Shop ‘Til You Drop in DeLand, Florida With This LGBTQ-Friendly Retail Guide

Shopping in DeLand

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No trip to DeLand is complete without exploring the walkable, award winning downtown area. And that means, among other things, SHOPPING! While the locals refer to it as Main Street, Woodland Boulevard is the “main” shopping drag in DeLand, just so you’re not confused. Here you’ll find mostly locally-owned vintage boutiques, specialty shops, book stores, antique shops, and clothing stores, giving you that small-town USA vibe. As you wander along, you can admire historic architecture while enjoying one of America’s favorite past times, window shopping! 

Below we’ve compiled a list of our favorite LGBTQ-welcoming retail stores in DeLand, Florida. You’ll find the DeLand Pride stickers on most, if not all, of these storefronts.


112 S Woodland Boulevard

As its name suggests, Outsiders sells everything for outdoor adventures. Whether you’re looking for sunshades, bags & packs, adventure gear, ponchos, hats, trail tights, or just a pair of rainbow sunglasses, you can find it all and more at Outsiders. This LGBTQ-friendly retail store also sells Ukuleles for the music enthusiast.

Shopping Tip: There are two ways to access Outsiders. The most direct is from Artisan Alley where you’ll find a prominent window mural of Ruth Bader Ginsberg. The other is from S Woodland Boulevard through The Muse Book Shop. Walk all the way to the back, through a small seating area, and through the doorway. 

Ms Preppy Pants

106 S Woodland Boulevard

Is your wardrobe in need of a little refresh? We’ve got the perfect store for you. Ms Preppy Pants is an upscale ladies consignment boutique of new and pre-loved, classic clothing and accessories. You can expect to find all of the designers you know and love from Lilly Pulitzer to Ralph Lauren at prices that won’t break your shopping budget.

Ms Preppy Pants supports DeLand Pride throughout the year by offering a greater commission to DeLand Pride consignment items.

Shopping Tip: Christa, the store owner, knows her inventory inside and out and is always ready to assist in finding you that perfect something.

Ms Preppy Pants DeLand

Pretty Little Things

113 N Woodland Boulevard

When you walk into Pretty Little Things, take note of the arrow on the floor to the right suggesting your browsing flow through this eclectic, vintage-flavored store. This store offers a unique combination of vintage, nostalgic treasures and modern, exciting gifts that are sure to make you smile! Displayed creatively on old orange crates, wash basins, and even repurposed doors, each item’s peeled paint or rust, are marks of character not flaws. From old cameras and wicker baskets to funky furniture, home decor and jewelry, there’s something for everyone.

Shopping Tip: Be sure to check out the back room where you can find most of the vintage clothing.

Pretty Little Things DeLand

Pinup Parlor Boutique

115 N Woodland Boulevard

A step back to the glamor and style of the 1940s and 1950s, the Pinup Parlor Boutique brings a dash of “days-gone-by” flair to modern wardrobes with dresses, accessories, and home decor that channel the classic pinup era. The boutique’s interior is a nod to the past with a fun, feminine vibe, complete with pink decor and swanky details that make shopping here a one-of-a-kind experience. 

Shopping Tip: Don’t miss the oversized “royal throne” in the back of the store. It makes for the perfect Instagrammable photo op. Janelle, the owner,  is happy to capture your “Queen/King for a Day” moment.

Pinup Parlor DeLand

Pat & Toni’s Sweet Things

124 N Woodland Boulevard

At the corner of Indiana and Woodland, you can find nearly every candy under the sun at Pat & Toni’s Sweet Things. The shop is a favorite for its handmade chocolates, delicious fudge, and a selection of both modern and retro candies that take you back to some of the sweetest moments of your childhood. 

Shopping Tip: Make your way to the back of the store where you can enjoy a scoop, or an “extreme” milkshake from their selection of 24 ice cream flavors.

Pat & Toni's Sweet Things

Orchid Rain

137 N Woodland Boulevard

From the moment you walk through the door, Orchid Rain feels like you’re in a 1960s dream. It has a nostalgic, vintage, tie dyed, hippie-type vibe, complete with a psychedelic-painted VW Beetle that greets you as you walk in. If you’re looking for that special piece to add to your home, a gift for a friend, or just to browse, Orchid Rain is where color, texture, and imagination collide.

Orchid Rain DeLand


110 Woodland Boulevard

A gift shop, a tea parlor, and a wine and beer bar all rolled into one, is how to best describe a stop at Destinations. The Home of Marchetti Coffee, it has a great selection of custom gift baskets, European chocolates, coffees, teas, pastries, wine and more. Looking for a personalized gift? You’ve come to the right place.

Gurrs & Purrs

116 N Woodland Boulevard

Calling all pet lovers! Gurrs & Purrs is your one-stop shop for all things cats and dogs from supplies and food, to grooming services. Known for its holistic approach to pet care, you can rest assured that every product on their shelves is for the health and happiness of your furry, four-legged family members.

Sidecar Home Market

100 S Woodland Boulevard

Sidecar Home Market combines a bar and shopping experience, making it the perfect spot to enjoy a drink while browsing through gifts and up-cycled mid-century modern home decor. With a selection of craft beer, wine, non-alcoholic beverages and coffee, it’s the place to go to relax, shop, and sip.

Sidecar Home Market DeLand

Local Style House

143 N Woodland Boulevard

With best-selling brands like Travis Mathew, Free Fly Apparel, Dear John Denim, Wooden Ships, and Able bags and jewelry, Local Style House is a fashion-forward boutique where both men and women can find something to add to their wardrobe. Heading to the beach, a barbecue, or a night out? You can find pieces that not only look good, but also fit the local style.

Marketplace at Rivertown

114 S Woodland Boulevard

A multi-dealer vintage mall, on three floors, covering 7,000 square feet, Marketplace at Rivertown is a treasure chest of vintage, antique, farmhouse, mid-century, and repurposed items. From furniture and jewelry, to clothing and collectibles, this place has it all. As they like to say, “If Grandma had it, and Mom got rid of it, and you want it back, come see if we’ve got it!” They also custom paint furniture!

DeLand Marketplace at Rivertown

The Create Space

110 S Woodland Boulevard

More than just an art studio, The Create Space is a place where people not only create art, but also create a sense of community. With open studio hours, it welcomes you to work independently or join group projects. The space also organizes special events and parties for birthdays, team celebrations, and more.

Desert Sage

101 Artisan Alley

Desert Sage brings a chic, elegant, and sophisticated vibe to the wellness scene in DeLand. It specializes in fine teas, soy candles, natural body washes, lotions, and charcoal facial soap. With a special section called “And the Women Gather,” you can find products from women around the world. Experience the beauty and calm that comes from high-quality, thoughtfully selected products.

Artisan Alley DeLand


121 N Woodland Boulevard

Hey Gen Z, DeLand has a clothing boutique just for you! Catering to young working women from ages 20 to 30, Shellsea’s got all of the trendy fashion pieces that combine comfort and style. This shop is the place to go for adding to, or updating your wardrobe with everyday tops, party dresses, denim, accessories, and shoes, all chosen with an eye for the latest fashion trends. 

Bodhi + Soul

136 S Woodland Boulevard

When it’s time for a little self-care, head over to Bodhi + Sol, a boutique wellness center with services that include yoga classes, spa treatments, a choice of nearly a dozen different massages, and a retail section of essential oils, candles, and custom products. With a focus on all things natural and organic,  it’s the perfect “me-time” spot when what you want is a quiet place to relax or reconnect with your body and soul.

DeLand Bodhi + Soul

The Anointed Olive

118 N Woodland Blvd

Wine tastings are one thing, but tasting olive oils and balsamic vinegars from around the world is another. The Anointed Olive specializes in Ultra Premium Extra Virgin Olive Oil, infused olive oils, and flavorful balsamic vinegars where you get to “try before you buy.” Whether you’re a seasoned chef or a novice in the kitchen, The Anointed Olive is both a fun and educational experience for all.

Rae & Mae Boutique

104 W Rich Avenue

Serving up a fresh shopping experience for women on the hunt for stylish, affordable fashions, Rae & Mae Boutique is a mix of casual wear, dressy outfits, jewelry, and accessories just waiting for you to try on. Selecting pieces that appeal to both the young and the young at heart, Rae & Mae ensures that once you walk through their doors, you’re going to leave feeling better dressed and more connected. 


104 Artisan Alley

Nest is an eclectic mix of one-of-a-kind furniture and gift items, with a dash of homemade, award winning sangria on the side. This funky, hip shop has unique art and furniture that turn any home or office space into a conversation starter. Need a gift for that someone who has everything? You can find it at Nest. It’s a “sip while you shop” experience that you won’t soon forget.

Shopping Tip: On Friday nights, Nest transforms, opening its roll-up bar door to welcome guests with drinks as they wander through the iconic Artisan Alley.

Nest DeLand

Shopping in DeLand: It’s Not Just the Shops, It’s the Inclusive People

The intimate size of downtown DeLand invites you to leisurely stroll along tree-lined streets, where you can discover one-of-a-kind items and crafts that add to your shopping adventure. However, the essence of shopping here is the personal touches, and the sense of community that are hard to find in larger cities. Shop owners greet every customer like family, creating a warm and friendly atmosphere that’s intoxicating. Add to this the seamless blending of modern retail with the nostalgia of days gone by, and you have the perfect recipe for a shopping experience you’ll remember for a long time.

And, of course, you can also find more than 40 restaurants where you can take a break, have a meal, or do a little day drinking. For more on restaurant options in downtown DeLand, check out our list of Top Restaurants in DeLand.

**Disclaimer: There is a good chance that this post contains affiliate or sponsor links. If you make a purchase through them, we may receive a small commission at no extra cost to you (for which we are extremely grateful).

Also, while we do our best to highlight LGBTQ-friendly destinations and businesses, info provided is based solely on personal experience and recommendations by community partners. We hope that nobody experiences discrimination or homophobia while visiting Florida and beyond, but we make no guarantees. Please inform us if you experience discrimination or homophobia while visiting any destination so we can make updates to our recommendations.

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july, 2024

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