Preston, MD
Travel Guide
Visit Preston
Stylish Home on the Choptank River (with Tidal Beach)
Preston MD
Book a stay at this family-friendly vacation home in Preston. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gilpin's Point Landing and ...
10/10 Exceptional! (45 reviews)
Everything was fabulous!
Reviewed on Jan 1, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$211 nightly
The price is $240 total per night from Feb 8 to Feb 9
$240 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,009 reviews)
I LOVED IT AS DID MY KIDS!!!!!
Reviewed on Jan 21, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$103 nightly
The price is $114 total per night from Feb 8 to Feb 9
$114 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,001 reviews)
Very good motel
Reviewed on Jan 25, 2026
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.
Stylish Home on the Choptank River (with Tidal Beach)
Preston MD
Book a stay at this family-friendly vacation home in Preston. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gilpin's Point Landing and ...
10/10 Exceptional! (45 reviews)
Everything was fabulous!
Reviewed on Jan 1, 2026
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are ...
9.6/10 Exceptional! (189 reviews)
Great house right in the heart of town!
Reviewed on Jan 3, 2026
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Easton MD
Stay at this vacation home in Easton. Enjoy free WiFi, private pools, and a sauna. Popular attractions Pickering Creek Audubon Center and Hog Neck Golf Course ...
9.8/10 Exceptional! (91 reviews)
The host was lovely. Very responsive, thoughtful and welcoming!The home was perfect for our get away. It was better than the photos, comfy with a well appointed kitchen!
Reviewed on Jan 3, 2026
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.
Popular places to visit
Gilpin's Point Landing
Explore the great outdoors at Gilpin's Point Landing, a lovely green space in Preston.
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- Chesapeake Bay
- Blackwater National Wildlife Refuge
- Harrington Raceway and Casino
- Chesapeake Bay Maritime Museum
- St. Michaels Winery
- Delaware State Fairgrounds
- Harriet Tubman Underground Railroad National Historical Park
- Queenstown Premium Outlets
- Queenstown Harbor Golf Club
- Gerry Boyle Park at Great Marsh
- Avalon Theatre
- Choptank River Lighthouse
- Harriet Tubman Museum and Educational Center
- Chesapeake Bay Environmental Center
- Dorchester County Visitors Center
- Northern Chesapeake Bay
- Killens Pond State Park
- Queenstown Harbor Golf Links
- Long Wharf Park
- Wye Landing
- Bill Burton Fishing Pier State Park
- Layton's Chance Vineyard and Winery
- St. Michaels Museum
