Finding the perfect pair of heels can be a real pain in the arch. From blisters to discomfort, the struggle is real. Fortunately, Annapolis, Maryland boasts a plethora of options for shoe enthusiasts seeking to add to their collection. As a self-proclaimed shoe-aholic, I have compiled a list of ten places to shop for the perfect pair of heels in Annapolis - and yes, they’re all pumpin’!

1. Giolli’s Boutique (https://www.giollis.com/) –; With a wide range of sizes and styles, Giolli’s is the go-to for classic pumps and strappy sandals. Prices vary depending on brand, but average around $90.
2. Lou Lou Boutiques (https://loulouboutiques.com/) –; If you’re looking for heels with personality, Lou Lou Boutiques has you covered. From funky prints to bright colors, the average price for a pair of heels is around $75.
3. Lilac Bijoux (https://lilacbijoux.com/) –; Step your shoe game up with a visit to Lilac Bijoux. With heels ranging from designer to indie, you can find unique styles at an average price of $100.
4. The Pink Crab (https://www.thepinkcrab.com/) –; Add some preppy flare to your footwear with The Pink Crab’s selection of heels. The store’s average price for heels is around $80.
5. Poppy & Stella (https://poppyandstella.com/) –; This boutique offers a range of styles and brands, making it easy to find your perfect pair. Average prices for heels are around $100.
6. Zachary’s Jewelers (https://www.zacharysjewelers.com/) –; Not only known for their stunning jewelry, Zachary’s carries a variety of designer heels as well. With an average price around $200, these options are perfect for a special occasion.
7. Annapolis Running Classic (https://zoomarun.com/annapolis/) –; Don’t let the name fool you –; Annapolis Running Classic offers a range of running shoes and heels. With brands like Brooks and Hoka, the average price for heels is around $120.
8. Indigo Octopus (https://www.indigooctopus.com/) –; Another great spot for unique heels, Indigo Octopus carries indie brands and up-and-coming designers. Average prices for heels are around $85.
9. Local by Design (https://www.localbydesignannapolis.com/) –; This shop features a curated selection of local artisans, including a selection of handmade heels. Prices vary depending on the designer, but average around $125.
10. Annapolis Dance Academy (https://www.annapolisdanceacademy.com/) –; Calling all dancers –; Annapolis Dance Academy has a variety of dance shoes perfect for any heel lover. With options from brands like Bloch and Capezio, the average price for heels is around $70.

With so many options in Annapolis, finding the perfect pair of heels doesn’t have to be a daunting task. Stop by one of these shops and put your best foot forward –; after all, life’s too short to wear boring shoes.