Main Street Pumpkin Day
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mspumpkinday.bsky.social
Main Street Pumpkin Day
@mspumpkinday.bsky.social
70 followers 39 following 78 posts
Annual unofficial dress up day at Disneyland, CA. Hosted by @jojossocreative and @owlsociety 🖤🎃🖤 Next one: 9.28.25
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mspumpkinday.bsky.social
#MainStreetPumpkinDay 2025 was officially A BLAST!!!

If you’re looking for an inclusive, fun group of folks to hang with at #Disneyland, look no further! It’s a great way to make friends and we meet up at all the other big theme days throughout the year.

#Diversity #Halloween #Disney
A large group of people dressed in Halloween-themed outfits pose in front of the giant Mickey pumpkin on Main Street at Disneyland. The group wears a mix of orange, black, and festive clothing with pumpkin patterns, Halloween dresses, themed mouse ears, and accessories. Some hold decorated parasols and pumpkin buckets, while a few ride mobility scooters decorated with pumpkins. The background shows Main Street buildings with fall garlands and banners. A large group of people in Halloween-themed outfits pose together in front of Sleeping Beauty Castle at Disneyland. Many are wearing orange, black, and pumpkin-themed clothing and accessories, including skirts, dresses, shirts, and mouse ears. Several hold parasols, pumpkin buckets, or decorations, and a few are using mobility scooters decorated for Halloween. The group is smiling and gathered closely, with the castle’s blue and gold spires visible in the background. A group of people dressed in festive Halloween outfits pose together in front of the giant Mickey pumpkin on Main Street at Disneyland. The group wears a mix of orange, black, and seasonal clothing with pumpkin patterns, mouse ears, parasols, and themed accessories. Some hold pumpkin buckets or umbrellas with jack-o’-lantern faces, while a few ride decorated mobility scooters. The background shows Main Street buildings and lamp posts draped in orange and yellow fall garlands.
October 3, 2025 at 4:15 PM
mspumpkinday.bsky.social
A large group of people dressed in Halloween-themed outfits pose in front of the giant Mickey pumpkin on Main Street at Disneyland. The group wears a mix of orange, black, and festive clothing with pumpkin patterns, Halloween dresses, themed mouse ears, and accessories. Some hold decorated parasols and pumpkin buckets, while a few ride mobility scooters decorated with pumpkins. The background shows Main Street buildings with fall garlands and banners. A group of people dressed in festive Halloween outfits pose together in front of the giant Mickey pumpkin on Main Street at Disneyland. The group wears a mix of orange, black, and seasonal clothing with pumpkin patterns, mouse ears, parasols, and themed accessories. Some hold pumpkin buckets or umbrellas with jack-o’-lantern faces, while a few ride decorated mobility scooters. The background shows Main Street buildings and lamp posts draped in orange and yellow fall garlands A large group of people in Halloween-themed outfits pose together in front of Sleeping Beauty Castle at Disneyland. Many are wearing orange, black, and pumpkin-themed clothing and accessories, including skirts, dresses, shirts, and mouse ears. Several hold parasols, pumpkin buckets, or decorations, and a few are using mobility scooters decorated for Halloween. The group is smiling and gathered closely, with the castle’s blue and gold spires visible in the background.
October 3, 2025 at 4:11 PM
mspumpkinday.bsky.social
Schedule continued 2/2
Map graphic of Disneyland’s Fantasyland highlighting the Hunt Buttons & Castle Pic meetup at 5:30 PM. The map centers on Sleeping Beauty Castle, with labels for the Sleeping Beauty Castle Walkthrough and Bibbidi Bobbidi Boutique. A large purple Mickey icon marks the group photo spot in front of the castle, alongside a white photo pass location marker. Decorative border with pumpkins, flowers, vines, and a ghost in the top corner. The Main Street Pumpkin Day logo with Mickey ears and a white pumpkin appears in the bottom corner. Purple and white event graphic titled Hunt Buttons & Castle Pic with decorative flourish. Text reads: “Join us for our annual group pic in front of Sleeping Beauty’s Castle at the photo pass spot. While we’re in line, we’ll pass out special ‘Hunt Buttons’ for all who participated in the hunt.” Purple and white event graphic titled Scavenger Hunt Rules with decorative flourish. Text lists three steps: Meet your Ghostesses at 11:00 AM in the Main Street Opera House gallery for scavenger hunt clues. Take pics at each hunt spot and upload them to the event album on Amazon Photos. Notes: No sign up or login required, just enter your name for credit. You do not have to find all spots to get the button—do your best and have fun! Get in line for the group castle pic at 5:30 PM. Tell a Ghostess or volunteer your name so they can check your photos and give you a special “Hunt Button.” Small jack-o’-lantern icons divide sections.
September 4, 2025 at 4:03 PM
mspumpkinday.bsky.social
Schedule continued 1/2
Map graphic of Disneyland’s Town Square highlighting the Pumpkin Pics meetup at 12:00 PM. The map shows buildings including the Emporium, 20th Century Music Company, Main Street Magic Shop, Disney Showcase, and the Disneyland Railroad station. A large green Mickey icon marks the location in front of the Giant Mickey Pumpkin photo spot. Decorative border with pumpkins, flowers, vines, and a ghost in the top corner. The Main Street Pumpkin Day logo with Mickey ears and white pumpkin is in the bottom corner. Green and white event graphic titled Pumpkin Pics with decorative flourish. Text reads: “Get in the photo pass line with us for pics in front of the giant Mickey pumpkin. We’ll try for a group and then folks can break up for individuals or smaller groups.” Map graphic of Disneyland’s Frontierland highlighting the Mark Twain Riverboat meetup at 1:30 PM. The map shows the Mark Twain Riverboat dock, Big Thunder Mountain Railroad, Rancho del Zócalo Restaurante, The Golden Horseshoe, and Stage Door Café. A large teal Mickey icon marks the riverboat boarding area. Decorative border with pumpkins, flowers, vines, and a ghost in the top corner. The Main Street Pumpkin Day logo with Mickey ears and white pumpkin is in the bottom corner. Teal and white event graphic titled Mark Twain Riverboat with decorative flourish. Text reads: “After pics with the giant Mickey pumpkin, we’ll make our way to the Mark Twain Riverboat for a ride and more pictures. Hint: Frontierland is home to several scavenger hunt spots!”
September 4, 2025 at 4:03 PM
mspumpkinday.bsky.social
Countdown to #MainStreetPumpkinDay 9/28/25 🖤🎃🖤🎃 This schedule will stay pinned and you can find more information at owlsociety.life/pumpkin-day-2025

#Disneyland #UnofficialDisneyDay #DressUp #Halloween #HalloweenTime #DisneyHalloween #DisneyAnaheimResort #California #MeetUp #SoCal #Disney
Event schedule graphic for “Obscure Weekender Leisure Society – Main Street Pumpkin Day.” Decorative border of pumpkins, flowers, and vines with a small ghost peeking over a banner. The schedule reads: 11:00 – Kick Off & Goodie Bags (Main Street Opera House) – orange box 12:00 – Pumpkin Pics (Giant Mickey Pumpkin photo spot) – green box 1:30 – Mark Twain Riverboat (ride together & take pics) – teal box 5:30 – Scavenger Hunt Buttons (in line for Castle Photo Pass) – purple box Group Castle Pic (Castle Photo Pass spot) – black box Bottom corner features a white pumpkin with Mickey ears, bow, and flowers that reads “Main Street Pumpkin Day.” Map graphic of Disneyland’s Main Street area highlighting the Kick Off & Goodie Bags meetup at 11:00 AM. The map labels buildings including Main Street Cinema, 20th Century Music Company, Main Street Magic Shop, Disney Showcase, The Mad Hatter, and The Disneyland Story presenting Great Moments with Mr. Lincoln. A large orange Mickey icon marks the location at the Opera House. Decorative border with pumpkins, flowers, vines, and a small ghost. Bottom corner shows the Main Street Pumpkin Day logo with Mickey ears and a white pumpkin. Orange and white event graphic titled Kick Off & Goodie Bags. Decorative flourish separates the header from the details, which read: “Find your Ghostesses in the ❄️ air conditioned ❄️ gallery area of the Main Street Opera House. We’ll hand out goodie bags to the first 25 Pumpkin Day folks to arrive and scavenger hunt rules then watch Walt Disney – A Magical Life.”
September 4, 2025 at 4:02 PM
mspumpkinday.bsky.social
I haven’t shared much health stuff publicly, but I'm going into surgery 8/6 and will be in recovery for 4-6 weeks. That means I won't be online much and will even miss a couple meetups. BUT I'm launching a monthly OWL Society newsletter so we can K.I.T. 🩷💌🩷 Sign up for OWLS & Pumpkin Day news.
July 25, 2025 at 4:01 PM
mspumpkinday.bsky.social
Save the date, park reservations are now open! 🖤🎃🖤 #UnofficialDisneyThemeDay #DisneyHalloween #Disney #Disneyland #Halloween #DisneylandResortCA #MagicKeyHolder #MagicKeys
July 6, 2025 at 7:51 PM
mspumpkinday.bsky.social
Steppin’ out in style for the @owlsociety.bsky.social photo meetups at @dapperday.bsky.social! We missed the blocked folks VERY MUCH, but we still had a great time and made some new friends too 🖤🎃🖤 #DapperDay #Disneyland #DisneyBound #GalaxyEdge #TikiRoom #DisneyMagic #Inclusive #Accessible
A group of eleven women, are posing for a photo in the Tiki Room courtyard at Disneyland during Dapper Day. They are arranged in two rows, with six individuals in the front and five in the back, all smiling towards the camera. The setting includes a large, intricately carved tiki statue to the left and bamboo-style architecture with tropical foliage in the background, suggesting the Polynesian theme of the area. The individuals are dressed in elaborately styled, vintage-inspired outfits characteristic of Dapper Day, featuring a variety of dresses, hats, and accessories in different colors and patterns. The lighting suggests an outdoor, daytime setting. A group of nine women, are posing for a photo in front of the Millennium Falcon at Disneyland's Galaxy's Edge during Dapper Day. The iconic spaceship takes up the upper half of the frame, showcasing its detailed, slightly weathered exterior. The individuals are arranged in a line in the foreground, all smiling and looking towards the camera. They are dressed in elaborately styled, vintage-inspired outfits that are characteristic of Dapper Day, with a variety of colors, patterns, and accessories. The setting suggests a bright, outdoor environment with a backdrop of the themed architecture of Galaxy's Edge.
April 14, 2025 at 5:22 PM
mspumpkinday.bsky.social
I can’t believe that #AdventurelandDay and #MermaidsDay were already a week ago!

#TheLittleMermaid #Adventureland #Disneyland #DisneyMagic #DisSky #DisneySky #Diversity #Inclusion
A diverse group of people stand in front of a shop on Main Street in Disneyland. They are wearing various adventure and mermaid inspired outfits.
March 11, 2025 at 4:17 PM
mspumpkinday.bsky.social
Shoutout to @villainmistress.bsky.social and her ADORABLE pumpkin #bonnet that I still think about. She hosts #villainsday (another unofficial theme day at #Disneyland). I love these days so much because I’ve gotten to make amazing new friends like her! #disneymagic #friends #dissky #disneysky
In Disneyland with sleeping beauties castle in the background, she is wearing a pumpkin print dress and matching pumpkin print bonnet and holding a frame around her face that is shaped like a pumpkin and reads “at Main Street pumpkin day.”
February 26, 2025 at 5:05 PM
mspumpkinday.bsky.social
Our first time meeting up at #adventurelandday in 2023 🥰

#Disneyland #DisneylandResort
#DisneyParks #DisneylandCalifornia #dissky #disneysky #DisneylandMagic #funwithfriends #disneymeetup #adventureland #adventurers #leopardprint #disneyfashion #disneythemeday
A group of women dressed like adventures are posed in front of the Disneyland Fire House. Several of them are wearing leopard print outfits. One of them is dressed as Indiana Jones and one is dressed as Rosita from the Enchanted Tiki Room. A diverse group of people are posed on stairs at Disneyland wearing Adventureland themed outfits. There are adventurers, tiki look, and Disneybound outfits. The group is miming seeing something amazing in the distance.
February 21, 2025 at 6:30 PM
mspumpkinday.bsky.social
Throwback to #mermaidsday last year—can’t believe it’s just 13 days away! My gals slayed it #bounding #ursula and Flotsam & Jetsam! #disneybounding #disneycaliforniaadventure #magickey #magickeyholder #thelittlermaid
Two women pose in front of The Little Mermaid ride at Disney California Adventure. One is Disney bounding as Ursula wearing a corset and Renfaire-style skirt in purple and black colors and accessorized with a black seashell crown. The other is wearing a blue velvet dress and blue velvet mouse ears with a stole that looks like Flotsam and Jetsam from the movies.
February 17, 2025 at 5:58 PM
mspumpkinday.bsky.social
The family that cosplays together, stays together 🩷 Absolutely one of my favorite pics from #adventurelandday last year! Making the three fairies from #sleepingbeauty into explorers was such a clever idea!

#disnerd #dissky #disneysky #disneylanf #adventureland #dressupday #funwithfamily #love
Three people are dressed as 19th century explorers styled after the three fairies from sleeping beauty. They pose with a miniature pumpkin shaped Minnie, mouse bucket decorated with a tiki floral headpiece.
February 13, 2025 at 4:52 PM
mspumpkinday.bsky.social
Hmmm this dress also lives in a Batuu timeline 🤔 and you know what, I’ll wear it again on May 4th!! I designed and sewed this dress from scratch in 2017 and I just keep adding new pieces like my #handmade draped cocoon coat! #starwars #galaxysedge #disneysky #disnerd #sewing #princessleia #1920s
An image of a red headed fat woman in a white 1920s dress and KP coat wearing princess Leah buns and a 1920s headpiece she is posing in Batuu in Galaxy’s Edge Disneyland and leaning in a cane.
February 11, 2025 at 5:37 PM
mspumpkinday.bsky.social
Mom & daughter bonding at #mainstreetpumpkinday 2024. Love to see it! 🖤🎃🖤

#love #family #moms #halloween #disney #disneyland #tomorrowland #dissky #disneysky #cute #joy
A mom and daughter stand together in front of a stage in tomorrowland. One woman is wearing an orange top with a black skirt, striped stockings and holding a black and orange umbrella. The other is wearing a black and orange spider print dress and black tights. A mom and daughter are posing in front of a stage in tomorrowland. The daughter is kissing her mom‘s cheek and the mom is smiling. They are wearing black and orange Halloween-themed outfits.
February 8, 2025 at 5:48 PM
mspumpkinday.bsky.social
It’s rainy at my house and even though I managed to make my early morning swim, I am 100% sleeping zebra energy today.

#disneybound #junglecruise #skipperjoke #sleepingzebra #dissky #disneysky #mood #vibes
A redheaded woman pretends to be asleep on a bench in Adventureland at Disneyland. She is wearing a beehive hairdo with a pink satin sleep mask, and zebra print pajamas with pink marabou feather trim. A stuffed lion toy is perched on the bench behind her. A redheaded woman pretends to be asleep cuddling a stuffed lion toy on a bench in Adventureland at Disneyland. She is wearing a beehive hairdo with a pink satin sleep mask, and zebra print pajamas with pink marabou feather trim.
February 6, 2025 at 8:51 PM
mspumpkinday.bsky.social
More fun at #adventurelandday 2024. My bestie @mlynna310.bsky.social bounding as Jane from #tarzan 😍😍😍

#disneyland #disney #disneybounding #disneybound #adventureland #dissky #disneysky #disneyadult #yellowaesthetic #vintagestylenotvintagevalues
February 5, 2025 at 3:02 PM
mspumpkinday.bsky.social
In addition to our own theme days, our crew is OBSESSED with #adventurelandday and #mermaidsday - which both fall on 3/2 this year! Who will we see there? #disneyland #dissky #disneysky #anaheim #disneybounding #dressupday #disney
A group of diverse women are dressed in Disneybounds themed for Adventureland, including a sleeping zebra from the Jungle Cruise, Indiana Jones, and other explorers. The group stand together on Main Street in Disneyland, California. The image is a flyer of the schedule for mermaids day 2025. It reads, “Sunday, March 2: 10:30 AM the little mermaid ride DCA, 11:30 PM group photo paradise Lagoon amphitheater DCA, 3:00 PM Pirates of the Caribbean Disneyland resort, 7 PM trader Sam’s fireplace area downtown Disney. The flyer is decorated with a jungle theme featuring a dark haired mermaid with a spotted tail posing with a huge green snake.
February 4, 2025 at 5:59 PM
mspumpkinday.bsky.social
🙋‍♀️ 🖤🎃🖤
Two women in orange gingham dresses pose in front of a autumn themed display in frontier land at Disneyland.
February 3, 2025 at 7:08 PM
mspumpkinday.bsky.social
Winners from last year’s scavenger hunts! Soon admin will be planning for the next #mainstreetpumpkinday Sept 28, 2025 🖤🎃🖤

#disneyland #halloween #disneyfriends #magickey #disneylandresortanaheim #dressupday #funwithfriends #disneysky #dissky
A group of five diverse women stand smiling, holding packages with prizes at Disneyland in California. They are wearing pumpkin and Halloween themed outfits.
February 3, 2025 at 2:46 PM
mspumpkinday.bsky.social
#bestfriends taking pics at #mainstreetpumpinday last year. 🥰 Love to see it 🖤🎃🖤

#disneyland #disneyhalloween #disneysky #dissky #frontierland #fall #halloween #pumpkinday #nightmarebeforechristmas
Two women pose together for a selfie with a frame shaped like a pumpkin. The frame reads “Main Street Pumpkin Day.” The women are dressed in Oogie Boogie and Jack Skellington themed outfits and black heart shaped sunglasses.
February 2, 2025 at 3:22 PM
mspumpkinday.bsky.social
Some of the @owlsociety.bsky.social admin & volunteers that made #mainstreetpumpkinday happen last year! I love these women so much! And I gotta say, when you come hang with us (and we welcome you!) the vibes are ✨immaculate✨ #DisSky #disneysky #oldwomen #beautiful #wisebabes #maidenmothercrone
A diverse group of women ranging in age from late thirties to mid sixties are dressed in Halloween and pumpkin inspired outfits. They are grouped together.
February 1, 2025 at 3:35 PM
mspumpkinday.bsky.social
🖤🎃🖤 Good morning #DisSky #Disneysky we’re here! Main Street Pumpkin Day is an annual UNOFFICIAL dress up day at the og #disneyland. This year it’s 9.28.25. Come join us for a day full of activities, prizes & more. Hosted by @owlsociety.bsky.social & @jojossocreative.bsky.social
A group of 30 to 40 people wearing Halloween and pumpkin-themed outfits pose in front of the sleeping beauty castle at Disneyland, California.
January 31, 2025 at 2:25 PM