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View Upcoming Westchester Events
Our Westchester speed dating events take place in and around White Plains, giving you a way to meet local singles without having to commute into Manhattan. Over 80 married couples have come from WeekendDating events, and many of those connections started in Westchester.
Events are typically held at relaxed Westchester venues near Metro North and major parkways, so it is easy to get there whether you are coming from Yonkers, New Rochelle, Tarrytown, or beyond. Some nights are in person, and others are virtual so you can join from home.
At a Glance
- Where: White Plains and nearby Westchester towns
- Format: 8-15 mini dates per event
- Options: In person and virtual events
- Hosts: Friendly guidance all night
- Matches: Emailed within 12-24 hours
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Quick Answers
- Dress code: Smart casual is perfect
- Age groups: Events by specific age ranges
- Proof of age: IDs checked at in person events
- Arrival: Check in 10-15 minutes early
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Voice Quick Answers
Where are Westchester speed dating events held?
Most events are based in White Plains, with some in surrounding Westchester towns.
Can I get there by Metro North?
Yes. Many events are near the White Plains Metro North station or short rides from other stations.
Do you offer virtual Westchester events?
Yes. Some events are hosted on Zoom so you can meet Westchester and nearby singles from home.
How long is a Westchester speed dating event?
Plan for 90 minutes to about 2 hours including check in and mingling.
How many people will I meet?
Typically 8 to 15 people, depending on the night and age group.
| Date |
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Ages |
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Location |
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Title |
| Upcoming Events |
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| Women: | 50-65 |
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| Men: | 56-69 |
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Other
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Speed Dating Westchester
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Sat
Dec
27
2025
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Speed Dating Westchester
Men 56-69,
Women 50-65
Other
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| Women: | 40-54 |
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| Men: | 43-57 |
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Connecticut
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Speed Dating CT
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Thu
Jan
15
2026
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Speed Dating CT
Men 43-57,
Women 40-54
Connecticut
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| Women: | 50-65 |
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| Men: | 56-69 |
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Connecticut
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Speed Dating CT
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Thu
Jan
22
2026
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Speed Dating CT
Men 56-69,
Women 50-65
Connecticut
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| Women: | 30s & 40s |
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| Men: | 30s & 40s |
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Other
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Speed Dating Westchester
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Sat
Jan
31
2026
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Speed Dating Westchester
Men 30s & 40s,
Women 30s & 40s
Other
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| Women: | 30s & 40s |
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| Men: | 30s & 40s |
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Online
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Online Speed Dating
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Tue
Jan
6
2026
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Online Speed Dating
Men 30s & 40s,
Women 30s & 40s
Online
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| Women: | 25-39 |
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| Men: | 25-39 |
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Online
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Jewish Virtual Speed Dating
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Tue
Jan
13
2026
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Jewish Virtual Speed Dating
Men 25-39,
Women 25-39
Online
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| Women: | 37-54 |
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| Men: | 42-57 |
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Online
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Online Speed Dating
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Tue
Jan
20
2026
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Online Speed Dating
Men 42-57,
Women 37-54
Online
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| Women: | 40+ |
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| Men: | 40+ |
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Manhattan
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Cocktails and Connections
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Sat
Dec
27
2025
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Cocktails and Connections
Men 40+,
Women 40+
Manhattan
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| Women: | 25+ |
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| Men: | 25+ |
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Manhattan
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NYCs New years eve Singles party
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Wed
Dec
31
2025
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NYCs New years eve Singles party
Men 25+,
Women 25+
Manhattan
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| Women: | 45-59 |
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| Men: | 48-65 |
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Manhattan
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NYC Speed Dating
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Fri
Jan
9
2026
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NYC Speed Dating
Men 48-65,
Women 45-59
Manhattan
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| Women: | 30s & 40s |
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| Men: | 30s & 40s |
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Manhattan
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Speed Dating NYC
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Sat
Jan
10
2026
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Speed Dating NYC
Men 30s & 40s,
Women 30s & 40s
Manhattan
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| Women: | 30s & 40s |
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| Men: | 30s & 40s |
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Manhattan
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JEWISH- NYC Speed dating
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Sat
Jan
10
2026
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JEWISH- NYC Speed dating
Men 30s & 40s,
Women 30s & 40s
Manhattan
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| Women: | 40-56 |
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| Men: | 43-57 |
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Manhattan
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NYC Speed Dating
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Fri
Jan
16
2026
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NYC Speed Dating
Men 43-57,
Women 40-56
Manhattan
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| Women: | 45-58 |
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| Men: | 48-61 |
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Manhattan
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JEWISH- NYC Speed dating
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Thu
Jan
22
2026
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JEWISH- NYC Speed dating
Men 48-61,
Women 45-58
Manhattan
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| Women: | - All |
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| Men: | - All |
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NYC
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Matchmaking Date Database-Comp
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Sun
Feb
1
2026
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Matchmaking Date Database-Comp
Men - All,
Women - All
NYC
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| Women: | 25-39 |
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| Men: | 25-39 |
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Manhattan
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JEWISH- NYC Speed dating
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Sat
Feb
7
2026
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JEWISH- NYC Speed dating
Men 25-39,
Women 25-39
Manhattan
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| Women: | 37-54 |
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| Men: | 42-57 |
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Nassau
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LI Speed Dating
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Sat
Dec
27
2025
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LI Speed Dating
Men 42-57,
Women 37-54
Nassau
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| Women: | 56-70 |
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| Men: | 58-78 |
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Nassau
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LI Speed Dating
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Sat
Dec
27
2025
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LI Speed Dating
Men 58-78,
Women 56-70
Nassau
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| Women: | - All |
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| Men: | - All |
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Suffolk
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Pickleball Singles Clinic/Social
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Sun
Dec
28
2025
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Pickleball Singles Clinic/Social
Men - All,
Women - All
Suffolk
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| Women: | - All |
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| Men: | - All |
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Suffolk
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Pickleball Observe
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Sun
Dec
28
2025
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Pickleball Observe
Men - All,
Women - All
Suffolk
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| Women: | - All |
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| Men: | - All |
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Nassau
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Long Island Singles New years Eve
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Wed
Dec
31
2025
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Long Island Singles New years Eve
Men - All,
Women - All
Nassau
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| Women: | 27-43 |
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| Men: | 27-43 |
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Nassau
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Speed Dating Long Island
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Sat
Jan
3
2026
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Speed Dating Long Island
Men 27-43,
Women 27-43
Nassau
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| Women: | 35-45 |
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| Men: | N/A |
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Nassau
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Bachelor Alert-LI/Queens
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Wed
Jan
7
2026
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Bachelor Alert-LI/Queens
Men N/A,
Women 35-45
Nassau
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| Women: | 50-63 |
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| Men: | 53-65 |
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Nassau
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Long Island Speed Dating
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Sat
Jan
10
2026
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Long Island Speed Dating
Men 53-65,
Women 50-63
Nassau
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| Women: | 25-33 |
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| Men: | N/A |
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Nassau
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Bachelor Alert-
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Wed
Jan
14
2026
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Bachelor Alert-
Men N/A,
Women 25-33
Nassau
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| Women: | 45-58 |
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| Men: | 48-61 |
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Suffolk
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Long Island Speed Dating
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Sat
Jan
17
2026
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Long Island Speed Dating
Men 48-61,
Women 45-58
Suffolk
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| Women: | 35-49 |
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| Men: | 38-52 |
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Nassau
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Long Island Speed Dating
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Sat
Jan
17
2026
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Long Island Speed Dating
Men 38-52,
Women 35-49
Nassau
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| Women: | 56-70 |
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| Men: | 58-78 |
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Nassau
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LI Speed Dating
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Fri
Jan
23
2026
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LI Speed Dating
Men 58-78,
Women 56-70
Nassau
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| Women: | 37-54 |
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| Men: | 42-57 |
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Suffolk
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LI Speed Dating
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Sat
Jan
24
2026
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LI Speed Dating
Men 42-57,
Women 37-54
Suffolk
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| Women: | 27-43 |
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| Men: | 27-43 |
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Nassau
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Speed Dating Long Island
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Sat
Jan
31
2026
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Speed Dating Long Island
Men 27-43,
Women 27-43
Nassau
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| Women: | 30s & 40s |
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| Men: | 30s & 40s |
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Manhattan
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Jewish Singles NYC Mingle
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Sat
Jan
31
2026
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Jewish Singles NYC Mingle
Men 30s & 40s,
Women 30s & 40s
Manhattan
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| Women: | 50s |
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| Men: | 50s |
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Manhattan
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Jewish Singles NYC Mingle
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Sat
Jan
31
2026
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Jewish Singles NYC Mingle
Men 50s,
Women 50s
Manhattan
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| Women: | - All |
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| Men: | - All |
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Suffolk
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Prince of Egypt (Babylon)
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Sun
Apr
26
2026
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Prince of Egypt (Babylon)
Men - All,
Women - All
Suffolk
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| Women: | - All |
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| Men: | - All |
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Suffolk
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Beautiful the Musical (Babylon)
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Sun
Jul
12
2026
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Beautiful the Musical (Babylon)
Men - All,
Women - All
Suffolk
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People Also Ask About Westchester Speed Dating
How much does Westchester speed dating cost?
Pricing varies by location and age group. Check the event list above for current prices.
Do I have to live in Westchester to attend?
No. Many people come from the Bronx, NYC, Long Island, and Connecticut, but events are centered around Westchester.
Is parking available?
Most Westchester venues have nearby parking garages or lots. Check the specific event details for more information.
What should I talk about on a speed date?
- Favorite places to go in Westchester
- Weekend plans or hobbies
- Shows, sports, or travel you enjoy
Is Westchester speed dating worth it?
If you want to meet people in person instead of just swiping, speed dating in Westchester is a strong option, especially if you live nearby.
Frequently Asked Questions
Do these events really work in Westchester?
Yes. WeekendDating events have led to more than 80 marriages overall, plus many serious relationships, including couples who met at Westchester events.
Are events strictly age grouped?
Yes. Events are created by age range so you meet people close to your age.
Can I bring a friend?
Yes, many people come with a friend, but coming alone is very common and the host makes everyone feel welcome.
What if I am nervous?
That is normal. The host explains the process, keeps the rounds moving, and helps break the ice so it feels easier once you get started.
A Note From Jay
Westchester has been one of the most loyal and consistent groups I have run since about 2010 (7 years after i started the company) The people here are warm, grounded, and genuinely looking to meet someone real. White Plains, especially, has always had a great mix of people.
If you are thinking about coming out for the first time, do it. Most people come on their own, and within ten minutes they are talking and laughing like old friends. It really is a low-pressure vibe.
If you need help finding the right age group or event, just send me a message.
Hope to see you at one of our Westchester events,
Jay
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