Chester Holidays

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Top hotels in Chester

Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester

3 out of 5
12400 Redwater Creek Rd Chester VA
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 9 Aug to 10 Aug
S$147
9 Aug - 10 Aug
includes taxes & fees
8.2/10 Very good! (964 reviews)
"We were a little disappointed with the breakfast as there were no fresh fruit, bread (other than a few hard bagels) or muffins as you would typically find with similar hotels."

Reviewed on 7 Jul, 2026

Fairfield Inn By Marriott Richmond Chester
SpringHill Suites Chester

SpringHill Suites Chester

2.5 out of 5
12301 REDWATER CREEK ROAD Chester VA
Fully refundableReserve now, pay when you stay
The price is S$180 per night from 16 Jul to 17 Jul
S$180
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (839 reviews)
"I was a little surprised that the following things were even an issue at a marriott property. There looked to be excrement around the base of the toilet. The in-room coffee machine was a joke. The very small filter didnt even fit into the coffee maker! The iron we tried to use left gross marks on ..."

Reviewed on 7 Jul, 2026

SpringHill Suites Chester
Suburban Studios Chester

Suburban Studios Chester

2 out of 5
2403 W Hundred Rd Chester VA
Fully refundableReserve now, pay when you stay
The price is S$107 per night from 15 Jul to 16 Jul
S$107
15 Jul - 16 Jul
includes taxes & fees
7.8/10 Good! (590 reviews)
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Reviewed on 4 Jul, 2026

Suburban Studios Chester
See all 1,036 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.

Stay near popular Chester attractions

Henricus Historical Park

8.0/10 (63 reviews)
Step back in time at Henricus Historical Park, a living recreation of America's second English settlement from 1611. Costumed interpreters demonstrate colonial crafts while you explore reconstructed buildings.
See properties

What to do in Chester

Historic Trolley Tour

Historic Trolley Tour

S$58
per adult
100% of travellers recommend
Historic Trolley Tour
Richmond Ghost Tour: Sinister Secrets of Shockoe Bottom

Richmond Ghost Tour: Sinister Secrets of Shockoe Bottom

S$41
per adult
90% of travellers recommend
Richmond Ghost Tour: Sinister Secrets of Shockoe Bottom
Richmond Landmark Segway Tour

Richmond Landmark Segway Tour

S$71
per adult
Richmond Landmark Segway Tour
See all activities in Chester

Frequently asked questions

How much does a Chester holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday to Chester costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Chester?
If you're looking to snag a cheap Chester holiday package, consider planning a trip in November, December and January. You're likely to find lower rates on hotels and airfares during these months — perfect for travellers wishing to save money.
How many days is enough for Chester?
With around 2 days, you'll have enough time to experience popular neighbourhoods like Bellwood and Woodvale during your Chester holiday. Be sure to also add Dutch Gap Conservation Area and Henricus Historical Park 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?
It's easy to see why a Chester holiday is on the must-do list of many travellers. Major attractions like Iron Bridge Sports Park are just the beginning of things to see and do here.
How to find the best Chester package deals?
Bagging a cheap Chester package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Chester package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chester holiday as a package?
You can enjoy significant savings on your Chester break by booking a customised holiday package. Check the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Chester?
Enjoy incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Chester getaway.
How to plan a trip to Chester?

  1. Pick your travel dates: The things you plan to do in Chester and your favourite season will help you decide when to travel.
  2. Set your budget: Factor in expenses like flights, transportation and food when working out how much to put aside for your trip to Chester. Then, choose a property that works with your budget, whether that's an economical option or a high-end retreat.
  3. Work out your trip length: Consider how long you want to spend exploring Chester. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodation: Once you've settled on your travel dates and duration, lock in the perfect Chester holiday package for you.

Explore a world of travel with Expedia

* 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.