Preston, MD

Travel Guide

Preston
Preston
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
The price is SAR 776 per night from Apr 7 to Apr 8
SAR 776
SAR 1,060 total
includes taxes & fees
7 Apr - 8 Apr
Stay at this 4-star 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! (1,001 reviews)
Romantic get away
"Love staying here. The hot tub is great, love the common areas."

Reviewed on 17 February 2025

Hyatt Regency Chesapeake Bay
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is SAR 1,448 per night from Mar 31 to Apr 1
SAR 1,448
SAR 1,752 total
includes taxes & fees
31 Mar - 1 Apr
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. ...
9.4/10 Exceptional! (333 reviews)
"Never disappoints!"

Reviewed on 2 March 2025

Inn at Perry Cabin
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
The price is SAR 304 per night from Mar 27 to Mar 28
SAR 304
SAR 334 total
includes taxes & fees
27 Mar - 28 Mar
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! (1,000 reviews)
"Good location. Clean rooms. I was there off season so morning breakfast was limited. But for the price, you can’t beat it."

Reviewed on 4 March 2025

St Michaels Inn
See all 399 properties in Preston
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.
Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
easton
Book a stay at this family-friendly vacation home in Easton. Enjoy free WiFi, a garden, and concierge services. Popular attractions Saint Michaels Village and ...
9.8/10 Exceptional! (39 reviews)
Wonderful Winter Weekend Getaway!
"Our group of longtime friends from different states wanted a convenient location to meet for a weekend getaway. The Eastern Shore was a good location and this property was a wonderful and comfortable place for our group. The house was spacious and had plenty of areas for members of the group to enjoy ..."

Reviewed on 30 January 2025

Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
Relaxing Waterfront Cottage Near St Michaels, Maryland
Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman
Stay at this cottage in Wittman. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions Saint ...
9.8/10 Exceptional! (218 reviews)
Tranquil
"This was a winter getaway to a very comfortable house with all the amenities on a quiet tributary of the Chesapeake. A rare vacation for and just what we wanted. Conveniently located near St Michael’s and Easton. Communication was excellent and everything was just as described. Would go back if we ..."

Reviewed on 3 January 2025

Relaxing Waterfront Cottage Near St Michaels, Maryland
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Easton
Stay at this vacation home in Easton. Enjoy free WiFi, private pools, and a sauna. Popular attractions Pickering Creek Audubon Center and Hog Neck Golf Course ...
9.8/10 Exceptional! (78 reviews)
Beautiful scenic stay
"Gorgeous views and surroundings"

Reviewed on 28 February 2025

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
See all properties in Preston
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.

Gilpin's Point Landing