Deals on vacations and trips to Preston

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Preston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
Price was $1,016, price is now $814 per person
$814
per person
May 14 - May 18
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Salisbury (SBY)
A restaurant, free self parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. Free newspapers are provided for your convenience.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,358, price is now $1,101 per person
$1,101
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $1,252, price is now $1,020 per person
$1,020
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,023, price is now $865 per person
$865
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $1,441, price is now $1,231 per person
$1,231
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with volleyball.

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 16 - Apr 17
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.
On private beach
Pool
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 5 - Apr 6
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.
Pool
Hot Tub
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 5 - Apr 6
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.
Pool
Breakfast included
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 5 - Apr 6
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 6 - Apr 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 parking. A coffee shop, a snack bar/deli, and concierge services are also on offer.
Breakfast included
Pet friendly
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 5 - Apr 6
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
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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 $814. 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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