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.
The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was $684, price is now $571 per person
$571
per person
May 14 - May 18
found 3 hours ago
Roundtrip flight included
Indianapolis (IND) to Salisbury (SBY)
This motel features 20 beach bars and express check-out. Take advantage of the free self parking.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $945, price is now $745 per person
$745
per person
May 14 - May 18
found 3 hours ago
Roundtrip flight included
Indianapolis (IND) to Salisbury (SBY)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,655, price is now $1,354 per person
$1,354
per person
Jun 16 - Jun 21
just found
Roundtrip non-stop flight included
New York (NYC) 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.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $772, price is now $647 per person
$647
per person
May 14 - May 18
found 3 hours ago
Roundtrip flight included
Indianapolis (IND) 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.
Monte Carlo Boardwalk Oceanfront Ocean City

Monte Carlo Boardwalk Oceanfront Ocean City

3 out of 5
Downtown Ocean City
Price was $1,637, price is now $1,406 per person
$1,406
per person
Jun 16 - Jun 21
just found
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.

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.
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 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.
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 8 - Apr 9
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 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.
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 6 - Apr 7
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 $571. 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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