Want to cozy up somewhere special this season? I’ve found a few spots in Maryland that felt like they were made for two. Think crisp air, glowing fireplaces, and charming towns dusted with snow or fall color. You’ll love how easy it is to slip into the season’s slower pace. These getaways in Maryland wrap you in warmth, beauty, and that extra bit of togetherness we all need.
Highlights:
- I’ve driven through the Catoctin Mountains in peak color—you’ll want your camera ready for those leaf-peeping views.
- You’ll fall in love with the cozy B&Bs I found in Annapolis and St. Michaels—historic charm and big fluffy duvets included.
- I bundled up and walked the Chesapeake Bay shoreline in winter. you should too—it’s peaceful and surprisingly romantic.
- I spent an afternoon wine tasting and dining fireside in Frederick County—you’ll savor every sip and slow-cooked bite.
- Don’t miss the holiday lights and carriage rides. I felt like I stepped into a snow globe, and you will too.
Unique Romantic Fall & Winter Getaways in Maryland
In Summary...
(and if you want to revisit my photo journey)- • Retreat to Romance and Relaxation at Brampton Inn
- • If You Want to Stay Steps from the Waterfront, Book Flag House Inn
- • Unplug and Unwind with Bay Views at Black Walnut Point Inn
- • Step Into 19th-Century Elegance at Antrim 1844 Country House Hotel
- • If You Love Riverfront Views, Relax at Ship Watch Inn
- • Experience Old-World Charm and Bay Breezes at Solomons Victorian Inn