Preston, MD
Travel Guide
Visit Preston
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$228 nightly
The price is $259 total per night from Mar 29 to Mar 30
$259 total
Mar 29 - Mar 30
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. ...
8.8/10 Excellent! (1,000 reviews)
Friendly and helpful staff, pleasant and comfortable room, good food, convenient location and wonderful scenery.
Reviewed on Mar 20, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$104 nightly
The price is $115 total per night from Mar 31 to Apr 1
$115 total
Mar 31 - Apr 1
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 ...
8.2/10 Very Good! (1,001 reviews)
No breakfast. Nice one night stay for us!
Reviewed on Mar 21, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$371 nightly
The price is $408 total per night from Mar 24 to Mar 25
$408 total
Mar 24 - Mar 25
Total with taxes and fees
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (374 reviews)
We had a great stay, hotel was very clean and food was great
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.
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! (46 reviews)
Everything was fabulous!
Reviewed on Jan 1, 2026
Private 2 Acre Waterfront Family Retreat with Pool & Pier
Cambridge MD
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Christ Rock Park and Spocott ...
9.6/10 Exceptional! (89 reviews)
What a wonderful property for big families. We had family members from four states, ranging in age from 3-93, for Thanksgiving. The kitchen was well equipped. We had everything we needed to make four pies, a 22-pound turkey and all the fixings.Our host was pleasant and easy to work with. Very quick ...
Reviewed on Nov 29, 2025
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Greenwood DE
Book a stay at this family-friendly vacation home in Greenwood. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Abbott's Mill Nature Center ...
9.8/10 Exceptional! (39 reviews)
Clean and soft blankets. Smells great and the house is new. Comfortable bed and a great stay. Great interaction with the host.
Reviewed on Mar 4, 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
- Gerry Boyle Park at Great Marsh
- Queenstown Harbor Golf Club
- Harriet Tubman Underground Railroad National Historical Park
- Avalon Theatre
- Northern Chesapeake Bay
- Dorchester County Visitors Center
- Queenstown Premium Outlets
- Choptank River Lighthouse
- Killens Pond State Park
- Harriet Tubman Museum and Educational Center
- Long Wharf Park
- Chesapeake Bay Environmental Center
- Bill Burton Fishing Pier State Park
- Pickering Creek Audubon Center
- Queenstown Harbor Golf Links
- Layton's Chance Vineyard and Winery
- Talbot County Visitor Center
- Academy of the Arts
