Sometimes it feels like you’re just taking stabs in the dark at finding the perfect pair. But fear not, Annapolis is home to a plethora of places to find your sole mate. Put your best foot forward and check out these top 10 shops in the city for all your boot needs.

1. The Boot Box: This spot is a "shoe-in" for finding a great pair of boots. With prices ranging from $50 to $200, they have options for every budget.
2. The Red Bean: Don’t get "booted" out of your style game - check out The Red Bean. They offer unique and fashionable boots starting at around $80.
3. The Cobbler: This shop may have a plain name, but their boots are anything but. With options for men and women, they’ll make sure you walk out with boots that are the perfect "fit". Prices range from $80 to $300.
4. The Lucky Knot: You’ll feel "lucky" to have found this charming shop with a wide variety of boots starting at around $75. They also carry accessories to make any outfit complete.
5. Hats in the Belfry: Hats might be in their name, but they also have a great selection of boots. You’ll be "head over heels" for their boots, with prices ranging from $80 to $300.
6. Poppy and Stella: You’ll be "smitten" with the selection of boots at Poppy and Stella. They offer everything from ankle boots to over-the-knee boots, with prices starting around $75.
7. The Litttle Shoebox: Don’t "shoo" away this shop because of its name –; they have a great selection of boots. Prices start around $80 and they offer options for both men and women.
8. Flamingo Boutique: You won’t be able to "flamin-go" wrong with the boots at this trendy shop. With options ranging from $50 to $150, you’ll find the perfect pair for any occasion.
9. Lilac Bijoux: This boutique may have a French name, but they’re located right in the heart of Annapolis. You’ll be "merci-ing" yourself for stopping in to check out their selection, which starts around $75.
10. Poppy + Co.: "Poppy" in to this boutique for a wide variety of boots. They offer everything from classic styles to trendy picks, with prices starting at around $80.

Now that you know where to go for the perfect pair of boots, you won’t find yourself in a "boot-loop" again. Whether you’re looking for something classic or something trendy, these Ann-A-polis shops have got you covered.