Preston
Travel Guide
Visit Preston
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is CA $335 per night from Jun 7 to Jun 8
CA $335
CA $447 total
Jun 7 - Jun 8
includes taxes & 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)
"Hotel is beautiful , grounds are beautiful ! Staff is amazing ! Only disappointment was the pool situation - Seems like if you are there during the week or if weather isn’t perfect restaurants and amenities aren’t available as expected. It wasn’t raining just overcast, and it was warm and humid out ..."
Reviewed on May 27, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is CA $172 per night from Jun 16 to Jun 17
CA $172
CA $189 total
Jun 16 - Jun 17
includes taxes & 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! (1,002 reviews)
"Room was clean. Only complaint was AC blew directly into face when sleeping and there was no way to adjust vent."
Reviewed on May 29, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is CA $832 per night from Jun 21 to Jun 22
CA $832
CA $915 total
Jun 21 - Jun 22
includes taxes & 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
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.
Waterfront Sunset Bayview: sleeps 6
Chester MD
Stay at this vacation home in Chester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Bodkin Island and Chesapeake Bay Environmental Center ...
10/10 Exceptional! (28 reviews)
"Very nice host and beautiful modern house! Close to town and had a dock right there to sit out on and enjoy a cup or coffee! Only complaint was one shower never got hot or warm but we just used one and it was fine"
Reviewed on May 22, 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 ...
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 ...
9.8/10 Exceptional! (202 reviews)
"Really nice cottage in the middle of everything. Loved the screened in porch and large den."
Reviewed on May 9, 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.
