Deals on vacations and trips to Preston

Save when you book Preston package deals

Choose two or more items and save on your trip:

Preston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $782, price is now $709 per person
$709
per person
Jun 7 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Salisbury (SBY)
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,274, price is now $1,118 per person
$1,118
per person
May 22 - May 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.
Cypress River Inn & Spa

Cypress River Inn & Spa

3 out of 5
Price was $1,328, price is now $1,177 per person
$1,177
per person
Jun 8 - Jun 11
found 23 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Salisbury (SBY)
A restaurant, free self parking, and a garden are among this bed & breakfast's amenities. WiFi in public areas is free. A snack bar/deli, a communal living room, and a picnic area are also on offer.
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
Midtown Ocean City
Price was $1,257, price is now $1,127 per person
$1,127
per person
May 22 - May 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
A private beach and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the indoor pool and perks like free self parking.
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

3 out of 5
Downtown Ocean City
Price was $1,408, price is now $1,272 per person
$1,272
per person
May 22 - May 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, poolside bar, and coffee shop.

Top Preston hotels deals

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
$262 nightly
The price is $297 total per night
$297 total
Apr 20 - Apr 21
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
$635 nightly
The price is $699 total per night
$699 total
Apr 19 - Apr 20
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.
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $138 total per night
$138 total
Apr 12 - Apr 13
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 the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $186 total per night
$186 total
Apr 6 - Apr 7
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.
Spa
Parking included
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
$239 nightly
The price is $263 total per night
$263 total
Apr 7 - Apr 8
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 parking. A coffee shop, a snack bar/deli, and concierge services are also on offer.
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Apr 7 - Apr 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 the 24-hour business center and onsite conference space. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Preston
View all properties
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 $709. 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

Browse Preston vacation photos for more inspiration