Preston Vacations from $572

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The Latest Preston vacation packages

Price found within the past 48 hours. Click for updated prices.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $608, price is now $572 per person
$572
per person
Oct 24 - Oct 26
found 9 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.8/10 Good! (85 reviews)
There was a funny smell in the hallway many times throughout the days. Bed was not in good shape

Reviewed on Aug 25, 2025

Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
Price was $659, price is now $598 per person
$598
per person
Oct 24 - Oct 26
found 9 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8.4/10 Very Good! (841 reviews)
Nice friendly staff, clean, right next to boardwalk

Reviewed on Sep 21, 2025

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $755, price is now $702 per person
$702
per person
Oct 24 - Oct 26
found 9 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8.2/10 Very Good! (670 reviews)
Very convenient with boardwalk. Staff was so nice

Reviewed on Sep 21, 2025

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3 out of 5
Midtown Ocean City
Price was $746, price is now $705 per person
$705
per person
Oct 24 - Oct 26
found 9 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9/10 Wonderful! (1,094 reviews)
Beautiful updated hotel with a perfect oceanfront view!

Reviewed on Sep 20, 2025

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $609, price is now $576 per person
$576
per person
Oct 24 - Oct 26
found 9 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.6/10 Good! (416 reviews)
Overall a good place to go too for bike week. Pool a little cold but that's no the venues spot.

Reviewed on Sep 15, 2025

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Preston Hotel Deals

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
$94 nightly
The price is $104 total per night from Oct 1 to Oct 2
$104 total
Oct 1 - Oct 2
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"When it takes two tries to get the room key to"

Reviewed on Sep 16, 2025

St Michaels Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $265 total per night from Oct 1 to Oct 2
$265 total
Oct 1 - Oct 2
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
"Beautiful place"

Reviewed on Sep 18, 2025

Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

2 out of 5
23450 Sussex Highway, Seaford, DE
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Oct 5 to Oct 6
$85 total
Oct 5 - Oct 6
Total with taxes and fees
6.6/10 (827 reviews)
"Convenient"

Reviewed on Sep 11, 2025

Days Inn & Suites by Wyndham Seaford
See all 424 properties in Preston
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.

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Frequently asked questions

How much does a Preston vacation package cost?
Offering excellent value package deals from $572 on Expedia, you'll be thrilled with how little a vacation to Preston costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Preston?
You can typically find lower rates and greater availability in January, June and November. Check out our cheap Preston vacation packages and you could get some great off-season deals.
How many days is enough for Preston?
The ideal length of your Preston vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to visit all the major attractions and discover some hidden treasures along the way.
How to find the best Preston package deals?
Use Expedia's filters to help you find some tempting Preston package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Preston package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Preston vacation as a package?
You can enjoy significant savings on your Preston break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Preston?
If you're considering a spur-of-the-moment Preston vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Preston vacation packages?
Jet off on your dream trip to Preston with our Book Now, Pay Later vacations. There's no need to save up or wait for your next payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.