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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 1 Resorts in Preston with updated reviews, rates, and availability.

Hyatt Regency Chesapeake Bay
Exterior

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1000)
"Great check in and highly personable staff. Dawn Reed and service staff with luggage transfer were excellent. Pool area looked amazing. Mitcherners service and bar food were provided great atmosphere and delicious food."
The price is AED 584
AED 838 total
includes taxes & fees
17 Feb - 18 Feb
Hyatt Regency Chesapeake Bay
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.
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Other property types in Preston

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Front of house from St. Michaels harbor looking across Town Park

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (113)
"The location couldn't have been more ideal. We were able to walk everywhere...all around town. And there was a beautiful view of the town park and the bay from the house. We were there for Christmas, visiting family, and her house was overflowing, so this was a little home-away-from-home. There were some difficulties. The shower curtain and main bath downstairs needs updating and the kitchen could be better appointed. The stairs to the king bed bedroom are, as others and the owner noted, very...
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Walk to Everything House
Front of House

Walk to Everything House

10.0 out of 10, Exceptional, (75)
"Nice location down town. House was just as the pictures showed. "
Walk to Everything House
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Front of Carpenter St. Cottage

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

9.8 out of 10, Exceptional, (172)
"Host was amazing. Property is perfect. Will be staying here again. "
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
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.

Frequently asked questions

What can I expect from a resort vacation in Preston?
You deserve a vacation, and a resort is the perfect place to indulge in all the amenities and services you need for a relaxing time in Preston. One of the comfortable resorts in the area could be just what you’re looking for, whether you want an amazing pool, blissful spa treatments, or activities for the kids.
What's the best resort in Preston?
Here’s our top-rated resort near Preston: Hyatt Regency Chesapeake Bay - Beach resort. 12.8 mi (20.6 km) from Preston. Features 2 outdoor pools, 3 restaurants, and a private beach. Popular for its pool.
What can I do in Preston?
Williston Lake and Gilpin’s Point Landing are a few of the interesting sights to visit. Other attractions in the area include Easton Cycle and Sport and The Third Haven Friends Meeting House.
What's the weather like in Preston?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Preston is 50 inches.
What's the best way to get to and around Preston?
Fly into Easton, MD (ESN-Easton - Newnam), which is located 10.8 mi (17.3 km) from the city center. You can also search for flights into Georgetown, DE (GED-Sussex County), which is 29.5 mi (47.5 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.