Pop into the shops you love and win! The one-of-a-kind shopping excursion is returning with more than $6,000 in prizes, new shops and stops, and even more fun 🎉

Prizes | How to Play | Participating Businesses | Free Gift with Purchase | Map

Saturday, October 17
11:00 a.m. – 4:00 p.m.
Downtown Pittsburgh


Prizes will be awarded by a drawing taking place on Wednesday, October 21 with the winners contacted the following day. Those eligible for each category will be entered into the random drawing, with each game card eligible for one prize.

Collect at least one stamp from every color category and both stamps from the Clark Building

  • A diamond necklace valued at $1,500 from Brooks Diamonds and Rothschild Trading Company, a free one-night-stay at the Fairmont Pittsburgh, a $100 gift card to a Downtown restaurant, and $200 in gift cards to Oliver Flower Shop

Collect at least one stamp from the Magenta, Dark Blue, Light Blue, Orange, Green, and Purple categories to be entered to win one of the following prize packages:

  • Package 1: A free one-night-stay at the Hotel Monaco plus dinner for two at the Commoner, a maker package of fall-themed home goods from PG&H + a $50 gift card, $200 in gift cards to Carl Herrmann Furs, and $50 in gift cards to Nicholas Coffee & Tea Co.
  • Package 2: A $200 gift card to Joseph Orlando Clothiers, a $200 gift card to Larrimor’s, a $200 gift card to Market Street Grocery, and $50 in gift cards to Nicholas Coffee & Tea Co.
  • Package 3: A leather hobo tote and $100 to Fresh Nostalgia, a $100 gift card to Boutique la Passerelle, a $50 gift card to love, Pittsburgh, and $50 in gift cards to Rock ‘n’ Joe Coffee

Collect at least one stamp from the Red, Purple, Green, and Brown categories to be entered to win one of the following prize packages:

  • Package 1: A chocolate basket + milkshake vouchers and a $100 gift card to The Milk Shake Factory, a $100 gift card to Heinz Healey’s, a gift basket + $50 gift certificate to Inkwell at Oxford, and $50 in gift cards to Rock ‘n’ Joe Coffee
  • Package 2: A $200 gift card to 306 Forbes Boutique & Brow Bar, a $100 gift card to Peter Lawrence, a board game from S.W. Randall Toyes & Gifts, and gift bag from Rock ‘n’ Joe Coffee
  • Package 3: A snapback cap and $50 gift certificate to The Headgear, a $60 gift card to Steel City Clothing Company, and a $50 gift card to Sinful Sweets

Collect a stamp at both Altus HPO and Aither Yoga to be entered to win one of the following wellness prize packages:

  • A free 21-day Fitness Transformation Package with Altus-HPO (valued at $297)
  • A free private yoga flow session with you and up to seven of your friends at Aither Yoga, Downtown’s newest studio

Prizes subject to change without notice. Must be 18 years or older to enter. No purchase necessary to win. Winners in each category will receive a randomly assigned prize package. Players that collect more stamps but aren’t drawn for higher level prizes will be entered for all prize packages that they are eligible (i.e. if you collect one stamp of every color category, but don’t win the grand prize, you’re still eligible to be drawn for every prize category below).

How to Play

  1. Pick up a game board (and free shopping tote bag!) at any participating retailer or in Market Square
  2. Shop around Downtown collecting stamps as you visit different stores
  3. Enter to win prizes by turning in your card by 4:00 p.m. at any stop or in Market Square

Participating Businesses

Free Gifts with Purchase

Amplify your spending and receive a free gift or special deals with purchase from select retailers, while supplies last!

  • 306 Forbes Boutique & Brow Bar: 10% off your next purchase
  • Boutique la Passerelle: Free pair of socks with a $25 purchase
  • Carl Herrmann Furs: A pair of fur-trimmed mittens
  • Fresh Nostalgia: One mini rollerball perfume
  • Heinz Healey’s: Free mystery gift
  • Inkwell at Oxford: Free Halloween Ornament with a $10 purchase
  • love, Pittsburgh: Free mystery gift for the first five shoppers
  • Market Street Grocery: 33% off all bottles of wine
  • The Milk Shake Factory: Free box of chocolates ($12.50 value) to the first 100 customers
  • Nicholas Coffee & Tea Co: Free coffee scoop PLUS a free Nicholas Coffee Mug to the first 20 customers
  • Oliver Flower Shop: Free flower to each shopper
  • PG&H: Free KLoRebel illustrated magnet for the first 20 customers
  • Rock ‘n’ Joe Coffee: Mystery giveaway envelopes to the first 100 customers ranging from mugs, coffee, gift cards, t-shirts, and more
  • Sinful Sweets: 2 truffles, stickers, and a postcard
  • Steel City: Free pair of socks with purchase
  • The Headgear: Free keychain

Note: gifts with purchase are limited in quantity and available on a first-come, first-served basis. Additional restrictions may apply, check in with the individual store for more information.

🚗 Parking in Downtown is now easier than ever: on nights and weekends, parking in select garages is now only $3 so you can enjoy more of your favorite restaurants, stores, and activities. Learn more.


Downtown Made Easy Guide

Downtown Shopping Guide

State of Downtown Pittsburgh Report

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