Preston Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Top hotels in Preston

Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is S$379 per night from 22 Apr to 23 Apr
S$379
includes taxes & fees
22 Apr - 23 Apr
8.6/10 Excellent! (1,000 reviews)
"Great!!"

Reviewed on 24 Mar,2025

Hyatt Regency Chesapeake Bay
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is S$694 per night from 31 Mar to 1 Apr
S$694
includes taxes & fees
31 Mar - 1 Apr
9.4/10 Exceptional! (337 reviews)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning."

Reviewed on 26 Mar,2025

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
The price is S$147 per night from 30 Mar to 31 Mar
S$147
includes taxes & fees
30 Mar - 31 Mar
8/10 Very Good! (1,000 reviews)
First visit
"This was the first time here and this is a good location and a good value."

Reviewed on 22 Mar,2025

St Michaels Inn
See all 401 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.

Frequently asked questions

How much does a Preston holiday package cost?
Offering excellent value package deals on Expedia, you’ll be thrilled with how little a holiday to Preston costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Preston?
January, February and November are great times to look for cheap Preston holiday packages. Travelling in quieter periods means you’ll typically find reduced prices on accommodation and flights.
How many days is enough for Preston?
The ideal length of your Preston holiday depends on what you’d like to see and do. Usually, a few days to a week will give you time to check out all the major sights and explore some hidden gems 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 holiday package as soon as possible.
Is it cheaper to book a Preston holiday as a package?
You can enjoy significant savings on your Preston break by booking a tailored holiday package. Click on the “Package” heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Preston?
If you’re considering a spur-of-the-moment Preston holiday, 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.
How to plan a trip to Preston?

  1. Choose your dates: The things you’d like to do in Preston and your favourite season can help you decide when to travel.
  2. Set your budget: Consider expenses like food, flights and transportation when working out how much to put aside for your trip to Preston. Then, select a property that fits your budget, whether that’s a wallet-friendly stay or a lavish getaway.
  3. Decide your trip length: Think about how much time you’d like to spend exploring Preston. Plan your days so you can get to all the attractions and experiences you’re interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Preston holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.