Chester Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Chester Vacation Packages

Chester Hotel Deals

Katahdin Inn & Suites

Katahdin Inn & Suites

2 out of 5
740 Central St, Millinocket, ME
7.6/10 Good! (192 reviews)
"The room was clean and comfortable. Nice shower, hot water, cold A/C. Washer and dryer available and very helpful. Breakfast was good and the automatic pancake maker was fun with tasty results! Some remodeling going on so hot tub wasn't available and carpeting was partially new in spots. Weird smell ..."

Reviewed on 2025/8/17

Get rates
Katahdin Inn & Suites
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 NT$4,384 per night from Sep 24 to Sep 25
NT$4,384
NT$4,779 total
Sep 24 - Sep 25
includes taxes & fees
8.4/10 Very Good! (492 reviews)
"This was a comfortable family owned hotel close to Baxter State Park. It is a little dated but it had all we needed. The breakfast was sparse but the coffee was good."

Reviewed on 2025/8/23

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 NT$3,043 per night from Sep 22 to Sep 23
NT$3,043
NT$3,317 total
Sep 22 - Sep 23
includes taxes & fees
8.2/10 Very Good! (389 reviews)
"Place was clean and comfortable. Would gladly stay here again."

Reviewed on 2025/8/12

Gateway Inn
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.

Discover the most popular places to visit in Chester

Jato Highlands Golf Course

Enjoy a round of golf in Lincoln at Jato Highlands Golf Course. While you're in the area, stroll along the marina.

Jato Highlands Golf Course

Frequently asked questions

How much does a Chester vacation package cost?
You can pick up a vacation package to this top destination on Expedia. However, how much your vacation 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 vacation 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 vacation. 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays separately. Better still, you can personalize 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 vacation 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 vacation package.

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