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! (43 reviews)
Used this house for an Eastern Shore golf weekend. Loved the location, right on the Choptank River and was 20-30 minute access to nearby golf courses. House was very clean and welcoming. Kitchen has updated appliances and adequate plates and utensils. Bedrooms were very comfortable. Nice deck for ...
Reviewed on Oct 13, 2025
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$201 nightly
The price is $229 total per night from Dec 15 to Dec 16
$229 total
Dec 15 - Dec 16
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! (1,005 reviews)
Great amenities, excellent spa and service, friendly staff and great food.
Reviewed on Nov 26, 2025
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$107 nightly
The price is $118 total per night from Dec 9 to Dec 10
$118 total
Dec 9 - Dec 10
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! (1,004 reviews)
This was in a great location and a really cool atmosphere. We would definitely stay here again!
Reviewed on Nov 25, 2025
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! (43 reviews)
Used this house for an Eastern Shore golf weekend. Loved the location, right on the Choptank River and was 20-30 minute access to nearby golf courses. House was very clean and welcoming. Kitchen has updated appliances and adequate plates and utensils. Bedrooms were very comfortable. Nice deck for ...
Reviewed on Oct 13, 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! (31 reviews)
House is very clean, all the modern appliances. Perfect for family or friends. We would definitely rent again
Reviewed on Nov 23, 2025
Downtown St. Michaels | Porch + Pet-Friendly
Saint Michaels MD
Stay at this apartment in St. Michaels. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Muskrat Park and Higgins Yacht Yard and ...
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
- Harrington Raceway and Casino
- Blackwater National Wildlife Refuge
- Delaware State Fairgrounds
- Harriet Tubman Underground Railroad National Historical Park
- Queenstown Premium Outlets
- St. Michaels Winery
- Gerry Boyle Park at Great Marsh
- Choptank River Lighthouse
- Chesapeake Bay Maritime Museum
- Avalon Theatre
- Northern Chesapeake Bay
- Killens Pond State Park
- Queenstown Harbor Golf Club
- Long Wharf Park
- Harriet Tubman Museum and Educational Center
- Queenstown Harbor Golf Links
- Dorchester County Visitors Center
- Academy of the Arts
- Chesapeake Bay Environmental Center
- Hazel Miner Monument
- Wye Landing
- Bill Burton Fishing Pier State Park
- Martinak State Park
- Talbot County Visitor Center
