Preston Vacations from $1,223

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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 $1,626, price is now $1,223 per person
$1,223
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
7.6/10 Good! (96 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $2,049, price is now $1,526 per person
$1,526
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
8/10 Very Good! (32 reviews)
Great location and easy parking

Reviewed on Jun 17, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,771, price is now $1,326 per person
$1,326
per person
Jul 24 - Jul 30
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
7.6/10 Good! (568 reviews)
What I disliked was the bathtub drain did not work well at all, in fact to take a 10 minute shower the tub fills with dirty water and takes a half hour to drain out. The room overall was decent but poorly cleaned and maintained.

Reviewed on Jun 18, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,892, price is now $1,418 per person
$1,418
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
8.2/10 Very Good! (728 reviews)
Great customer service, clean environment, friendly and helpful staff.

Reviewed on Jun 17, 2026

Empress Motel

Empress Motel

2 out of 5
Downtown Ocean City
Price was $1,698, price is now $1,284 per person
$1,284
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
7.8/10 Good! (159 reviews)
We enjoyed our stay, while we do prefer the Sahara we found this hotel to be enjoyable as well.

Reviewed on Jun 12, 2026

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Preston Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $331 total per night from Jun 28 to Jun 29
$331 total
Jun 28 - Jun 29
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"The resort is beautiful and there are plenty of amenities! The staff was very courteous and helpful. Our room was clean and I felt very comfortable. My only recommendation is for Ironman Eagleman race. Please have more and bigger shuttles running so participants and family can get to race on time. ..."

Reviewed on Jun 20, 2026

Hyatt Regency Chesapeake Bay
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
$648 nightly
The price is $713 total per night from Jul 9 to Jul 10
$713 total
Jul 9 - Jul 10
Total with taxes and fees
9.6/10 Exceptional! (390 reviews)
"It was a wonderful stay. The rooms were clean, the staff helpful and the food marvelous. I intend to visit again!"

Reviewed on Jun 8, 2026

Inn at Perry Cabin
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $109 total per night from Jul 7 to Jul 8
$109 total
Jul 7 - Jul 8
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"Everything was great."

Reviewed on Jun 19, 2026

St Michaels Inn
See all 423 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.

Find the Best Preston Vacation Packages

Preston Essential Information

Language
English
Currency
U.S dollars
Population
700

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Frequently asked questions

How much does a Preston vacation package cost?
Offering excellent value package deals from $1,223 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.