UrbanSitter Events

Join us for UrbanSitter events across the country!

  • Meet babysitters at an exciting “Speed-Sitting” event where parents take turns interview a dozen sitters in a round-robin format.
  • Attend a casual Babysitter Meet and Greet or mixer.
  • Stop by our table to learn more about UrbanSitter at great events thrown by our fabulous partners.

View upcoming UrbanSitter events in your city:
Boston events
Chicago events
Denver-Boulder events
Los Angeles events
New York City events
Philadelphia events
San Diego events
San Francisco Bay Area events
Seattle events
Washington D.C. events

Boston Area Events

Check back for events soon.

Chicago Area Events

  • Purple Monkey LogoUrbanSitter Drop-off Thursdays at Purple Monkey Playroom
    Purple Monkey Playroom | 2040 N. Western Ave.
    Need a break? Want a chance to run some errands unencumbered? UrbanSitter is teaming with Purple MonkeyPlayroom to offer you a solution—UrbanSitter Drop-off Thursdays! You are welcome to register to drop off your child(ren) ages 6 months+ for care between 10:00am and 12:30pm. UrbanSitters will be there ready to welcome and play with your children! Visit the registration page to sign up. You can even prepay for snacks for your little one to munch on during the visit! Feel free to call Purple Monkey at 773-772-8411 for more details.
  • From the Cradle to the Rocking Chair: How to Maximize Preparing for College Funding and Retirement
    Wednesday, April 23 | 7-8:30PM
    Little Beans Cafe | 1809 W Webster
    This informational panel will discuss the options available to ease your worries about paying for your child’s college education, while staying on track for your retirement.
  • NPN Toddler Expo
    Saturday, April 26 | 8:30AM-12PM
    Kids & Company | 1313 W. Randolph Street
    The Chicago Toddler Expo is dedicated to providing Chicago families with children under the age of 5 years with pertinent information on parenting and lifestyle issues. UrbanSitter is sponsoring a booth and supporting NPN’s inaugural toddler expo. Attendees will also have a chance to meet UrbanSitter sitters.
  • The Dailey Method – Class for moms with complimentary childcare
    Saturday, April 26 | 11AM Class
    The Dailey Method | 410 Green Bay Road, Kenilworth
    UrbanSitter will be providing FREE childcare for this The Dailey Method class.
  • UrbanSitter Meet & Greet with a Purpose
    Sunday, April 27 | 4-5:30PM
    UrbanSitter Community Manager Home | Roscoe Village
    UrbanSitter is proud to support More than Milk’s Playdate with a Purpose Challenge! Bring the whole family to meet and mingle with UrbanSitter sitters for a Playdate with a Purpose. We will collect comfort items for NICU families and support the neonatal research funded by the Little Giraffe Foundation. Bring board books, plastic baby toys, journals and reusable water bottles to be donated.
  • Shrink Session Fundraiser: Bright Pink
    Friday, May 9 | 9:30-10:30AM
    Joy of the Game | 158 S. Waukegan Road, Deerfield
    NYC fitness expert and life coach Erin Stutland will lead a Shrink Session dance party workout. This fundraiser will educate women about the Bright Pink Organization and encourage them to be positive and proactive with their health. UrbanSitter will be sponsoring this amazing event by hosting a table with information, raffle and hand-outs.
  • Meet the Fleet
    Wednesday, May 14 | 5:30-6:30PM
    Takiff Center | 999 Green Bay Road, Glencoe
    See, touch and safely explore your favorite big trucks and heavy machinery, as well as meet the personnel who protect, serve and build the Glencoe community. UrbanSitter sitters will be on hand to face paint.
  • Mayfest at Hubbard Woods School
    Sunday, May 18 | 12-4PM
    Hubbard Woods School | 1110 Chatfield Road, Winnetka
    Mayfest is Hubbard Woods School’s annual carnival!  It is a community event you don’t want to miss. Stop by the UrbanSitter booth for face painting!
  • Glencoe Grand Prix
    Sunday, May 31 | 12-4PM
    Downtown Glencoe
    The Glencoe Grand Prix is in its eighth year and is a community event that includes professional and amateur bike racing, live music and fun for the whole family.

    UrbanSitter will be running the Kids Zone complete with bouncy houses, face painting and fun crafts!

  • Winnetka Children’s Fair
    Sunday, June 7 | 10AM-2:30PM

    The Winnetka Village Green |

    525 Maple Street, Winnetka
    For over 65 years, the Winnetka Children’s Fair has been a tradition of community and family fun, fellowship and participation.  The Fair kicks off the summer with an end-of-school celebration with rides, craft booths and games of chance. UrbanSitter will be providing face-painting.

Denver-Boulder Area Events

Check back for events soon.

Los Angeles Area Events

  • El Segundo Run for Education
    Saturday, April 26 | 8AM
    Across the street from El Segundo High | 640 Main Street, El Segundo
    Join us for this 5k Run/Walk and Kid’s Fun Fun run! Stop by UrbanSitter booth in the expo area to meet some local sitters.
  • Baby Registry Basics with Club MomMe
    Thursday, May 1 | 7PM
    Right Start in Santa Monica
    Join us with Club MomMe and make registering fun! Learn about each registry category and discuss top picks for your lifestyle. Meet some awesome UrbanSitter babysitters during the event!
  • Mommy Spa Week
    Friday, May 2 | 10AM-6PM
    Tikkun Holistic Spa | 1460 4th Street, Santa Monica
    Enjoy a relaxing massage, facial or body scrub for only $50 in celebration of Tikkun’s Mommy Spa week! On Friday, UrbanSitters will be offering free childcare for the mommies who have appointments.
  • MomFair
    Tuesday, May 15 | 9-11:45AM
    PPWC Clubhouse | 901 Haverford Ave.
    Whether you want to work from home, write a book, launch a product company, transition back to an office environment or start a business this event can help. Hear from successful working Moms and Mompreneuers, access to resources and a mini job fair. Free childcare by UrbanSitters is offered at the event!
  • Babysitter Meet & Greet – Wondertree Kids
    Friday, May 23 | 3-5PM
    Wondertree Kids | 710-A S. Allied Way, El Segundo
    You’ll have the opportunity to interview a few local babysitters and build your network of go-to sitters. Meet other neighborhood parents and learn more about UrbanSitter.

New York City Area Events

  • Project Playdate Pajama Party
    Friday, April 25 | 6:30-9:30PM
    Kidville Upper West | 466 Columbus Ave.
    Join us at Project Playdate’s Pajama Party! Enjoy a night out while children have a blast in a safe and interactive space.
  • Prospect Park Fair
    Saturday, April 26 | 11AM-4PM
    Prospect Park Bandshell in Brooklyn
    Great food, music, and entertainment provide a setting for families to enjoy a beautiful spring day in the Park. Stop by the UrbanSitter table for some fun crafts!
  • Project Playdate Pajama Party
    Saturday, April 26 | 5:30-8:30PM
    Citibabes | 52 Mercer Street
    Join us at Project Playdate’s Pajama Party! Enjoy a night out while children have a blast in a safe and interactive space.
  • Healthy Kids Day
    Saturday, April 26 | 11AM-1PM
    West Side Y
    Head to this free community event that aims to help kids maintain healthy habits and academic skills to achieve goals and reach their full potential. Come and learn more about their Summer Camp programs to keep your kids active and engaged this summer. Stop by the UrbanSitter table to meet local sitters!
  • Hip Tot Family Day
    Sunday, April 27 | 12-3PM
    Greenwood Park | 555 7th Ave. Brooklyn
    Enjoy a sing along with Rolie Polie Guacamole, book reading and signing by Melanie Hope Greenberg, games, food, and crafts with UrbanSitter babysitters!
  • Little Swappies Brooklyn
    Sunday, April 27 | 10AM-12PM
    Kane Street Synagogue | 236 Kane Street, Brooklyn
    Bring clothes and toys your children grew out of and swap them with new items your family currently needs. Stop by the UrbanSitter table and meet local sitters!
  • Spring Fling Meets Camp Picnic
    Saturday, May 3 | 10AM-5PM
    JJ Byrne Playground, Brooklyn
    Come meet dozens of services to make planning summer fun! While the kids enjoy dozen of free activities including face painting, crafts with UrbanSitters and performance by Rolie Polie Guacamole.
  • Mamas Expo 2014
    Sunday, May 4 | 10AM-4PM
    New York Hall of Science, Corona
    Pregnant women, new dads, babies and toddlers descend on NYSCI for a one-day parenting extravaganza! Kids will enjoy a day of free activities and performances. Adults can peruse cool new resources, speak with experts, attend seminars, shop for products, and more. Meet local sitters and do a craft at the UrbanSitter table!
  • Mommybites Mother’s Day Celebrations for Moms, Babies and Young Toddlers
    Monday, May 4 | 11AM | Upper East Side | Tony’s Di Napoli
    Tuesday, May 6 | 11:30AM | Upper West Side | Scaletta Ristorante
    Wednesday, May & | 9AM | Gramercy/Flatiron | Sarabeth’s
    Enjoy a delicious 3-course lunch, musical performance by Little Maestros, gift bags, raffles, socializing and more! Be sure to stop by the UrbanSitter table!
  • Tips for Interviewing a Childcare Provider
    Tuesday, May 6 | 2:30-3:45PM
    Prenatal Yoga Center | 251 West 72nd Street 2F
    Join Alix Ford of UrbanSitter for this workshop on best questions to ask when looking for a new caregiver. Have your top questions answered, and also hear a from a sitter currently working for families in the NYC area.
  • Variety Show at Lower Lab
    Thursday, May 8 | 4-8PM
    The Lower Lab School | 1700 3rd Avenue
    A school-wide event to showcase our children’s talent in performing arts such as music, dance and theatre. Pizza, drinks and snacks available. Stop by the UrbanSitter table and the kids can complete a craft.
  • Speed Sitting with UrbanSitter & Project Playdate: UES
    Friday, May 9 | 6-7PM
    Kidville Upper East Side | 163 E 84th Street
    We’re teaming up with Project Playdate to bring you a speed sitting event! Quickly meet and interview a host of local sitters and find the perfect fit for your family. Free childcare will be provided! Then sign the kids up for play and party time at Project Playdate’s Pajama Party immediately following the Speed Sitting event!
  • PS 183 Movie Night
    Friday, May 9 | 6-8PM
    PS 183 | 419 East 66th Street
    Don’t miss out on PS 183′s Annual Family Film Festival! Stop by the UrbanSitter table before the film and have the kids get their face painted!
  • Mother’s Day Celebration with Big City Moms
    Friday, May 9 | 11:30AM-1:30PM
    Kidville Upper East Side | 163 East 84th Street
    Join UrbanSitter and Big City Moms as we celebrate the mommies in our life with a day filled with shopping, lunch and free play for the kids!
  • Touch a Truck West Side Y
    Saturday, May 17 | 10AM-4PM
    West 64th Street between Central Park West and Broadway
    The Touch-a-Truck Street Fair and Fundraiser is a festival where kids can come and touch, climb on, sit in and experience many of the trucks they see in their everyday life. Enjoy a day of fun, food and entertainment with activities such as arts and crafts with UrbanSitters , games, face painting and music, all the while raising money for a good cause.
  • Spring Fling at Lower Lab
    Saturday, May 31 | 9AM-5PM
    The Lower Lab School | 1700 3rd Avenue
    Families have the opportunity to socialize and kids get to be active, enjoy crafts and other popular carnival activities. DJ included. Held in the playground behind the school. Stop by the UrbanSitter table and the kids can complete a craft.

Philadelphia Area Events

Check back for events soon.

San Diego Area Events

Check back for events soon.

San Francisco Bay Area Events

  • East Bay: Ladybug Girl and Bumblebee Boy, the Musical
    Saturdays & Sundays in April | 11AM & 2PM
    Freight & Salvage | 2020 Addison Street, Berkeley
    This world premiere musical will buzz into your heart, as Lulu, Sam, and their playground friends explore the power of imagination. Inspired by the wildly popular picture books. Dress up in your favorite costume and be sure to stop by the UrbanSitter craft table!
  • Marin: UrbanSitter Goes to Playland
    Thursday, April 24 | 10AM-12PM
    Playland |610 Coloma Street, Sausalito
    Join us the last Thursday of every month at Playland in Sausalito.  Sitters will be on hand to get to know you and your family.
  • East Bay: LOPC Annual Wheel Day
    Saturday, April 26 | 10AM-12PM
    Lafayette-Orinda Presbyterian Church | 49 Knox Drive, Lafayette
    Join UrbanSitter at this fun and free family event! Wheels and vehicles of all sizes to explore. Meet local sitters and learn more about UrbanSitter.
  • San Francisco: DogFest
    Saturday, April 26 | 11AM-4PM
    Duboce Park | Noe Street at Duboce Avenue
    DogFest is a community dog show, fundraiser, and family fun event.  Come visit UrbanSitter’s booth while you are there to make a fun craft and meet some of our great sitters!
  • Marin: Petaluma Butter & Egg Day Parade & Celebration
    Saturday, April 26 | 10AM-5PM, parade at noon
    Historic Downtown Petaluma
    UrbanSitter will be doing arts & crafts with kids at Petaluma Butter & Egg Days, which has become a tradition in Downtown Petaluma. Meet some of our local sitters; we’ll be near the jumpy houses and rides!
  • Marin: Parents Nite Out at Jack & Jill’s
    Saturday, April 26 | 4:30-7:30PM
    Jack & Jill’s | 125 Mitchell Road, Suite D, San Rafael
    Drop the kids off and catch up on errands, or a good book, while UrbanSitters keep your kids happy with trains, dress-up, and more at Jack and Jill’s. Meet the sitters at pick up or drop off and grab their business card.
  • San Francisco: Glen Park Festival
    Sunday, April 27 | 10AM-4:30PM
    Glen Park Village | Diamond St between Bosworth and Chenery
    UrbanSitter is sponsoring this neighborhood family festival featuring local artisans, craftspeople and restaurants. Stop by the UrbanSitter booth for a fun kids activity and a giveaway drawing!
  • Marin: Pixie Park Spring Fair
    Sunday, April 27 | 9:30AM-1:30PM
    Marin Art & Garden Center
    Children will enjoy train rides, petting zoo, Candy Land, Autopia, Pixie Olympics, and bunny face painting by UrbanSitter. Meet a few local sitters and enjoy the day!
  • Marin: Garden Faire
    Sunday, April 27 | 12-4PM
    Edna Maguire Elementary School | 80 Lomita Avenue, Mill Valley
    Don’t miss this popular open-air festival featuring live music, and activities such as fairy house and wreath making, bobbing for apples, and more, to benefit the Mill Valley Children’s Garden. UrbanSitter babysitters will be manning certain booths, so be on the lookout for the UrbanSitter t-shirt and grab their business card for your next night out!
  • Marin: Free JAMaROO Music Demo + Babysitter Meet & Greet
    Tuesday, April 29 | 10-11:45AM
    Parents Place Marin | 600 5th Ave, San Rafael
    Children will sing, play simple instruments, read stories, balance bean bags, and dance with streamers to a variety of music from around the world. After class, join us for a snack at an informal “Meet & Greet” with UrbanSitter. Meet a handful of Marin’s best babysitters and never be without childcare for date nights, full time and part time care!
  • San Francisco: Creativity Day at the Children’s Creativity Museum
    Saturday, May 3 | 1-4PM
    Creativity Museum | 221 4th Street, Yerba Buena Gardens
    Free admission day at the Creativity Museum featuring a variety of programs designed to build creative confidence in your little one. UrbanSitter will be hosting several fun craft activities throughout the afternoon.

Seattle Area Events

Check back soon for upcoming events!

Washington D.C. Area Events

  • Mitchell Park Family Spring Celebration
    Sunday, April 27 | 3-5PM
    Mitchell Park, Kalorama | Corner of 23rd St. NW & S St. NW
    Please join the neighborhood for music, crafts, and garden activities. Stop by the UrbanSitter table to get your face painted and meet some local sitters!
  • Babysitter Meet & Greet with UrbanSitter – lil omm Yoga Studio
    Wednesday, April 30 | 5-5:45PM
    lil omm | 4708 Wisconsin Avenue NW, Tenleytown
    Stop by lil omm to mingle with some UrbanSitter babysitters and expand your pool of childcare providers! Snacks and beverages will be provided, children are welcome!
  • DC Birth and Babies Fair
    Saturday, May 3 | 11AM-4PM
    The Hill Center at Old Naval Hospital | 921 Pennsylvania Ave SE, Capitol Hill
    The DC Birth and Babies Fair is a “must-do” introduction for first-timers and a valuable chance to advance your skills and knowledge as a veteran. There’s also a comfy Children’s Play Area with UrbanSitters do you and your little one can take a break. Light snacks will be available.