Romantic getaways in Ocean City, MD for every season
Discover the best places to stay, dine, and explore together in Ocean City at any time of the year.
Edited by Taylor Cahan | November 6, 2025
Ocean City, Maryland, is where romance meets adventure in every season. Picture sunrise strolls along the iconic boardwalk and the sound of waves setting the scene for connection. Whether you’re dreaming of a cozy winter retreat or a vibrant summer escape, Ocean City inspires couples year-round.
Spring blooms and boardwalk strolls
As spring returns to Ocean City, couples can embrace the season’s fresh energy with sunrise walks along the nearly three-mile-long boardwalk, where the scent of salt air mingles with blooming flowers. Local spring festivals — like the iconic season-opening Springfest in April — bring art, music, and food to the shore, inviting you to explore together. For a romantic dinner, 32 Palm serves an eclectic mix of Eastern Shore seafood classics and Caribbean-inspired dishes in an intimate setting. Settle into a well-appointed suite at Hilton Suites Ocean City Oceanfront, where private balconies and whirlpool tubs invite relaxation after a day outdoors. The hotel’s proximity to the boardwalk makes it easy to savor every moment.
Insider tip: Pack layers for cool evenings and plan a sunset toast from your balcony.
Summer sunsets and ocean adventures
Summer in Ocean City is all about classic beach fun. Share a sunset picnic on the sand or try water sports like paddleboarding or kayaking. The boardwalk buzzes with live music, street performers, and fireworks lighting up the evening sky. For a romantic meal, Marlin Moon Restaurant and Bar at DoubleTree by Hilton Ocean City Oceanfront pairs ocean views with a menu of creative, locally sourced seafood, craft cocktails, and decadent pies from the beloved Del Vecchio's Bakery. Direct beach access and spacious guest rooms make it easy for couples to transition from adventure to relaxation.
Insider tip: Book an oceanfront room early to guarantee the best summer views and easy access to the shoreline.
Fall escapes and cozy moments
Fall brings a quieter, cozier side to Ocean City, perfect for couples seeking connection. Stroll through local art fairs, watch the sun set over the bay and linger in neighborhood coffee shops. The beaches are peaceful and seasonal menus at nearby restaurants highlight local flavors. Hilton Garden Inn Ocean City Oceanfront is steps from the beach and the boardwalk, and features bay views and private balconies. Enjoy dinner at the on-site Solstice Bar & Grill followed by a sweet treat at Coastline Cafe & Creamery.
Insider tip: Plan your trip to coincide with Sunfest, the four-day festival held in October on the boardwalk, featuring arts, crafts, music, and food.
Winter warmth and festive lights
Winter in Ocean City sparkles with holiday lights and plenty of indoor activities. Bundle up for a brisk walk along the beach and the boardwalk, explore local museums, and recharge with couples’ spa day or wellness retreat. For a secluded escape north of Ocean City, stay at Fenwick Shores, Tapestry Collection by Hilton, in the heart of Fenwick Island. The boutique hotel features spacious accommodations and two on-site restaurants, and is just minutes from the Fenwick Boardwalk, Discoversea Shipwreck Museum, and the Fenwick Island Lighthouse for daytime exploration.
Insider tip: Don’t miss Winterfest of Lights during the holiday season or the impressive ice sculptures and bonfires at the Fire & Ice Festival in the Bethany-Fenwick area (late January, early February).
Disclaimer: We used AI assistance to generate this content. All information was reviewed by Hilton's team to ensure it meets our standards for accuracy and ethics, allowing us to better match your travel needs and connect you with the right stay.
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