Chester Holidays from AU$2,996
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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.
The Latest Chester Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College
AU$3,299
per person
30 Oct - 4 Nov
found 20 hours ago
Return flight included
Perth (PER) to Boston (BOS)
9.2/10 Wonderful! (1,203 reviews)
While the rooms look recently redecorated and modern, the public spaces look very dated and basic. The linens (sheets, towels, etc.) are basic motel level. The pillows were downright awful. There was also significant road noise and sounds of planes overhead so I needed the white noise app to drown it out.
It was also disappointing to see that they still use tiny disposable toiletries (environmental nightmare but also not a good guest experience to try to eke out enough product for 2 people’s showers).
On the whole, it’s fine if you don’t have another option, but expect a more basic experience than you might expect from the photos.
Reviewed on 6 Sept 2026
Hyatus Luxury Residences Salem
AU$7,359
per person
30 Oct - 4 Nov
found 20 hours ago
Return flight included
Perth (PER) to Boston (BOS)
6/10 (1 review)
Stayed there for 4 nights and overall I believe it to be ok. Pre trip the communicaiton was very good and the administration was very responsive. There were howeveer some challenges and I cannot overlook given at this cost.
1- Pre check-in I confirmed that there were EV chargers available for usage. It was confrimed that they do have charger available and sent me the instruction. Upon arrival they would work, for the next 5 days there was back and forth communications each time confirming that it was now fixed, but it never worked. I gave up.
2-On first day I got a communication that there will be no water from 9AM to 2PM and that some maintenance ppl may need to access the room. This is after a very long trip and would have appreciated a earlier notification or at least a later time of water being shut and maintenance ppl accessing the room.
3-The AC was VERY loud. The vents are ok in the 2 bedrooms but the unit in the living room is unbearably loud and this is where the pull out couch is.
4-We were 4 ppl, there were 4 towels. No cleaning or new towels for the 4 days unless i paid extra. There is a washer and dryer in the unit, but I didn't expect to have to launder my towels.
The unit is new, modern, and clean but at this price I expect better overall service.
Reviewed on 11 Aug 2026
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
Lamie's Inn and The Old Salt Restaurant
490 Lafayette Rd Hampton NH
Fully refundableReserve now, pay when you stay
AU$168
9 Sept - 10 Sept
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
"We had a wonderful dinner and the rooms were very nice."
Reviewed on 7 Sept 2026
La Quinta Inn & Suites by Wyndham Boston-Andover
131 River Rd Andover MA
Fully refundableReserve now, pay when you stay
AU$190
27 Sept - 28 Sept
includes taxes & fees
8.2/10 Very good! (2,121 reviews)
"Thank you for service. Great ppl and the lady were all wonderful"
Reviewed on 7 Sept 2026
Comfort Inn Manchester Airport
298 Queen City Ave Manchester NH
Fully refundable
AU$165
20 Sept - 21 Sept
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Clean and simple. You'll get what you pay for."
Reviewed on 6 Sept 2026
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.
Stay near popular Chester attractions
Chester Public Library
Chester Public Library is just one of the places to see in Chester, so why not enjoy the other things to explore during your travels?
Chester Town Hall
After visiting Chester Town Hall, make a plan to see the other sights and activities in Chester.
Frequently asked questions
How much does a Chester holiday package cost?
You'll find cheap prices from AU$2,996 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?
- 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.
- 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.
- 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.
- 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.
