October in Ocean City is a different kind of beautiful! The boardwalk crowds thin out, the air turns crisp, and the town becomes a little bit more relaxed. This time of year is perfect for a couple's getaway built around good food, quiet walks, and relaxation. Here's a 3-day itinerary to help you make the most of an off-season weekend in Ocean City!

Day 1: Friday

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Breakfast + Morning Activity: Start slow with coffee and pastries from Bai-tee Bakery, and then take an unhurried walk on the beach. October mornings here are cool and quiet. Bring a light jacket and enjoy having the shoreline mostly to yourselves. Consider grabbing your beach chairs and enjoying some relaxing reading time over the course of the morning.

Lunch: Grab a table at Bad Monkey for a warm, comforting lunch. A sandwich or bowl of crab soup will be perfect for cozying up against the autumn chill!

Afternoon: Enjoy some fall shopping around town at stores like South Moon Under and K-Coast.

Dinner: Book a sunset dinner reservation at The Hobbit overlooking the bay. October sunsets are one of the best-kept secrets of the off-season.

Evening: Head to Liquid Assets for some post-dinner drinks and maybe even a delicious dessert! They’re known for their donut sundae.

Liquid Assets

Day 2: Saturday

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Breakfast + Morning Activity Sleep in a little, then head to Bayside Skillet for a full breakfast. Afterward, spend the morning at Assateague Island, walking the trails and watching for the wild ponies.

Afternoon: Give yourself some time to explore 611! Start with some shopping at Assateague Outfitters before heading to Sinepuxent Brewery for an afternoon beverage. On the way back into town, grab a bite from Sneaky Pete’s! Here, you can dine on a boat overlooking the water.

Evening: Wind down with a stroll on the boardwalk, and grab a scoop at Dumser's Dairyland or a late-season order of Thrasher's fries.

Sinepuxent Brewery

Day 3: Sunday

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Breakfast + Morning Activity: Enjoy a leisurely brunch at Barn 34, and then spend the morning browsing the Art League of Ocean City.

Lunch: Head over to the Modern Graze in Willards to pick up some charcuterie for lunch! It’s perfect for enjoying as a picnic, so make your way back over to the beach and enjoy your snacks while taking in the sights and sounds of the October ocean.

Afternoon: Before you head home, spend your afternoon enjoying some football Sunday specials around town. Spots like Tide Room, The Original Greene Turtle, and even Ocean Downs Casino offer great football specials!

The Modern Graze

October is proof that Ocean City is a go-to destination even outside of the summer months. So pack your bags and head to town for the perfect fall weekend that you won’t want to miss! Start planning at ococean.com.