Chester Holidays from AU$761

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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.

The Latest Chester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Bangor Grande

Bangor Grande

2.5 out of 5
Price was AU$835, price is now AU$761 per person
AU$761
per person
30 Sept - 3 Oct
found 11 hours ago
Return direct flight included
Dallas (DFW) to Bangor (BGR)
8.2/10 Very good! (2,300 reviews)
It appears to have mold in bathroom ceiling in shower that should be taken care of. May help to have exhaust fan installed or fixed.

Reviewed on 5 Aug 2026

Country Inn at The Mall

Country Inn at The Mall

2 out of 5
Price was AU$938, price is now AU$789 per person
AU$789
per person
30 Sept - 3 Oct
found 11 hours ago
Return direct flight included
Dallas (DFW) to Bangor (BGR)
9.4/10 Exceptional! (2,438 reviews)

Hollywood Casino Bangor

Hollywood Casino Bangor

3 out of 5
Price was AU$1,007, price is now AU$876 per person
AU$876
per person
30 Sept - 3 Oct
found 11 hours ago
Return direct flight included
Dallas (DFW) to Bangor (BGR)
8.6/10 Excellent! (1,492 reviews)
Chambre propre, endroit facilement accessible, lit confortable

Reviewed on 5 Aug 2026

The Lucerne Inn

The Lucerne Inn

3.5 out of 5
Lucerne-in-Maine
Price was AU$1,193, price is now AU$1,059 per person
AU$1,059
per person
30 Sept - 3 Oct
found 11 hours ago
Return direct flight included
Dallas (DFW) to Bangor (BGR)
8.8/10 Excellent! (1,010 reviews)
Room was clean found staff very short with answers to questions. Had come up exclusively for the Sunday Brunch. One can see the disappointment. when we arrived at breakfast and all that was left was a microwave sandwich and decaf coffee

Reviewed on 4 Aug 2026

Fort Knox Park Inn

Fort Knox Park Inn

2 out of 5
Price was AU$945, price is now AU$866 per person
AU$866
per person
30 Sept - 3 Oct
found 11 hours ago
Return direct flight included
Dallas (DFW) to Bangor (BGR)
9/10 Wonderful! (885 reviews)
Great location, facility and staff. Really enjoyed our stay.

Reviewed on 2 Aug 2026

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

Quaint 1 Bedroom + Loft/1 Bath streamside Timber Frame cabin near Lincoln, ME.

Quaint 1 Bedroom + Loft/1 Bath streamside Timber Frame cabin near Lincoln, ME.

Chester ME
10/10 Exceptional! (1 review)
"The lodge was exactly what we were looking for. It comfortably slept 4 and the HVAC kept it cool despite a hot week in Maine. Jim was a great host. He clearly communicated everything, met us at check in, and had the lodge stocked with toiletries, snacks, and some drinks. He’s thought of everything. ..."

Reviewed on 9 July 2026

Get rates
Quaint 1 Bedroom + Loft/1 Bath streamside Timber Frame cabin near Lincoln, ME.
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$236 per night from 11 Aug to 12 Aug
AU$236
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (581 reviews)
"Clean, friendly staff, I’m a repeat customer and this is a good option in Millinocket"

Reviewed on 30 July 2026

Baxter Park Inn
Gateway Inn

Gateway Inn

2.5 out of 5
1963 Medway Road Medway ME
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 6 Aug to 7 Aug
AU$155
6 Aug - 7 Aug
includes taxes & fees
8.4/10 Very good! (472 reviews)
"Very pleased from check-in to check out was there for two nights staff very helpful and pleasant to be around"

Reviewed on 2 Aug 2026

Gateway Inn
See all 136 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 from AU$761 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.