Preston, MD
Travel Guide
Visit Preston
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
$296 nightly
The price is $336 total per night from Jul 6 to Jul 7
$336 total
Jul 6 - Jul 7
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! (1,001 reviews)
"The resort is beautiful and there are plenty of amenities! The staff was very courteous and helpful. Our room was clean and I felt very comfortable. My only recommendation is for Ironman Eagleman race. Please have more and bigger shuttles running so participants and family can get to race on time. ..."
Reviewed on Jun 20, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$648 nightly
The price is $713 total per night from Jul 9 to Jul 10
$713 total
Jul 9 - Jul 10
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! (390 reviews)
"It was a wonderful stay. The rooms were clean, the staff helpful and the food marvelous. I intend to visit again!"
Reviewed on Jun 8, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$99 nightly
The price is $109 total per night from Jul 7 to Jul 8
$109 total
Jul 7 - Jul 8
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! (1,004 reviews)
"Everything was great."
Reviewed on Jun 19, 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.
Grace Cottage, St Michaels Walk to everything!
Saint Michaels MD
Stay at this vacation home in St. Michaels. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Saint Marys Square and Saint ...
10/10 Exceptional! (6 reviews)
"We had such a wonderful time staying at Grace Cottage. Lisa, the hostes, was very responsive and very, very kind. The cottage was right in the middle of all shopping and restaurants. It is beautifully decorated and is totally stocked with everything you would need. Thank you so much Lisa for making ..."
Reviewed on May 8, 2026
Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock
Bozman MD
Stay at this cottage in Bozman. Enjoy air conditioning. Popular attractions Neavitt Park and Back Creek Park are located nearby.
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 ...
9.8/10 Exceptional! (135 reviews)
"Just a beautiful property with great views. Alan was a great host and very responsive."
Reviewed on Jun 16, 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
- Delaware State Fairgrounds
- Gerry Boyle Park at Great Marsh
- Queenstown Harbor Golf
- Northern Chesapeake Bay
- Harrington Raceway and Casino
- Queenstown Premium Outlets
- Avalon Theatre
- Chesapeake Bay Maritime Museum
- Chesapeake Bay Environmental Center
- St. Michaels Winery
- Harriet Tubman Underground Railroad National Historical Park
- Long Wharf Park
- Killens Pond State Park
- Harriet Tubman Museum and Educational Center
- Harriet Tubman Birthplace Marker
- Choptank River Lighthouse
- Pickering Creek Audubon Center
- Wye Landing
- Historical Society of Talbot County
- Martinak State Park
- Talbot County Visitor Center
- Bill Burton Fishing Pier State Park
- Academy of the Arts
