Chester Vacations from $1,068

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to $1,045 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

Your Chester Vacation

When a city break is calling, answer it with a Chester vacation package. The neighborhood of Flint, which is good for nature, history and culture, makes a great base for your adventures. Fill up your itinerary with tours of Chester Zoo, Chester Cathedral and Grosvenor Museum, some of the top attractions you simply have to see during a trip to Chester. A couple of clicks is all it takes to create a customized Chester vacation on Expedia.

The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Atlantic Tower Hotel Liverpool By Sunday
Charles Hope Liverpool
Signature Living Bold Street Apartments
The Penthouse Collection by EPIC
Don't see what you're looking for?
See all available trips from Columbus to Chester
View all trips

Discover the most popular places to visit in Chester

What to do in Chester

Chester Hotel Deals

The Mill Hotel & Spa

The Mill Hotel & Spa

3 out of 5
Milton Street, Chester, England
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $97 total per night from Aug 31 to Sep 1
$97 total
Aug 31 - Sep 1
Total includes taxes and fees
8.6/10 Excellent! (1,940 reviews)
"The staff in every section were fantastic, Cheerful, helpful and very polite. Food was cooked to perfection, Breakfast had plenty of choice and would cook extra things for you if they had it. For us, a couple in our 70's it was absolutely 100% perfection and if we come back to Chester again we will ..."

Reviewed on Aug 14, 2025

The Mill Hotel & Spa
The Queen at Chester Hotel, BW Premier Collection

The Queen at Chester Hotel, BW Premier Collection

4 out of 5
City Rd, Chester, England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Aug 25 to Aug 26
$102 total
Aug 25 - Aug 26
Total includes taxes and fees
8.6/10 Excellent! (1,008 reviews)
the Queen Hotel, Chester
"Nice old hotel next to the train station and Chester city centre."

Reviewed on Aug 17, 2025

The Queen at Chester Hotel, BW Premier Collection
Crowne Plaza Chester by IHG

Crowne Plaza Chester by IHG

4 out of 5
Trinity Street, Chester, England
Fully refundable
$85 nightly
The price is $102 total per night from Sep 7 to Sep 8
$102 total
Sep 7 - Sep 8
Total includes taxes and fees
8.8/10 Excellent! (1,004 reviews)
"Very good"

Reviewed on Aug 18, 2025

Crowne Plaza Chester by IHG
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.

More vacations you might like

Frequently asked questions

How much does a Chester vacation package cost?
You'll find cheap prices from $1,068 on Expedia for your Chester getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Chester costs.
What are the cheapest months to go to Chester?
You can generally find reduced prices and better availability in February, November and December. Check out our cheap Chester vacation packages and you could land some great off-season discounts.
How many days is enough for Chester?
Chester vacations come in many shapes and sizes, but to really sink your teeth into this place, we reckon 2 days is about right. This will mean you can visit top attractions like Blue Planet Aquarium and Chester Castle along with underrated gems. Don't miss out on neighborhoods such as Christleton and Blacon either. If you're smart with your time, you can even take a day trip from Chester too.
Is it worth booking a vacation package to Chester?
Popular for its cycling, views and nature, a Chester vacation has something for everyone. Be sure to check out leading sights like Chester Zoo and Chester Cathedral, and consider renting a car for day trips to discover even more.
How to find the best Chester package deals?
Landing a cheap Chester package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most affordable Chester package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically 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 booking flights and stays individually. Better still, you can personalize your Chester getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Chester?
If you've got your Chester vacation dates locked in, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Chester?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Chester.
  2. Set a budget: Factor in expenses like transportation, flights and meals when calculating how much to save for your trip to Chester. Then, choose a hotel that matches your budget, whether that's an affordable option or a lavish retreat.
  3. Use Expedia's trip planning tool to discover Chester: Research every aspect of your trip to Chester with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you're more familiar with Chester, you can work out the right length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Chester vacation package.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on Chester's highlights. Find all the exciting things to do in Chester with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Chester vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Chester break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.