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 11 to Feb 12
$240 total
Feb 11 - Feb 12
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! (1,001 reviews)
Nice stay, but a little too crowded.
Reviewed on Jan 30, 2026
The Tidewater Inn
101 E Dover St Easton MD
$179 nightly
The price is $197 total per night from Feb 5 to Feb 6
$197 total
Feb 5 - Feb 6
Total with taxes and fees
Book a stay at this spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (846 reviews)
Beautiful historic but with nice mix-in of modern hotel. Friendly, professional staff. Great location. My wife and I had a fantastic stay.
Reviewed on Jan 13, 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
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
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
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 Harbor Golf Club
- Queenstown Premium Outlets
- Gerry Boyle Park at Great Marsh
- Avalon Theatre
- Dorchester County Visitors Center
- Choptank River Lighthouse
- Harriet Tubman Museum and Educational Center
- Northern Chesapeake Bay
- Chesapeake Bay Environmental Center
- Killens Pond State Park
- Bill Burton Fishing Pier State Park
- Queenstown Harbor Golf Links
- Long Wharf Park
- Wye Landing
- St. Michaels Museum
- Pickering Creek Audubon Center
- Layton's Chance Vineyard and Winery
