Chester Holidays

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Top hotels in Chester

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 S$194 per night from 20 Jul to 21 Jul
S$194
20 Jul - 21 Jul
includes taxes & fees
8.6/10 Excellent! (568 reviews)
"I don't remember reading that there were cats in the Lobby. I am allergic so I try to keep away but needed to use the laundry. The room was fine and the bed was comfortable. The staff was great and friendly. The side parking lot needs to be levelled out. There were a few dips but manageable. Overall, ..."

Reviewed on 10 Jul, 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 S$141 per night from 13 Jul to 14 Jul
S$141
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very good! (456 reviews)
"Nice place but just a microwave to cook in the one bedroom apartment."

Reviewed on 10 Jul, 2026

Gateway Inn
Katahdin Inn & Suites

Katahdin Inn & Suites

2 out of 5
740 Central St Millinocket ME
The price is S$227 per night from 17 Jul to 18 Jul
S$227
17 Jul - 18 Jul
includes taxes & fees
7.6/10 Good! (277 reviews)
"As always, the Kahadin Inn was perfect for our needs. It was just a quick stop over for two nights while we visited family on the way further north. Late check-in was a breeze with our keys were in an envelope, waiting on the counter, the AC kept the room at a nice temperature, and the breakfast ..."

Reviewed on 8 Jul, 2026

Katahdin Inn & Suites
See all 134 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.

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.

Explore a world of travel with Expedia

* 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.