Chester Holidays

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Your Chester Holiday

When a getaway to the city is calling your name, answer it with a holiday package to Chester. With all your travel plans organised before you leave, all you have to do here is focus on having the time of your life. Be sure to spend time sightseeing during your trip to Chester. Lincoln Memorial Library and Jato Highlands Golf Course are some of the major attractions to check out. Whatever your travel plans or budget, organising your ultimate tailored Chester holiday is simple with Expedia.

Chester Holiday

Chester Essential Information

Language
English
Currency
U.S dollars
Population
550
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Jato Highlands Golf Course and Lincoln Memorial Library

Our pick of the best Chester Hotel Deals

Cabin on the water!
Cabin on the water!
Chester
9.4/10 Exceptional! (22 reviews)
Beautiful and secluded
"Had a great long weekend at the cabin, it is beautifully located, and I would stay again in a second"

Reviewed on 26 Jun. 2025

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Cabin on the water!
Baxter Park Inn
Baxter Park Inn
2 out of 5
935 Central St, Millinocket, ME
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 8 July to 9 July
AU$266
8 July - 9 July
includes taxes & fees
8.4/10 Very Good! (475 reviews)
"The hotel was conveniently located. The building and grounds were a little tired but the staff was clearly making an effort."

Reviewed on 30 Jun. 2025

Baxter Park Inn
Katahdin Inn & Suites
Katahdin Inn & Suites
2 out of 5
740 Central St, Millinocket, ME
8/10 Very Good! (147 reviews)
"Our assigned room had an air conditioning issue. Austin immediately"

Reviewed on 5 Jul. 2025

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Katahdin Inn & Suites
See all 111 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 can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Chester costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Chester?
To score cheap Chester holiday packages, plan your trip outside of peak periods like public holidays and major events. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Chester?
Typically, a handful of days is enough to see the top attractions during your Chester holiday. However, if you prefer to have more time to relax or take day tours, consider extending your itinerary.
How to find the best Chester package deals?
Start your search for a Chester package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Chester package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chester escape off to a flying start.
Is it cheaper to book a Chester holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can personalise your Chester escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Chester?
If you're planning a spontaneous Chester adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Chester?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred season and the available activities will also help you decide when to visit Chester.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to Chester.
  3. Decide how many days away: Start by compiling a list of the activities and sights you want to get to in Chester. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chester holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.