Chester Holidays

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Your Chester Holiday

Say farewell to the worries of planning and hello to a Chester holiday package. With your travel details organised before you go, you can focus on discovering the best of this city, starting with Downtown Richmond, which is good for cafes, nightlife and festivals. Eager to explore? Iron Bridge Sports Park, Castlewood and Henricus Historical Park are three of the top places to visit during a trip to Chester. Don't put off exploring this destination any longer. Your perfect Chester holiday is only a few clicks away with Expedia.

Chester Holiday

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Richmond Intl. Airport (RIC)
Population
21,000
Max Temp Winter
10ºC
Max Temp Summer
32ºC
Top Sights
Keystone Antique Truck and Tractor Museum, Iron Bridge Sports Park and Swift Creek Mill Theatre

Our pick of the best Chester Hotel Deals

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 AU$164 per night from 26 July to 27 July
AU$164
26 July - 27 July
includes taxes & fees
8.2/10 Very good! (972 reviews)
"This hotel was nice but with some drawbacks like the hotel was advertised as with a pool but when I got there, there was none but the location was good and everything else was fine."

Reviewed on 14 July 2026

Fairfield Inn By Marriott Richmond 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 AU$132 per night from 27 July to 28 July
AU$132
27 July - 28 July
includes taxes & fees
7.8/10 Good! (598 reviews)
"Room was very clean and hotel even had maid service. Staff was pleasant and cordial. My only issue is that the listed services on web site were not available . The kitchen is no more than micro and fridge, the hot plate is there but no cooking pots,pans ,plates or utensils. The pool is not open and ..."

Reviewed on 15 July 2026

Suburban Studios 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 AU$214 per night from 22 July to 23 July
AU$214
22 July - 23 July
includes taxes & fees
8.8/10 Excellent! (849 reviews)
"Very friendly and clean"

Reviewed on 13 July 2026

SpringHill Suites Chester
See all 1,037 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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

AU$65
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

AU$46
per adult
90% of travellers recommend
Richmond Ghost Tour: Sinister Secrets of Shockoe Bottom
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour

Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour

AU$15
per traveller
80% of travellers recommend
Downtown Richmond Must-See Landmarks with Self-Guided Audio 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.