Preston, MD
Travel Guide
Visit Preston
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$275 nightly
The price is $312 total per night from Jun 23 to Jun 24
$312 total
Jun 23 - Jun 24
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)
"Wonderful stay for a long weekend"
Reviewed on May 22, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$603 nightly
The price is $663 total per night from Jun 21 to Jun 22
$663 total
Jun 21 - Jun 22
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! (387 reviews)
"We enjoyed a wonderful, stress-free four days at the inn and the surrounding area. Highly recommend it."
Reviewed on May 22, 2026
Best Western Plus Easton Inn & Suites
8708 Alicia Drive Easton MD
$129 nightly
The price is $142 total per night from May 25 to May 26
$142 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Easton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,003 reviews)
"Stayed here as an overnight on our way to St.Michael's and highly recommend! Convenient, clean, and a great breakfast spread. The receptionist was also very welcoming and kind. Would stay again."
Reviewed on May 23, 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.
Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman MD
Stay at this cottage in Wittman. Enjoy free WiFi, private pools, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (244 reviews)
"We thoroughly enjoyed our stay! The Maghee House was bright, well appointed, up-to-date and very comfortable. We rented the home because it was on the water and had a nice dock to launch our kayaks. The area on Harris Creek was beautiful for kayaking. It would have been nice to have some empty cabinet ..."
Reviewed on May 12, 2026
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Tilghman Island MD
Stay at this vacation home in Tilghman. Enjoy a garden, laundry facilities, and balconies. Popular attractions Tilghman Watermen’s Museum and Talbot County Library ...
10/10 Exceptional! (40 reviews)
"Beautiful home in a beautiful location. We are repeat visitors and plan to visit again."
Reviewed on May 23, 2026
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge MD
Stay at this vacation home in Cambridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ragged Island and Spocott Windmill are located ...
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
- Delaware State Fairgrounds
- Chesapeake Bay Maritime Museum
- Queenstown Harbor Golf
- Northern Chesapeake Bay
- St. Michaels Winery
- Harriet Tubman Underground Railroad National Historical Park
- Gerry Boyle Park at Great Marsh
- Choptank River Lighthouse
- Chesapeake Bay Environmental Center
- Avalon Theatre
- Harriet Tubman Museum and Educational Center
- Queenstown Premium Outlets
- Killens Pond State Park
- Long Wharf Park
- Layton's Chance Vineyard and Winery
- Dorchester County Visitors Center
- Talbot County Visitor Center
- Wye Landing
- Bill Burton Fishing Pier State Park
- Pickering Creek Audubon Center
- Seaford Museum
