The Montgomery Area Chamber of Commerce’s Wine Festival will feature wines from 14 different Texas vineyards. Live music and food will also be available at the venue. Wine tasting packages are $25 for presale and $30 at the gate. Additional tasting tickets are available on-site for $1 each. 10 a.m.-9 p.m.; guests are advised to redeem their tastings before 6:30 p.m. 14420 Liberty St., Montgomery. www.montgomerywinefest.com
Sept. 18: Enjoy grand opening giveaways
Master-planned Grand Central Park will celebrate the opening of its amenity complex with giveaways, complimentary cuisine and activities for the public. Guests can tour the recreation center and receive a free resistance band set. 11 a.m.-4 p.m. Free (register online). 1000 Lake House Drive, Conroe. www.grandcentralparktx.com/grand_opening
Sept. 19: Support Bridgewood Farms
Guests will stroll through downtown to support Bridgewood Farms, an organization serving intellectually and developmentally disabled individuals. Guests can visit five venues to taste wine and specialty cocktails and learn about Bridgewood Farms’ programs. The stroll also includes a silent auction, wine pull, cake tasting and food trucks. 2-5 p.m. $60 (tasting). Downtown Conroe. www.bridgewoodfarms.org/event
Sept. 25: Support small businesses
The Montgomery County Funky Junque Market will return with small-business vendors offering women’s and children’s clothing, jewelry, food items and decor. 9 a.m.-5 p.m. Free (children; military, teachers and first responders with ID), $5 (cash entry). 9055 Airport Road, Conroe. www.facebook.com/montgomerycountyholidayextravaganza
Sept. 25: Visit a historical park
Fernland Historical Park in Montgomery, which includes early homes and log cabins, will celebrate its 10th anniversary with games for children, speakers, educational curators and tours. 10 a.m.-4 p.m. Free. 770 Clepper St., Montgomery. www.facebook.com/fernland
Sept. 25: Celebrate Oktoberfest
B-52 Brewing Co. hosts an Oktoberfest celebration for the family with food trucks, drinks and games, including a cornhole tournament and best dressed contest. Games are only open to guests age 21 or older. Noon-10 p.m. Free (admission); additional cost for glassware and drinks. 12470 Milroy Lane, Conroe. 936-447-4677. www.b52brewing.com
Oct. 1-2: Browse a fall and Christmas market
First Baptist Conroe will host a market with food trucks and more than 60 vendors. Proceeds support college scholarships for the church’s student ministry. 10 a.m.-4 p.m. (Oct. 1), 10 a.m.-3 p.m. (Oct. 2). Free (admission). 600 N. Main St., Conroe. www.fbconroe.org/deckthehalls
Oct. 1-2: See a variety of quilts
Attendees will take part in the Montgomery Quilt Walk featuring a display of modern and traditional quilts, a vendor market and a quilt raffle. 10 a.m.-5 p.m. Free (admission). Downtown Montgomery, Fernland Historical Park. 936-597-6434. www.facebook.com/historicmontgomerytexas
Oct. 5: Get to know law enforcement
The Montgomery Police Department will present National Night Out, an opportunity for community members to meet law enforcement and bring police and neighbors together under positive circumstances. 6-8 p.m. Free. Cedar Brake Park, 21358 Eva St., Montgomery. 936-597-6434. www.facebook.com/montgomerypdtx
Oct. 7-8: Enjoy dinner, golf
The Conroe Lake Conroe Chamber of Commerce will present the 36th annual Lobsterfest with a lobster and steak dinner Oct. 7 as well as live and silent auctions at the Lone Star Convention Center. A golf tournament follows Oct. 8 at Panorama Golf Club. 6 p.m. (Oct. 7), tee times vary Oct. 8. $90 (dinner ticket), $700 (golf team of four). Tickets not sold at the door. Locations vary. 936-538-7111. www.conroe.org
Oct. 8-10: Attend a carnival
The Friends of Conroe Inc. will present the Conroe Cajun Catfish Festival with live music, food vendors—including carnival favorites and Cajun cuisine—a carnival, the Catfish Pageant, kids zone and community exhibits. 6 p.m.-midnight (Oct. 8), 11 a.m.-midnight (Oct. 9), noon-6 p.m. (Oct. 10). Free (children 12 and under), $15 (general admission), $30 (weekend ticket). 101 S. Main St., Conroe. 936-539-6009. www.friendsofconroe.com/p/getconnected
Oct.16: Listen to live music, celebrate fall
The Montgomery Fall Festival will feature vendors; food trucks; a petting zoo; a pumpkin patch; and live music by artists such as William Clark Green, Jason Cassidy, Jonny Lee, Rick Trevino, Cooper Wade and Jeff Canada. Noon-10 p.m. $5-$20 (presale), $10-$25 (at the gate), $99 (VIP admission). Downtown Montgomery. https://montgomeryfallfest.com
Oct. 16: Celebrate 65 years
The Conroe Service League will celebrate 65 years of business for its Bargain Box Resale Shop with a grand reopening celebration following renovations at the shop. The store has new signage, landscaping and paint as well as new merchandise. The reopening party will include activities for kids. 10 a.m.-2 p.m. Free (admission). 123 N. Thompson St., Conroe. www.facebook.com/conroeserviceleaguebargainbox