Chester Vacations

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Find the Best Chester Vacation Packages

Chester Hotel Deals

Beautiful modern cabin on top of the mountain with stunning sunset views.
Beautiful modern cabin on top of the mountain with stunning sunset views.
Chester
The price is AED 477 per night from Mar 30 to Mar 31
AED 477
AED 1,000 total
includes taxes & fees
30 Mar - 31 Mar
10/10 Exceptional! (12 reviews)
Peaceful Haven
"Well-appointed little home in a beautiful setting. We had everything we needed and enjoyed the sunsets, the sounds of nature, exploring the area, cooking and eating in, and just enjoying the peace this place offered!"

Reviewed on 9 March 2025

Beautiful modern cabin on top of the mountain with stunning sunset views.
Old Cross Roads Cabin 3 bed/2 bath
Old Cross Roads Cabin 3 bed/2 bath
Chester
9.4/10 Exceptional! (23 reviews)
Convenient for Hiking
"We spent a couple of days over Spring Break to go hiking with our grandkids. Owners gave us a heads up of a few things and were good with their communication. They were quick to respond to my questions."

Reviewed on 18 March 2025

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Old Cross Roads Cabin 3 bed/2 bath
Beard and Lady Inn
Beard and Lady Inn
3 out of 5
411 E Front Ave, Chester, AR
9.8/10 Exceptional! (14 reviews)
"This is a fabulous property. Built in 1887 and still has that historic feel. The owners are awesome and did a great job renovating the building. You must know that it has a large shared bathroom area, no bathrooms in individual rooms. This wasn’t a problem for us but something to be aware of. The ..."

Reviewed on 31 December 2024

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Beard and Lady Inn
See all 208 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 vacation package cost?
You’ll find cheap prices on Expedia for your Chester getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Chester costs.
What are the cheapest months to go to Chester?
The off-season is the best time to travel to Chester if you’re trying to keep costs down. Another tip for getting cheap Chester vacation packages? Try to avoid public holidays and any major events.
How to find the best Chester package deals?
Landing a cheap Chester package deal is a cinch with Expedia. Once you’ve entered your preferred dates and destination under our “Packages” tab, set your maximum budget, apply a few filters and see what’s available. You can tweak your search by “Area,” “Amenities,” “Property type” and more. Order the results by “Price: low to high” to discover the most affordable Chester package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Chester vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can customize your Chester trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Chester?
Land incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Chester escape.
How to plan a trip to Chester?

  1. Pick your dates: What you want to do in Chester and your preferred season can help you decide when to go.
  2. Budget wisely: Besides the cost of your accommodations, you’ll need to consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may arise during your trip to Chester.
  3. Decide how many days away: Start by listing all the attractions and activities you’d like to experience in Chester. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Chester vacation package.