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- đ Loving Westchester's Weekend Scene: When "Fearless" Met Headless
đ Loving Westchester's Weekend Scene: When "Fearless" Met Headless
Plus, flying mozzarella balls & witches on water take over Westchester this weekend

Hello, Westchester!
âWe have so much time and so little to do. Strike that, reverse it.â
Itâs incredible what this county can pack in during the space of three days and we havenât seen a calendar busier than this one. Thereâs truly something for everyone this weekend, from foodie experiences, cultural events, stand-up comedy and kid-friendly shows like The Very Hungry Caterpillar in Tarrytown⊠and thatâs without even mentioning the Halloween events!
On that note, weâve added a few entries to the âSeasonal Must Seesâ list at the bottom of this edition, highlighting a handful of Westchesterâs top attractions and experiences. With only two weekends left until Halloween, we still need to tick a few of these off our familyâs list before carved pumpkins give way to elves on shelves and weâre left wondering what happened to fallâŠ
âŠanyway, weâre not ready for the elves quite yet. Still plenty of fall to go and the weather looks great for this weekend so letâs get out and enjoy it!
Wes+Bec
In todayâs edition:
Featured events⊠the SUP Witches Festival gets a second chance during a packed Sleepy Hollow weekend.
Kid-friendly fun⊠celebrating Italian heritage in West Harrison and seasonal kid-friendly events in every corner of the county.
Grown ups & date nights⊠a cultural smorgasbord with a Spanish culinary quest in Dobbs Ferry and a German fest in Yonkersâ Irish district.
Live music beat⊠11 gigs across the county for when youâre not picking or painting pumpkins.
Seasonal must sees⊠7 spooky attractions to immerse yourself in the season.
Plus, a message from our partners, QueenBHive & Fallscapers.
Letâs go!
đ The Pulse
Loving Westchesterâs Featured Events!

đ§č A Wicked Weekend in Tarrytown & Sleepy Hollow
The cauldron is bubbling over with things to do this weekend!
Block Party⊠revelers, vendors, live music and entertainment will have Beekman buzzing. Festivities kick off Fri., Oct 17 at 5p, continuing Sat., Oct 18.
TaSH⊠the #1 farmers market in New York State (not hyperbole, theyâve just won the actual award last week!) runs on Sat. Oct 18 between 8.30a-1.30p at Tarrytownâs Patriots Park.
Rock the Dock⊠Sailhouseâs Oysterfest concludes with a Sat. blowout featuring wood-fired oysters, poâ boys, gumbo & more with tattoo artists and the Headless Horseman making an appearance!
SUP Witches Festival⊠paddling witches hit the Hudson while festival goers stay dry and cheer them on from the shore, Soul Brewing pint in one hand and a Walterâs dog in the other.
đ Mamaroneckâs Halloween Spooktacular
Sun., Oct 19 | Mamaroneck Ave. to Harbor Island Park, Mamaroneck | 11a
This yearâs Spooktacular kicks off with a Halloween parade down Mamaroneck Ave. at 11a with the celebration continuing at Harbor Island Park at 12.15p. Festivities include trick-or-treating, crafts, games, face painting, pumpkin decorating & a haunted house.
Sat., Oct 18 & Sun., Oct 19 | Westchester Childrenâs Museum, Rye | 9.30a-5.30p | Included with museum admission
Itâs a ânot-so-scaryâ STEAM weekend at Westchester Childrenâs Museum, where the little ones can create yarn spider webs, investigate animal bones & skeletons, explore the insides of a pumpkin with a seed count and paint their own spooky ghosts.
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đ Whatâs Happening?
Kid-friendly Fun!
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đ» Yorktown Halloween Parade & Carnival
Sat., Oct 18 | Commerce St. & Jack DeVito Veterans Memorial Field, Yorktown | From 1.15p
All are welcome to join in the Yorktown Halloween parade in costume (lining up at 1.15p at the firehouse) with the carnival beginning at 2p complete with games, activities, food trucks and goodie bags.
đ Harvest at the House
Sat., Oct 18 | Ronald McDonald House, Valhalla | 2-6p | Tickets $10, 14 and under $5
Ronald McDonald House in Valhalla hosts Harvest at the House this Saturday featuring a giant inflatable corn maze, pumpkin painting, line dancing and music with Penny Lick, Westchester Burger and Captain Lawrence on hand! Itâs a fall festival for a great cause.
đ LaBooBoo Party
Sat., Oct 18 | Rochambeau Farm, Mount Kisco | 3-5p | Tickets $75
Rochambeau Farm in Mount Kisco is hosting a LaBooBoo Party this Saturday where kids can bring in their own Labubu (or buy on-site) to create custom outfits for it along with a slime lab, picture frame creating station and mini pumpkin painting. Ages 3+.
đ§ââïž Ryeâs 2nd Annual Halloween Costume Parade
Sun., Oct 19 | Purchase St., Rye | Festivities from 9a, Parade 11a | Parade registration at link above
The Halloween festivities return to downtown Rye with a fund-raising costume parade benefitting Childrenâs Philanthropy & RyeGives.com and a full schedule of entertainment including live music, a magician, face painting, pumpkin carving & more!
đ· 5th Annual West Harrison Italian Heritage Festival
Sun., Oct 19 | Silver Lake, West Harrison | 11.30a-7p
Come celebrate Italian heritage this Sunday in West Harrison where live music, Italian food & treats, fun and games will entertain guests all day. Try and grab one of Giovanniâs bocconcini as he flings âem off stage into the crowd!
Sun., Oct 19 | Playland Park, Rye | 12-4p
Families are welcome to come by Scared by the Sound on Sunday for a kid-friendly afternoon that includes face painting, Halloween treats, cotton candy & more.
Bonus Fun:
Pumpkin Decorating at Peekskill Farmers Market | Sat., Oct 18 | Pugsley Park, Peekskill | 1-3p | FREE for Peekskill residents, ages Pre-K - 6th
Conservation Volunteer Day | Sun., Oct 19 | Westmoreland Sanctuary, Mount Kisco | 10-11.30a
Pumpkin Patch & Haunt | Sun., Oct 19 | Hudson Park Childrenâs Greenhouse, New Rochelle | 11a-2p | Tickets $10
The Very Hungry Caterpillar Interactive Show | Sun., Oct 19 | Tarrytown Music Hall | 1p | Tickets from $39.50
Fearless â The Taylor Swift Experience | Sun., Oct 19 | Emelin Theatre, Mamaroneck | 2p & 5p | Ticket details in link
Grown Ups & Date Nights

Image from Lyndhurst Mansion / Lyndhurst After Dark
Fri., Oct. 24 | The Capitol Theater, Port Chester | 8pm | Tickets at link above
Our giveaway for Pace Womenâs Justice Centerâs upcoming benefit, Raising The Bar has wrapped â thank you to everyone who entered. Congratulations to the winner who has an exciting email waiting for them in their inbox! If you missed out, thereâs still time to grab your tickets and enjoy a great night out for an incredible cause.
Fri., Oct 17 | Half Moon Restaurant, Dobbs Ferry | Check link for reservation availability and dinner series details
The voyage begins this Friday night at Half Moon with the first installment of its Dinner Series: Flavors of the World, focusing on the Galicia region in Spain. The evening is part of a passport dinner series alongside Hastingsâ Harvest on Hudson.
đ° Lyndhurst After Dark
Running Thu.-Sun. until Oct 26 | Lyndhurst Mansion, Tarrytown | Times & tickets at the link above
Step into Lyndhurst Mansion, freshly decked out in seasonal decor, for a candlelit tour complete with special collections on view and storytellers reliving traditions and superstitions of the past. Recommended for 10 and up, under 2 not permitted.
đ McLean Avenue Fall Festival
Sat., Oct 18 | McLean Ave. (btwn Woodlawn & Aqueduct), Yonkers | 12-6p
Yonkersâ âEmerald Mileâ welcomes guests to its annual Fall Festival with rides, vendors, games & food. Be sure to stop by Rory Dolanâs, as the neighborhood favorite hosts its Oktoberfest during the McLean Ave. celebration.
Sat., Oct 18 | Tre Angelina, White Plains | 7p Seating, 8p Show | Tickets at the link above
Westchester Comedy Club takes the stage at Tre Angelina in White Plains this Saturday night with scheduled sets from Chris Griggs, Cyndy Cecil, Alex Babbitt, Adam Gabel & Ben Rosenfeld.
đ» Oktoberfest: Part 2
Sun., Oct 19 | The Green at Cross County Center, Yonkers | 1-5p
Yonkers Brewing Co. is running it back this Sunday with an extra Oktoberfest celebration at Cross County Center in Yonkers. Expect the expected⊠great beer, seasonal food, music, games and family fun.
Sat., Oct 25 | Vesta Kitchen, Harrison | 1.30-3.30p | Ticket details at link above
âTea With Meredithâ is hosting a Halloween-inspired afternoon tea sitting complete with three courses, including scones and sweet & savory treats, alongside premium tea offerings. Sharing this highly reviewed experience in advance to allow time for booking!
The Beat
Westchesterâs Live Music Scene


Thanks to our partner, Fallscapers!
Let Fallscapers transform your doorstep into an autumn wonderland!

Fallscapers has now just a few spots left! Itâs the perfect time to give your front porch a fall feel with fresh pumpkins and gourds that will see you through Thanksgiving!
Grab one of the last spots remaining and Fallscapers will do the heavy lifting for you⊠literally.
đ Seasonal Must Sees
Donât miss these fall attractions across the countyâŠ

Image from The Great Jack OâLantern Blaze
Huldaâs Night | 25 Sleepy Hollow Rd., Sleepy Hollow
Runs Oct 17-18 & Oct 22-25; immersive theatre walkthrough experience; âmoderately strenuous 2 mile hikeâ; runs between 2-2.5 hours; recommended for ages 10+
Haunted Kill Trail of Terror | Kill Brook Gorge, Ossining
Runs Fri., Oct 17 & Sat., Oct 18; haunted walk through attraction featuring âscary fairy tales; recommended for ages 13+
The Great Jack OâLantern Blaze | Van Cortlandt Manor, Croton-on-Hudson
Open every night through Oct & Fri. to Sun. through Nov 16 ; kid-friendly; highly photogenic; VIP experiences available
Mystic Moon | Harvest Moon Farm & Orchard, North Salem
Open daily through Nov 1; kid-friendly; âmore enchanting than spookyâ; we visited at the start of the season, loved it and highly recommend it
Twilight Village | Philipsburg Manor, Sleepy Hollow
Runs Fri. to Sun. through Nov 1; immersive walk through Philipsburg Manor; kid-friendly; Headless Horseman alert!
Scared by the Sound | Playland Park, Rye
Open Fri. to Sun. through Nov 1 & Thu., Oct 30; haunted house attraction; recommended for older kids and adults
The Haunt at Wildcliff Mansion | Hudson Park Childrenâs Greenhouse, New Rochelle
Open Fri. to Sun. through Nov 1; haunted walkthrough; recommended for ages 10 and up
Thanks for reading Loving Westchester!
Weâre really enjoying putting this together twice a week and hope you enjoy reading it. Weâve said it before and weâll say it again⊠we love to hear from you! You can reach us at [email protected].
Check us out on Instagram for additional highlights outside of our normal Tuesday & Friday e-mails and, as always, please send this along to a friend whoâs always asking, âWhatâs going on this weekend?â
Until next time,

