Chester Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Chester

Even Hotels Manchester Airport by IHG
Even Hotels Manchester Airport by IHG
3.5 out of 5
55 John E. Devine Drive, Manchester, NH
Fully refundable
The price is S$146 per night from 24 Jun to 25 Jun
S$146
24 Jun - 25 Jun
includes taxes & fees
8.6/10 Excellent! (733 reviews)
"Clean and bright near multiple restaurants"

Reviewed on 16 Jun, 2025

Even Hotels Manchester Airport by IHG
Park View Inn - Salem
Park View Inn - Salem
2 out of 5
109 S Broadway, Salem, NH
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,387 reviews)
"Excellent!"

Reviewed on 15 Jun, 2025

Park View Inn - Salem
Holiday Inn Express Andover North-Lawrence by IHG
Holiday Inn Express Andover North-Lawrence by IHG
2.5 out of 5
224 Winthrop Ave, Lawrence, MA
Fully refundable
The price is S$183 per night from 4 Jul to 5 Jul
S$183
4 Jul - 5 Jul
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Parking was the only issue...required to drive through a Dunkin' Donuts parking lot to get to the hotel."

Reviewed on 16 Jun, 2025

Holiday Inn Express Andover North-Lawrence by IHG
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 Chester holiday package cost?
You'll find cheap prices on Expedia for your Chester escape. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Chester costs.
What are the cheapest months to go to Chester?
If you're looking to score a cheap Chester holiday package, consider visiting in October, November and December. You'll typically find lower rates on hotels and airfares during these months --- ideal for a budget-friendly getaway.
How many days is enough for Chester?
The ideal duration of your Chester holiday depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to hit all the major sights and discover some hidden treasures along the way.
How to find the best Chester package deals?
Use Expedia's filter tool to help you find some great Chester package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Chester package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Chester holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a customised Chester holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Chester?
If you've got your Chester holiday dates locked in, book as soon as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Chester?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the available activities will also help you decide when to escape to Chester.
  2. Set a budget: Consider expenses like flights, transportation and food when working out how much to save for your trip to Chester. Then, pick a hotel that matches your budget, whether that's an affordable stay or a deluxe getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you want to get to in Chester. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your accommodation and airfare: Once you've nailed down your dates and duration, lock in the right Chester holiday package for you.

* 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.