Want a relaxing couple’s escape without going too far? I’ve found that some of the best weekend getaways in Maryland for couples are just a short drive away—but they feel like a whole different world. Whether you're craving waterfront charm, mountain air, or a cozy inn to cuddle up in, you’ll find the perfect place to slow down and reconnect.
Highlights:
- Romantic stays in historic Annapolis: I’ve wandered these brick-lined streets hand-in-hand and watched sailboats drift by—it’s as charming as it gets.
- Seaside charm in St. Michaels: You’ll love the quiet vibe, fresh oysters, and sunset views over the harbor. I always recommend this one for a peaceful escape.
- Winery tours along the Chesapeake Wine Trail: I’ve sipped my way through a few of these vineyards—you’ll enjoy the relaxed pace and scenic countryside. Perfect for a low-key weekend with good wine and even better company.
- Cozy mountain cabins in Deep Creek Lake: When you need crisp air and a fireplace, this is the place. I’ve stayed in cabins here that feel like your own little hideaway in the woods.
- Scenic strolls and seafood dining on the Eastern Shore: There’s nothing like walking by the water and ending the day with crabcakes and wine. It’s classic Maryland, and you’ll fall in love with it like I did.
Best Weekend Getaways in Maryland for Couples:
Jump to a Spot...
- • Rod 'N' Reel Resort - 1 hour 10 minutes from Baltimore
- • Wylder Hotel, Tilghman Island - 1 hour 50 min
- • Annapolis Waterfront Hotel
- • St. Michaels Harbour Inn, Marina and Spa - 1 hour 30 minutes from Baltimore
- • The Reynolds Tavern - 35 minutes
- • Hyatt Regency Chesapeake Bay - 1 hour 30 minutes from Baltimore
- • Wisp Resort
- • Gaylord National Resort
- • The Columbia Inn at Peralynna
- • Great Oak Manor, Maryland