Book Hotels in Preston, MD
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Top Preston hotels

The Wildset
209 N Talbot St, St. Michaels, MD
$239 nightly
The price is $263 total per night from Oct 6 to Oct 7
$263 total
Oct 6 - Oct 7
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
"Absolutely perfect in all regards. A property to visit again and again!"
Reviewed on Sep 23, 2025

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
$530 nightly
The price is $583 total per night from Oct 22 to Oct 23
$583 total
Oct 22 - Oct 23
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room ...
"Nice place to stay. Thru can’t do enough for you to make your stay comfortable and enjoyable Rooms are beautiful and clean"
Reviewed on Sep 11, 2025

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG
17271 S Dupont Hwy, Harrington, DE
Fully refundable
$97 nightly
The price is $108 total per night from Oct 5 to Oct 6
$108 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
"Ok"
Reviewed on Sep 20, 2025

The Tidewater Inn
101 E Dover St, Easton, MD
$189 nightly
The price is $208 total per night from Oct 27 to Oct 28
$208 total
Oct 27 - Oct 28
Total with taxes and fees
This traditional hotel features a full-service spa and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Parking free and easy. Located right in the center of a vibrant downtown area with lots of great places to eat, drink and shop"
Reviewed on Sep 25, 2025

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $265 total per night from Oct 7 to Oct 8
$265 total
Oct 7 - Oct 8
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's ...
"Indoor and outdoor pools were very clean and nice"
Reviewed on Sep 28, 2025

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
$92 nightly
The price is $102 total per night from Oct 7 to Oct 8
$102 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
"When it takes two tries to get the room key to"
Reviewed on Sep 16, 2025

Quality Inn
101 Vfw Ave, Grasonville, MD
$103 nightly
The price is $114 total per night from Oct 19 to Oct 20
$114 total
Oct 19 - Oct 20
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. ...
"Awesome"
Reviewed on Sep 13, 2025

Quality Inn & Suites Harrington - Milford
1259 Corn Crib Road, Harrington, DE
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Oct 14 to Oct 15
$80 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business ...
"Overall just a nice reasonable location"
Reviewed on Sep 27, 2025

Quality Inn
8523 Ocean Gtwy, Easton, MD
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Oct 7 to Oct 8
$94 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...
"Located right on Route 50, the main gateway to the eastern shore and beaches. Near a lot of restaurants. Easy drive to downtown Easton and lovely St. Michael's. Plenty of parking. Appreciated the Keurig coffee machine in the room and the breakfast downstairs off of the lobby. Waffle maker was ..."
Reviewed on Sep 28, 2025
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
Recent Preston hotel reviews by fellow wanderers

Hyatt Regency Chesapeake Bay
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Indoor and outdoor pools were very clean and nice "
A verified traveler stayed at Hyatt Regency Chesapeake Bay
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