Chester Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Chester

The Mill Hotel & Spa

The Mill Hotel & Spa

3 out of 5
Milton Street, Chester, England
Fully refundableReserve now, pay when you stay
The price is S$123 per night from 31 Aug to 1 Sept
S$123
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,924 reviews)
Great location at a reasonable price
"Great location for discovering Chester. Facilities are nice - but you can’t relax by the pool, a few plastic chairs only no sun loungers. Breakfast was nice although I’m not sure about pre-cooked toast …. a bit hard and dry. Nice bar area - would be nice to have a drink with a canal view."

Reviewed on 30 Jul, 2025

The Mill Hotel & Spa
The Chester Grosvenor

The Chester Grosvenor

5 out of 5
Eastgate Street, Chester, England
Fully refundableReserve now, pay when you stay
The price is S$262 per night from 13 Aug to 14 Aug
S$262
13 Aug - 14 Aug
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"Pretty decent place. Staff service was excellent, but could use a few updates in the rooms (carpet, bathroom)."

Reviewed on 30 Jul, 2025

The Chester Grosvenor
Crowne Plaza Chester by IHG

Crowne Plaza Chester by IHG

4 out of 5
Trinity Street, Chester, England
Fully refundable
The price is S$134 per night from 31 Aug to 1 Sept
S$134
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Our favourite hotel when staying in Chester for all the reasons we’ve highlighted. Lovely staff, very welcoming, friendly, professional and helpful - nothing is too much trouble! We will see you again soon - thank you all!"

Reviewed on 27 Jul, 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.

Popular places to visit

What to do in Chester

Frequently asked questions

How much does a Chester holiday package cost?
You'll find cheap prices 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 holiday to Chester costs.
What are the cheapest months to go to Chester?
January, February and November are the best times to search for cheap Chester holiday packages. Travelling in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Chester?
With about 2 days, you'll have plenty of time to visit popular neighbourhoods like Christleton and Blacon during your Chester holiday. Be sure to also add Crocky Trail and Grosvenor Museum to your must-do list. Searching for more adventures? Consider venturing outside of Chester on tours and day trips.
Is it worth booking a holiday package to Chester?
Chester has all the ingredients you need for an awesome break — watersports, cycling and walking trails are just the start. Whether you'd like to visit attractions like Chester Zoo and Chester Racecourse, or take the road less traveled, you'll find plenty to do on your Chester holiday.
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 travelling on a weekday, when prices are typically lower.
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 individually. Better still, you can personalise 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 holiday package to Chester?
If you've got your Chester holiday 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. Pick your travel dates: The things you want to do in Chester and your favourite season will help you decide when to get away.
  2. Set your budget: Consider expenses such as flights, meals and transportation when calculating how much to save for your trip to Chester. Then, choose a property that matches your budget, whether that's an affordable option or a more upscale getaway.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Chester. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodation: Once you've settled on your travel dates and duration, book the perfect Chester holiday package for you.

* 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.