Chester Vacations from $550

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Your Chester Vacation

Our vacation packages to Chester offer endless opportunities to indulge in new sights, sounds and sensations. And with all the details worked out, you can let go and enjoy your city adventure without a care in the world. In the mood to tour the sights but don't know where to start? Any trip to Chester should include Fur Peace Ranch. Expedia will help you escape the everyday. Tailor your vacation to Chester to suit your style of travel, whatever that may look like.

The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
City Park Ave

City Park Ave

3.5 out of 5
German Village
Save 100% on your flight
Price was $1,044, price is now $550 per person
$550
per person
Nov 21 - Nov 24
found 4 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Columbus (CMH)
No reviews
Jungalow

Jungalow

5 out of 5
Downtown Columbus
Save 100% on your flight
Price was $1,402, price is now $775 per person
$775
per person
Nov 21 - Nov 24
found 4 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Columbus (CMH)
No reviews
Jungle Dennison

Jungle Dennison

3.5 out of 5
Downtown Columbus
Save 100% on your flight
Price was $1,278, price is now $731 per person
$731
per person
Nov 21 - Nov 24
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Columbus (CMH)
No reviews
Jungle Russell

Jungle Russell

3.5 out of 5
Downtown Columbus
Save 100% on your flight
Price was $1,116, price is now $661 per person
$661
per person
Nov 21 - Nov 24
found 4 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Columbus (CMH)
No reviews
Jungle Lundy Masterhouse

Jungle Lundy Masterhouse

3.5 out of 5
Downtown Columbus
Save 100% on your flight
Price was $2,782, price is now $1,807 per person
$1,807
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Columbus (CMH)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Chester
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Discover the most popular places to visit in Chester

Fur Peace Ranch

You can make plans for a show at Fur Peace Ranch on your trip to Pomeroy. Take in the theater scene while you're in the area.

Fur Peace Ranch

Chester Hotel Deals

Ohio University Inn & Conference Center

Ohio University Inn & Conference Center

3.5 out of 5
331 Richland Ave, Athens, OH
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Aug 31 to Sep 1
$141 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
"As soon as we walked in, the entire facility smelled clean"

Reviewed on Aug 23, 2025

Ohio University Inn & Conference Center
Beached houseboat with lots of character and deck jacuzzi

Beached houseboat with lots of character and deck jacuzzi

Langsville
9.6/10 Exceptional! (22 reviews)
"Had an amazing trip! Everything was just a described and very easy to communicate with the host and made everything super convenient! Looking forward to staying again hopefully next summer."

Reviewed on Aug 4, 2025

Get rates
Beached houseboat with lots of character and deck jacuzzi
Hometown Inn Athens

Hometown Inn Athens

2 out of 5
100 Albany Rd, Athens, OH
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $70 total per night from Aug 28 to Aug 29
$70 total
Aug 28 - Aug 29
Total with taxes and fees
7.4/10 Good! (577 reviews)
Surprisingly happy with stay!
"I was hesitant because the outside looks kind of rough, but the inside of the motel room was very clean and the bathroom was nicely updated. Comfortable beds, and the family that runs the motel were very friendly!"

Reviewed on Aug 15, 2025

Hometown Inn Athens
See all 58 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.

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Frequently asked questions

How much does a Chester vacation package cost?
You'll find cheap prices from $550 on Expedia for your Chester getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Chester costs.
What are the cheapest months to go to Chester?
December, January and February are great times to look for cheap Chester vacation packages. Traveling in less busy periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Chester?
Usually, a handful of days is enough to check out the major attractions during your Chester vacation. However, if you'd like to have more time to rest or take day tours, think about extending your itinerary.
How to find the best Chester package deals?
Start your search for a Chester package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Chester package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chester getaway off to a flying start.
Is it cheaper to book a Chester vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalize your Chester getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chester?
Secure amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Chester adventure.
Does Expedia offer Book Now, Pay Later Chester vacation packages?
Set off on your perfect trip to Chester with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.