Chester Holidays

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Your Chester Holiday

Book a Chester holiday package and get set to experience all this city has to offer. Think about staying in the neighbourhood of Downtown Manchester, which is great for cafes, history and bars and pubs. When it's time to get out and explore, be sure to include Zorvino Vineyards and Robert Frost Farm State Historic Site on the to-do list for your trip to Chester. A couple of clicks is all it takes to create your perfect Chester holiday on Expedia.

Chester Holiday

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
5,200
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Canobie Lake Park, Bear Brook State Park and Zorvino Vineyards

Our pick of the best Chester Hotel Deals

DoubleTree by Hilton Manchester Downtown
DoubleTree by Hilton Manchester Downtown
4 out of 5
700 Elm St., Manchester, NH
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 13 July to 14 July
AU$185
13 July - 14 July
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"Nice, clean and secure property. Room was comfortable and we had a nice view of the city. I will definitely stay here again!"

Reviewed on 7 Jul. 2025

DoubleTree by Hilton Manchester Downtown
Best Western Plus Executive Court Inn & Conference Center
Best Western Plus Executive Court Inn & Conference Center
3 out of 5
13500 S Willow St, Manchester, NH
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 13 July to 14 July
AU$170
13 July - 14 July
includes taxes & fees
8.2/10 Very Good! (1,204 reviews)
"The breakfast was excellent , no noises in the night good sleep"

Reviewed on 5 Jul. 2025

Best Western Plus Executive Court Inn & Conference Center
Holiday Inn Express Hotel & Suites Seabrook by IHG
Holiday Inn Express Hotel & Suites Seabrook by IHG
2.5 out of 5
11 Rocks Rd, Seabrook, NH
The price is AU$219 per night from 22 July to 23 July
AU$219
22 July - 23 July
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
"I liked everything. No issues."

Reviewed on 6 Jul. 2025

Holiday Inn Express Hotel & Suites Seabrook by IHG
See all 450 properties in Chester
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.