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Top Preston hotels deals

Stylish Home on the Choptank River (with Tidal Beach)

Stylish Home on the Choptank River (with Tidal Beach)

Preston MD
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This vacation home features a garden, laundry facilities, and barbecue grills.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$236 nightly
The price is $268 total per night
$268 total
Jan 1 - Jan 2, 2026
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 pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
$517 nightly
The price is $568 total per night
$568 total
Dec 28 - Dec 29
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 childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.
Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

2 out of 5
23450 Sussex Highway Seaford DE
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $74 total per night
$74 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's a seasonal outdoor pool on site, and laundry facilities and free newspapers are also offered.
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $197 total per night
$197 total
Jan 1 - Jan 2, 2026
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. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Quality Inn

Quality Inn

2.5 out of 5
8523 Ocean Gtwy Easton MD
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $89 total per night
$89 total
Dec 28 - Dec 29
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 check-out. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
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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

Frequently asked questions

How much are vacation packages to Preston?
You can land an awesome flight + hotel bundle from just . With a Travelocity vacation package, a stay in Preston has never looked more irresistible! Save your time and money and get an early start with packing your suitcases.
Where can I get the best vacation package deals for Preston?
You can grab amazing Preston package deals with Travelocity. Mix and match from as many as 400 partner airlines and 1,000,000 worldwide properties and turn your travel dreams into a reality.
Why should I book my Preston vacation bundle via Travelocity?
With superb service, 24/7 support and some of the most idyllic getaways on offer, you'll never roam alone. And if you find a better price, we'll match it. That's our Price Match Guarantee.
Can I save on my Preston car rental if I book it with a hotel or flight?
With a Preston vacation package, you can bundle your flight, car and hotel bookings and save a ton. When you're ready to discover the best of this fabulous region, why not make tracks to White House? This must-see sight is 60 mi from Preston. With your own set of wheels, you'll be there in no time.
Which airport is best for Preston?
Ronald Reagan Washington National Airport (DCA) (60 mi away from downtown), Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (50 mi away from central Preston) and Salisbury - Ocean City Wicomico Regional Airport (SBY) (35 mi away from central Preston) are all top options for Preston.
Where should I stay when visiting Preston?
If you're looking for someplace comfortable to lay your head, consider the Stylish Home on the Choptank River (with Tidal Beach). It's the top pick for many visitors.

Photos of local treasures

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Preston
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