UrbanSitter Events

babysitterJoin us for UrbanSitter events across the country, from casual babysitter meet & greets to our exciting speed-sitting events where parents take turns interviewing babysitters in a round-robin format!

View upcoming UrbanSitter events by city:

WEST
Los Angeles events
San Francisco Bay Area events

MIDWEST
Chicago events

EAST
New York City events
Washington D.C. events

BABYSITTERS & NANNIES
Babysitter & Nanny Events

UrbanSitter Chicago Events

Purple Monkey LogoDrop-off Childcare at Purple Monkey Playroom
Monday – Friday | 9:30 am – 5:30 pm
Purple Monkey Playroom | 2040 N. Western Ave.
Need a break? Register to drop off your children ages 6 months+ for care at the Purple Monkey Playroom. UrbanSitters will be there to welcome and play with your children! You can even prepay for snacks for your little one to munch on during the visit! Must book a minimum of 2 hours.
Registration: Visit the registration page to sign up or call Purple Monkey at 773-772-8411

UrbanSitter at Bubbles Academy
Monday – Friday | 9:00am – 5:00pm
Bubbles Academy | 1504 N Fremont Ave, Chicago
UrbanSitter now offers free Sibling Care at Bubbles Academy. Drop your little one at the Sibling Care Center, a fun-filled play space, and attend class with his or her sibling. Register online!

“Lincoln Square Incubator” at Pickle’s Playroom
Thursdays (ongoing) | 10:00am – 12:00pm
Pickle’s Playroom | 2315 W Lawrence Ave, Chicago
Looking for a collaborative work space outside your home? Visit the Lincoln Square Incubator at Pickle’s Playroom! UrbanSitter will watch your little ones on the play floor while you get some work done in the cafe area — or book an appointment at their on-site salon! Register online.

Drop-off Care at Sod Room
Ongoing – 1st & 3rd Fridays | 9:30am – 12:00pm
Sod Room | 1454 S. Michigan Ave, 2nd Floor, Chicago
UrbanSitter is teaming up with Sod Room to offer Chicago parents a morning of drop-off playcare! Local UrbanSitters will keep the little ones entertained at Sod Room while you indulge in some “me time,” tackle your to-do list, or sneak in a trip to the gym. Info online.

Pool Playdate with UrbanSitter & Chicago Blue Dolphins
Sunday, April 19th | 4:30 – 6:30pm
Chicago Blue Dolphins | 2222 N Elston Ave, Chicago
Bring the family to Chicago Blue Dolphins for a fun-filled pool playdate! Local UrbanSitters will be on hand with face painting, and families can enjoy free swim in the pools. Pizza and snacks will be provided for hungry swimmers! Register online.

UrbanSitter “Speed Sitting” with the Bump Club
Wednesday, April 22nd | 7:00 – 9:00pm
Monica + Andy| 2038 N Halsted Street, Chicago
UrbanSitter and Bump Club & Beyond  are teaming up to give you a whole new reason to speed date! Quickly meet and interview a host of local UrbanSitters to determine if they are a good fit for your family. Meet them in person, then book them online anytime!

Mother’s Day Photo Shoot
Saturday & Sunday, April 25th & 26th | 8:00am – 5:00pm
KH Photography | 1001 W Webster Ave, Chicago
UrbanSitter & KH Photography are teaming up again this year to help put the focus on mom – just in time for Mother’s Day! Join us for free mini photo shoots & enter to win a $100 UrbanSitter gift card! This popular event sold out quickly last year, so book your photo shoot slot today. Register online.

UrbanSitter Los Angeles Events

Cherry Blossom Festival and Family Picnic
Friday, April 17th | 10:00am – 3:00pm
South Coast Botanic Garden | 26300 Crenshaw Boulevard, Palos Verdes Peninsula
Bring the whole family for a day at the garden to celebrate the beginning of cherry blossom season! Visit the UrbanSitter craft table to do a special cherry blossom craft and spin the prize wheel to win free babysitting.

UrbanSitter New York Events

UrbanSitter at Brunch Baby, Brunch
Sunday, April 19th| 11:00am – 2:00pm
Brother Jimmy’s BBQ | 2nd Ave. btw 77th & 78th St, Upper East Side
Join UrbanSitter at NYC’s best baby-friendly brunch spot! We’ll have face painting for the little ones and raffle prizes (babysitting credit!) for the grown ups. RSVP via email.

A Child Grows in Brooklyn Baby & Family Expo
Sunday, April 19th | 11:00am – 3:30pm
St. Francis College | 180 Remsen St, Brooklyn Heights
Visit the 4th Annual Baby & Family Expo for everything thing you need to know about baby gear, toddler classes, and more! Stop by the UrbanSitter table for face painting & to learn how UrbanSitter can help you find trusted local babysitters!

UrbanSitter “Speed-Sitting” with CityKinder
Wednesday, April 22nd | 6:30 – 8:00pm
German School Brooklyn | 17 Eastern Parkway, 5th Floor, Brooklyn
Join UrbanSitter and CityKinder for a whole new reason to speed date! Quickly meet and interview local UrbanSitters to determine if they are a good fit for your family. Drinks and light refreshments served. Cost, $10 pp.

Prospect Heights Craft Fair
Saturday, April 25th | 11:00am – 6:00pm
PS 9 | Underhill Ave, Brooklyn
Don’t miss out on face painting, courtesy of UrbanSitter, at the Prospect Heights Craft Fair! Parents can stop by the UrbanSitter table to sign up for the site and learn how UrbanSitter can connect them to trusted babysitters.

UrbanSitter at Brunch Baby, Brunch
Sunday, April 26th| 11:00am – 2:00pm
Brother Jimmy’s BBQ | 2nd Ave. btw 77th & 78th St, Upper East Side
Join UrbanSitter at NYC’s best baby-friendly brunch spot! We’ll have face painting for the little ones and raffle prizes (babysitting credit!) for the grown ups. RSVP via email.

UrbanSitter San Francisco Bay Area Events

East Bay: Resource Fair at Rock the Spectrum
Saturday, April 18th | 10:00am – 3:00pm
Rock the Spectrum | 2920 Seventh Street, Berkeley
Stop by Rock the Spectrum Kid’s Gym to learn about local parenting resources like UrbanSitter! You’ll meet local UrbanSitters & learn how UrbanSitter can help you connect with trusted sitters & nannies.

San Francisco: UrbanSitter Meet & Greet at DayOne Baby
Saturday, April 18th | 12:00 – 2:30pm
Day One Baby | 3548 Sacramento Street, San Francisco
Join us for a fun and efficient way to get started on UrbanSitter! At this casual event, you’ll have the chance to meet experienced babysitters and ask your questions to UrbanSitter experts.

East Bay: UrbanSitter at the Bay Area Children’s Theatre
Saturday, April 18th and Sunday, April 19th | 11:00am and 2:00pm showings
Freight and Salvage | 2020 Addison Street, Berkeley
UrbanSitter is sponsoring the upcoming Bay Area Children’s Theatre production of Fancy Nancy. Enjoy crafts with UrbanSitter before the show & during intermission and learn how UrbanSitter can help your family connect with trusted babysitters. Tickets online.

East Bay: UrbanSitter Meet & Greet with Iron Horse Mother’s Club
Sunday, April 19th | 10:00am – 12:00pm
Athan Downs Park | Montevideo Drive, San Ramon
Join us for a fun and efficient way to get started on UrbanSitter! At this casual event, you’ll have the chance to meet experienced babysitters and ask your questions to UrbanSitter experts. Register online.

Peninsula: Blossom Birth & Family Fair
Sunday, April 19th | 10:00am – 4:00pm
Mitchell Park Community Center | 3700 Middlefield Rd, Palo Alto
Enjoy engaging workshops and connect with the best local pregnancy, birth, and parenting resources and services. Don’t miss special guest speaker Dr. Harvey Karp’s talk on keeping baby and family happy. Stop by the UrbanSitter table to enjoy an exclusive discount for Blossom members! UrbanSitter is a Supporting Sponsor of the Blossom Birth & Family Fair.

Marin: UrbanSitter Meet & Greet at the Tutu School
Wednesday, April 22nd | 9:30am – 12:30pm
Tutu School at Marin Country Mart | 2201 Larkspur Landing Circle, Larkspur
UrbanSitter is bringing babysitters to ballet! We will be at Tutu School during morning classes with a handful of Marin’s top babysitters. Get to know them before, during, or after class to find a good fit for your family.

San Francisco: UrbanSitter Speed Sitting
Wednesday, April 22nd | 6:30 – 8:00pm
Peekadoodle | 900 North Point Street, Suite F100
Join UrbanSitter & Peekadoodle for a “speed sitting” event! You can quickly meet and interview a host of local sitters and find the perfect fit for your family. Meet them in person, then book them online anytime. RSVP online.

Marin: UrbanSitter Meet & Greet at the Tutu School
Saturday, April 25th | 9:30am – 2:00pm
Tutu School at Marin Country Mart | 2201 Larkspur Landing Circle, Larkspur
UrbanSitter is bringing babysitters to ballet! We will be at Tutu School during morning classes with a handful of Marin’s top babysitters. Get to know them before, during, or after class to find a good fit for your family.

East Bay: UrbanSitter at the Bay Area Children’s Theatre
Saturday, April 25th and Sunday, April 26th | 11:00am and 2:00pm showings
Freight and Salvage | 2020 Addison Street, Berkeley
UrbanSitter is sponsoring the upcoming Bay Area Children’s Theatre production of Fancy Nancy. Enjoy crafts with UrbanSitter before the show & during intermission and learn how UrbanSitter can help your family connect with trusted babysitters. Tickets online.

Peninsula: UrbanSitter Meet & Greet at DayOne Baby
Saturday, April 25th | 12:30 – 3:00pm
DayOne Baby | 552 Waverly Street, Palo Alto
Join us for a fun and efficient way to get started on UrbanSitter! At this casual event, you’ll have the chance to meet experienced babysitters and ask your questions to UrbanSitter experts. Register online.

Marin: UrbanSitter at the Family Fun Festival
Saturday, April 25th | 2:30 – 5:30pm
Marin Formative Christian Preschool | 2000 Las Gallinas Avenue, San Rafael
UrbanSitter is sponsoring face painting at the first annual Family Fun Festival at Marin Formative preschool. The little ones can do crafts and play with great local UrbanSitters. If you meet an UrbanSitter who seems like a good fit for your family, book them online through UrbanSitter for your next night out!

UrbanSitter Washington D.C. Area Events

UrbanSitter at the Mt. Pleasant Farmer’s Market
Saturday, April 18th | 9:00am – 12:00pm
3210 Mount Pleasant St NW | Washington, DC
Spring has finally arrived & so has the Mt. Pleasant Farmer’s Market! Stop by the UrbanSitter table for creative crafts & information on how UrbanSitter can help you connect with trusted local babysitters.

UrbanSitter Meet & Greet at Pleasant Pops
Wednesday, April 22nd | 6:30 – 8:00pm
Pleasant Pops | 1781 Florida Avenue Northwest, DC
Join us for a fun and efficient way to get started on UrbanSitter! At this casual event, you’ll have the chance to meet experienced babysitters and ask your questions to UrbanSitter experts. Register online.

UrbanSitter Meet & Greet and CPR Class
Sunday, April 26th | 10:00am – 1:00pm
DC JCC | 1529 16th Street Northwest, DC
The DC JCC is teaming up with UrbanSitter to offer an Infant & Child CPR class followed by an UrbanSitter Meet & Greet. You’ll learn life-saving skills and meet newly CPR-certified babysitters who you can conveniently book online through UrbanSitter! Tickets online.

Birth & Babies Fair
Sunday, April 26th | 12:00p – 5:00pm
Hill Center at the Old Naval Hospital | 921 Pennsylvania Avenue, SE Washington
Spend the day at the Birth & Babies Fair and learn everything you need to know about babies & parenting! Stop by the UrbanSitter table to learn how the site can help you connect with trusted local babysitters.

UrbanSitter Babysitter & Nanny Events

Los Angeles: UrbanSitter Babysitter Meet Up – SF Valley
Wednesday, April 22nd | 6:30 – 8:00pm
Work by The Office Stylist | 5170 Sepulveda Blvd, #260, Sherman Oaks
Join us at a casual UrbanSitter Babysitter Meet Up in the SF Valley Area! We’ll share some UrbanSitter history, how we got started, and talk about future plans. Meet your SF Valley team & receive a free sitter membership upgrade (good for 6 mo.). RSVP online.

East Bay: Sports Basement CPR Class
Saturday, April 25th | 3:00 – 6:00pm
Sports Basement | 2727 Milvia Street, Berkeley
UrbanSitter is teaming up with Sports Basement to offer an ASHI CPR/AED certification course to UrbanSitters. All sitters who complete the course will receive an ASHI certificate and a badge on their UrbanSitter profile. Cost – $15 pp. Register online.

Peninsula: UrbanSitter Sponsored CPR Certification Course
Thursday, April 23rd | 6:00 – 9:00pm
DayOne Baby | 552 Waverly Street, Palo Alto
UrbanSitter and DayOne Baby are teaming up to offer an American Heart Association Heartsaver Infant, Child and Adult CPR certification course. Students will learn how to respond to infant, toddlers and adults in need of CPR. Cost to attend = $40. Reserve your spot through Eventbrite.

Peninsula: UrbanSitter in the Diva Race 5K
Sunday, May 31st | 7:00am
Bayside Park | 1125 Airport Blvd San Francisco Bay, CA
If you love running and a bit of friendly competition in support of a good cause, this is the event for you. Join a team of UrbanSitter staff and sitters in this fun, festive race. The first 10 UrbanSitters to register for the race will receive a $15 discount off the cost of entry. Register for the race, then email molly@urbansitter.com to claim your special discount.

New York: Red Cross CPR Certification with Project Playdate
Ongoing | Various Times
Project Playdate | 601 W 26th St. Suite 325, New York
UrbanSitter is teaming up with Project Playdate to offer a Red Cross CPR Certification course. The course covers adult, infant, and child CPR. UrbanSitters who complete the course will receive a 2-year Red Cross certification and a badge on their UrbanSitter profile. Register online.