Sept. 21 : Sample wine, food in Bridgeland

Bridgeland hosts its first Vino at the Village event, featuring food and wine tastings, live entertainment, family-friendly activities and prizes. Proceeds benefit the Cy-Fair Educational Foundation. 5-9 p.m. $10. Lakeland Village Center,10519 Fry Road, Cypress. www.bridgeland.com

Sept. 21: Bring furry friends along for a dog social

PawzUp Dog Fest is a new event that supports local animal rescue organizations and small businesses. The dog-friendly Fall Social features vendors, music, food and drinks. 5-9 p.m. Free. Rosehill Beer Garden, 14540 Cypress Rosehill Road, Cypress. 713-817-9754. www.pawzupdogfest.com

Sept. 27-28: Shop a fall gift market

The 14th annual event hosts 80 vendor booths offering crafts, clothing, collectibles, toys, home decor and holiday decorations. A silent auction and homemade food will also be on-site. 9 a.m.-4 p.m. Free (admission). St. Mary’s Episcopal Church, 15415 N. Eldridge Parkway, Cypress. 281-370-8000. www.stmaryscypress.org/fgm

Sept. 28: Support local nonprofit at casino night

Inspiring Possibilities, a nonprofit that helps inspire confidence in individuals with special needs through martial arts, hosts a “Wild West” casino night fundraiser. The event includes casino games, a buffet, dancing and a costume contest. 6-11 p.m. $75. Inspiring Possibilities, 14405 Telge Road, Cypress. 832-952-2278. www.inspiringpossibilities.org

Sept. 28: Grab a cold one at Oktoberfest 

The taphouse’s second annual Oktoberfest event features beers from more than 10 craft breweries, German food from Berlin Food Factory and live polka music from The Homebrewed Brass Ensemble. 4-8 p.m. $25 (includes admission, souvenir glass and beer tokens). Brew:30 Taphouse, 15914 Telge Road, Cypress. 281-516-9315. www.brew30taphouse.com

Oct. 1: Attend free keyhole gardening class

Attendees learn the basics of keyhole gardening, a type of gardening that combines the use of recycled materials, water conservation and maximization of space. Registration is required. 7 p.m. Free. Messiah Lutheran Church, 11522 Telge Road, Cypress. 281-890-3013. www.messiahlc.org

Oct. 4-6: Support local charities at Willowbrook pop-up shop

The Cypress Creek chapter of the National Charity League hosts a pop-up shop next to JC Penney at the Willowbrook Mall where customers can buy formal dresses for $50 or less as well as shoes and accessories. Proceeds go to local charities. 10 a.m.-9 p.m. Costs vary. Willowbrook Mall, 2000 Willowbrook Mall Drive, Houston. http://cypresscreek.nationalcharityleague.org

Oct. 5: Support Cy-Hope at A Taste of Cy-Fair

The third annual fundraising event offers food, wine and beer samples, live music, children’s activities and a silent auction. VIP guests can enter the event an hour early and have access to special perks. 4-8 p.m. $20 (children younger than 12), $40 (adults), $80 (VIP early admission). Lakeland Village Center, 10519 Fry Road, Cypress. www.atasteofcyfair.com

Oct. 7: Register to vote for November elections

Oct. 7 is the last day to register for elections that are slated to take place Nov. 5, including elections for the Cy-Fair ISD board of trustees. More information on polling locations and sample ballots can be found at www.harrisvotes.com.

Oct. 8-9: Learn about college options

Cy-Fair ISD’s 25th annual College Night showcases colleges, universities, technical schools, specialty schools and military academies. Students and parents in the district can ask questions of representatives and learn about financial aid options. 6-8 p.m. Free. Berry Center, 8877 Barker Cypress Road, Cypress. www.cfisd.net

Oct. 12: Get free health screenings at expo

The Cy-Fair Houston Chamber of Commerce partners with Cy-Fair ISD to hold a community expo featuring health screenings, flu shots, vendor booths and live performances. 9 a.m.-1 p.m. Free. Berry Center, 8877 Barker Cypress Road, Cypress. 281-894-3900. www.cfisd.net

Oct. 13: Run the Cypress 10 Miler

Runners have the chance to win cash prizes as they participate in the 10-mile, 5-mile or 5K run. A 1-mile run for children is also scheduled. 7 a.m.-noon. $30-$65. Houston Premium Outlets, 29300 Hempstead Road, Cypress. www.texas10series.com

Oct. 15: Hear from school board candidates

CFISD hosts a public forum where community members can learn more about the six candidates running for four seats on the board of trustees this November. Time TBA. Free. Berry Center, 8877 Barker Cypress Road, Cypress. www.cfisd.net

Oct. 18: Bring the kids to a fall festival in Jersey Village

Jersey Village’s Parks and Recreation Department and Post Elementary School host a trunk-or-treat event with costume contests, music, games, bounce houses and candy. 6-9 p.m. Free. Clark Henry Park, 7804 Equador St., Jersey Village. 713-466-2189. www.jerseyvillagetx.com

Oct. 19: Do a fun run for veterans in Bridgeland

Local nonprofit The Bridgeland Community Supports Veterans Inc. puts on a 5K walk/run to build a veteran memorial in the neighborhood. The event also features vendors, a food truck, entertainment and prizes for winners. 8-11 a.m. $20 (children younger than 10), $35 (adults). Festival Park, 16902 Bridgeland Landing Drive, Cypress. www.bitly.com/heroesfunrun2019

Oct. 19: See a monster truck in Fairfield

Families are invited to participate in face painting, giveaways, vendor booths, trick-or-treating and touch-a-truck, including a monster truck at Fairfield Town Center’s Monster Madness. 9 a.m.-2 p.m. Free. Fairfield Town Center, 28902 Hwy. 290, Cypress. 713-470-5020. www.fairfieldtowncenter.com

Oct. 19: Learn about leadership at women’s retreat

Nonprofit Beautiful Purpose hosts a conference for women to learn about leadership development and clarifying their own purpose. Attendees hear from speakers, participate in breakout sessions and network. 8 a.m.-5 p.m. $25-$125. Cypress Alamo, 12715 Telge Road, Cypress. 281-410-1294. www.beautifulpurpose.org

See a play at a local theater

Playhouse 1960 6814 Gant Road, Houston 281-587-8243 www.ph1960.com

“Proof” Dates: Sept. 20, 21, 27, 28 (8 p.m.); Sept. 29 (3 p.m.) Cost: $18 (students, seniors, veterans); $21 (adults)

Stageworks Theatre 10760 Grant Road, Houston 281-587-6100 www.stageworkstx.org

“Steel Magnolias” Dates: Sept. 20, 21 (7:30 p.m.); Sept. 22 (3 p.m.) Cost: $19 (students), $23.50 (seniors, veterans), $26.50 (adults)

Live music

Mo’s Irish Pub 14102 Mueschke Road, Cypress 281-213-2989 www.mosirishpub.com/cypress

September 19: Channing Sal, 8:30 p.m. 20: Thunder Pants, 8:30 p.m. 21: Blaggards, 8:30 p.m. 26: Jeff Canada, 8:30 p.m. 27: Shotgun Road, 8:30 p.m. 28: Six Alarm Band, 8:30 p.m.

Creekwood Grill 12710 Telge Road, Cypress 281-746-6352 www.creekwoodgrill.com

September 20: John Armour, 6:30 p.m. 21: Scott LeDoux, 6:30 p.m. 27: Craig Behrens and Sophie Lee from Lonely Road Band, 6:30 p.m. 28: Ziggy Moonshine, 6:30 p.m.