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:
Rod 'N' Reel Resort - 1 hour 10 minutes from Baltimore - Go fishing and savor waterfront views on a fun family weekend trip.
Wylder Hotel, Tilghman Island - 1 hour 50 min - Relax by the bay and explore island charm on a romantic spring getaway.
Annapolis Waterfront Hotel - Walk along the harbor and enjoy sailing sights on an easy couples trip.
St. Michaels Harbour Inn, Marina and Spa - 1 hour 30 minutes from Baltimore - Savor spa treatments and admire marina views on an affordable summer escape.
The Reynolds Tavern - 35 minutes - Visit colonial rooms and enjoy tea service on a quick, unusual trip.
Hyatt Regency Chesapeake Bay - 1 hour 30 minutes from Baltimore - Swim, golf, and explore attractions on an exciting family vacation.
Wisp Resort - Go skiing and enjoy mountain fun on an affordable winter weekend trip.
Gaylord National Resort - Discover waterfront attractions and enjoy indoor gardens on a fun trip with kids.
The Columbia Inn at Peralynna - Admire elegant suites and relax in quiet luxury on a romantic retreat.
Great Oak Manor, Maryland - Watch Chesapeake sunsets and stroll peaceful grounds on a relaxing retirement getaway.
Frequently Asked Questions:
- Q: What types of accommodations are available for a weekend getaway in Maryland?
- A: Maryland offers a variety of accommodations, from charming country inns to full-service resorts, providing great options for a relaxing weekend getaway.
- Q: Where can visitors enjoy romantic water views in Maryland?
- A: Visitors can head to Chesapeake Bay or National Harbor to enjoy romantic water views, a wide choice of restaurants, and exciting activities.
- Q: What can guests expect from a stay at a historic inn?
- A: Checking into a historic inn surrounded by nature offers a tranquil setting where guests can rejuvenate with great food and friendly service.
Driving Distances from Baltimore
| From Baltimore To | Driving Time |
| Chesapeake Beach | 1 hour 10 minutes |
| Easton | 1 hour 15 minutes |
| North Beach | 1 hour 15 minutes |
| St. Michaels | 1 hour 30 minutes |
| Annapolis | 35 minutes |
| Cambridge | 1 hour 30 minutes |
| Mchenry | 3 hours 10 minutes |
| National Harbor | 55 minutes |
| Columbia | 20 minutes |
| Chestertown | 1 hour 30 minutes |
| Oxford | 1 hour 40 minutes |
| Annapolis | 35 minutes |
| Stevenson | 20 minutes |
| Catonsville | 15 minutes |
| Flinstone | 2 hours |
| Oakland | 3 hours |
In Summary...
(and if you want to revisit my photo journey)- • 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