Find Winery Hotels in Southern Maryland, MD

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Check availability on Southern Maryland Winery Hotels

Tonight
Aug 23 - Aug 24
Tomorrow
Aug 24 - Aug 25
Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7

Top Southern Maryland Winery Hotels

The Bangor D.C., Cozy Basement Apartment w/Kitchen
Fridge, microwave, oven, stovetop

The Bangor D.C., Cozy Basement Apartment w/Kitchen

9.6 out of 10, Exceptional, (43)
"Wonderful hosts/owners. wonderful resources of information and amenities that made the whole trip perfect. Thank you so much for having us. "
The price is CA $124
CA $284 total
includes taxes & fees
Aug 28 - Aug 29
The Bangor D.C., Cozy Basement Apartment w/Kitchen
Cozy Old Town Escape: 2BR Dream WalkScore 98
Terrace/patio

Cozy Old Town Escape: 2BR Dream WalkScore 98

9.2 out of 10, Wonderful, (13)
"A little tight for our group.Plus there was an issue of someone parking in the assigned spot"
The price is CA $200
CA $484 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Old Town Escape: 2BR Dream WalkScore 98
Beautiful 2 Bedroom with Loft in Heart of Old Town—sleeps 6
Exterior

Beautiful 2 Bedroom with Loft in Heart of Old Town—sleeps 6

9.8 out of 10, Exceptional, (48)
"Great Location! Really cool town."
The price is CA $188
CA $524 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful 2 Bedroom with Loft in Heart of Old Town—sleeps 6
Waterfront home where you can relax or enjoy the things the Northern Neck.
Fridge, microwave, oven, stovetop

Waterfront home where you can relax or enjoy the things the Northern Neck.

9.8 out of 10, Exceptional, (9)
"Sandy was a wonderful and very responsive host. She made sure we felt very welcomed and 'at home' in this lovely house on the water. The home and owners made this a trip we'll remember."
The price is CA $242
CA $423 total
includes taxes & fees
Aug 26 - Aug 27
Waterfront home where you can relax or enjoy the things the Northern Neck.
Cozy 2br home w/ parking in downtown Annapolis
Marina

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (70)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
The price is CA $243
CA $531 total
includes taxes & fees
Sep 9 - Sep 10
Cozy 2br home w/ parking in downtown Annapolis
Sunny, Roomy Apt/Free Parking/Sleeps 5!
Exterior

Sunny, Roomy Apt/Free Parking/Sleeps 5!

9.4 out of 10, Exceptional, (165)
"Excellent place to stay near all that the capital has to offer. Very easy to walk to most places. We walked back after the July 4th fireworks from the wharf with the kids who are 11 and 12. It’s only a 15 minute walk to the union station as well as 10 to the capital building area. Uber was helpful and easy to get in this area as well. Highly recommend this property. "
The price is CA $261
CA $529 total
includes taxes & fees
Aug 27 - Aug 28
Sunny, Roomy Apt/Free Parking/Sleeps 5!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Southern Maryland Hotel Reviews

Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

10/10 Excellent
"Super comfortable bed! Haven’t sleep that well in a hotel for a while! The service and friendliness from all staff was AMAZING! Everyone was so kind. Our kids loved the pool as well. Wish we had a longer stay. "
Madison 2-night trip
Posted 5 days ago
Solomons Inn Resort & Marina