Pajama Day in Shipshewana, Indiana, is one of the most beloved and quirky (in the best possible way) traditions in northern Indiana’s Amish Country. Each year, locals and visitors alike don their coziest pajamas and head into town for a day filled with shopping, laughter, and a sense of community spirit. The event transforms the charming streets of Shipshewana into a festive celebration of comfort, creativity, and small-town hospitality.

History of Pajama Day in Shipshewana
The tradition began several years ago as a fun way to kick off the winter shopping season and encourage visitors to explore Shipshewana’s many locally owned shops and markets. Merchants wanted to create an event that would bring people together during the colder months while offering special deals and a lighthearted atmosphere. Over time, it grew into a signature event, drawing visitors from across the Midwest.
The concept was simple but effective: show up in pajamas and receive discounts, prizes, and warm welcomes from participating stores. The event quickly became a favorite among families, groups of friends, and even tour groups looking for a unique small-town experience.
When Is Shipshewana Pajama Day 2026?
For 2026, Pajama Day in Shipshewana is scheduled for Saturday, February 7, 2026. The event typically begins early in the morning, around 6 a.m., and continues through the afternoon. Many shops open their doors earlier than usual to accommodate eager shoppers ready to take advantage of special “early bird” deals.
In case you like to plan way ahead, next year’s Pajama Day is February 6, 2027.

How You Can Attend
Attending is simple—no registration or tickets are required. Visitors can arrive in Shipshewana dressed in pajamas, robes, slippers, or other cozy attire. The more creative the outfit, the better, as many stores host contests for the most festive or unique pajamas.
Steps to Enjoy the Event
- Dress the Part: Wear pajamas, slippers, or even a robe. Many participants accessorize with fun hats, hair accessories, or themed outfits.
- Arrive Early: The best deals and giveaways often happen in the morning hours. Some shops offer “doorbuster” discounts for early risers.
- Pick Up a Map: Stop by the Shipshewana Visitor Center or participating stores to grab a map of all the shops offering specials. There’s also an online Pajama Day flyer with savings and locations.
- Shop and Explore: Browse through boutiques, antique stores, and specialty shops. Many merchants offer free coffee, snacks, or small gifts.
- Join the Contests: Participate in pajama contests or raffles for a chance to win prizes.
- Enjoy Local Dining: Warm up with breakfast or lunch at one of Shipshewana’s cozy restaurants or bakeries, many of which feature special menus for the day.

What Makes It Special
Pajama Day captures the essence of Shipshewana’s charm—friendly faces, unique shops, and a sense of community. It’s a day when everyone, from locals to first-time visitors, can relax, laugh, and enjoy the simple pleasures of small-town life. The event also supports local businesses during the winter season, helping sustain the town’s vibrant shopping district.
Tips for Visitors
- Book Lodging Early: Hotels and inns in Shipshewana fill up quickly for the weekend. I love the Blue Gate Garden Inn for its convenient location and gorgeous Amish-style theme and vibe.
- Bring Cash: While most shops accept cards, some smaller vendors may offer cash-only deals.
- Plan for Weather: February in Indiana can be cold, so layer up under those pajamas.
- Explore Beyond Shopping: Visit the Shipshewana Auction & Flea Market grounds, the Menno-Hof Amish & Mennonite Museum, or take a scenic drive through Amish Country.
In a Nutshell
Pajama Day in Shipshewana, Indiana, is more than just a shopping event—it’s a celebration of community, creativity, and comfort. Whether attending for the first time or returning as a yearly tradition, participants can expect a day filled with laughter, great deals, and the welcoming spirit that defines this charming Midwestern town.
