Small Business Saturday

Downtown Middletown Small Business Saturday Shopping Guides and Holiday Celebrations!

Mark your calendar: Small Business Saturday® is Nov 29, 2025!

Get up Get out and Shop Small on Small Business Saturday! November 29th!

The Santa Parade to start at 5:00pm, tree lighting, ice rink and more to follow!

Come down early to get a great parking spot and shop before the parade! Find amazing sales and specials in our local shops, restaurants, pubs, and servicers! #ShopSmall #shoplocal

DMI will be at Governors Square from 12-5pm passing out shopping guides! First 30 shoppers to check in with us will get a #smallbusinesssat swag bag!

SHOP.

Downtown Middletown has a full range of shopping experiences! In addition to our cute Boutique shops, fun candy store, and niche specialty shops. We have the Pendleton Art Center, Middletown Art Center and Art Central Foundation that can offer unique handmade gifts you cant get anywhere else!

EAT.

Discover dining in downtown Middletown this Holiday Season! Unique settings and delicious food in our locally owned restaurants, pubs, bakery, and coffee shop! Get a peppermint mocha latte while you do your holiday shopping! Then grab lunch off the holiday menu at a one of our great eateries!

DRINK.

Visit our local pubs, wine bar, distillery or breweries in Downtown Middletown! Enjoy the DORA District and stroll while you sip your beverage. A great way to experience the holidays while shopping with an old friend, or on a date to the ice rink!

EXPERIENCE.

There is no better gift than experiencing something new! Check out Downtown Middletown’s many attractions and experiences! Buy your husband tickets to a show at the SORG Opera House Theatre, Get your wife a gift card to get her nails done at one of our salons, take your kids to make an ornament at one of the Middletown Art Centers many classes!

EXPERTISE.

Experience Expertise in Downtown Middletown! Give the gift of getting the job done right, including our many auto shops, photography studios, tattoo parlors, pet spas or printing shops! If you have a need we have a service to make it happen!

Shop Small Saturday & The Santa Parade

The Santa Parade coincides with the national Small Business Saturday initiative by American Express, and is a perfect time to support our downtown small businesses. Shop Small on November 29th! Santa Parade Downtown at 5:00pm!