singles Happy Hour at City Line
Thu, May 8, 6:00 PM
City Line Bar and Grill
MAY: Singles Happy Hour at City Line
Thu, May 8, 6:00 PM
City Line Bar and Grill
NEW Queer Men's D&D Roleplaying Group @ UCC Pittsfield (Pittsfield, MA)
Sun, May 11, 2:00 PM + 14 more
110 South St
NEW Queer Men's D&D Roleplaying Group @ UCC Pittsfield (Pittsfield, MA)
Sun, May 11, 2:00 PM + 14 more
110 South St

Berkshire Pulse: Young Choreographers’ Initiative and Workshop Performance

Berkshire Pulse: Young Choreographers’ Initiative and Workshop Performance

Speed Dating for Ages 37-45 in Easthampton, MA at Jupiter Club

Speed Dating for Ages 37-45 in Easthampton, MA at Jupiter Club

Speed Dating for Ages 33-40 in Torrington, CT at Casa Valijo

Speed Dating for Ages 33-40 in Torrington, CT at Casa Valijo

Local LGBTQ Artists Pride Exhibit Panel @ Becket Arts Center

Local LGBTQ Artists Pride Exhibit Panel @ Becket Arts Center

MAY Monthly Singles Coffee Meetup

MAY Monthly Singles Coffee Meetup

Upstate Reggae presents Mykal Rose (formerly of Black Uhuru) w/ Rebelle

Upstate Reggae presents Mykal Rose (formerly of Black Uhuru) w/ Rebelle

Speed Dating With Wingman Of The Year: East Greenbush, NY

Speed Dating With Wingman Of The Year: East Greenbush, NY

Wilder House Parlor Show: Clem Snide

Wilder House Parlor Show: Clem Snide

Etiquette in the Berkshires

Etiquette in the Berkshires

Summer Schmooze - 20s and 30s Lunch Social

Summer Schmooze - 20s and 30s Lunch Social

Women's Grounding Retreat: Women & Wisdom

Women's Grounding Retreat: Women & Wisdom

50 Shades Ladies Night with Men in Motion LIVE- Easthampton MA 21+

50 Shades Ladies Night with Men in Motion LIVE- Easthampton MA 21+

Speed Dating for Ages 55+ in North Hatfield, MA at Black Birch Vineyard

Speed Dating for Ages 55+ in North Hatfield, MA at Black Birch Vineyard

Speed Dating for Ages 40-50 in East Granby, CT at Almost Famous Brewing

Speed Dating for Ages 40-50 in East Granby, CT at Almost Famous Brewing

MAY: Singles Happy Hour at Ryan's Wake

MAY: Singles Happy Hour at Ryan's Wake

Board Game Speed Dating - Thomas Hooker Brewing - Hartford (Ages 25-39)

Board Game Speed Dating - Thomas Hooker Brewing - Hartford (Ages 25-39)

Cwrs Cymraeg Dyffryn Hudson 2025

Cwrs Cymraeg Dyffryn Hudson 2025

Cuddle Party - Florence Ma: Saturday, May 3rd, 6pm-10:00pm, ET

Cuddle Party - Florence Ma: Saturday, May 3rd, 6pm-10:00pm, ET

MAY: Singles Happy Hour at City Line

MAY: Singles Happy Hour at City Line

NEW Queer Men's D&D Roleplaying Group @ UCC Pittsfield (Pittsfield, MA)

NEW Queer Men's D&D Roleplaying Group @ UCC Pittsfield (Pittsfield, MA)

Things to do around Great Barrington

Trends in Great Barrington

1. Easter brunch

2. 420festival

3. Craft fairs

4. Dance

5. Live music

6. Vfw

7. Car show

8. Singles

9. Figure drawing

10. Christmas

11. Trivia

12. Berkshires