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.

Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

Country Inn & Suites by Radisson, Chester, VA
Country Inn & Suites by Radisson, Chester, VA
3 out of 5
2406 W Hundred Rd, Chester, VA
Fully refundable
The price is AU$148 per night from 4 Dec to 5 Dec
AU$148
includes taxes & fees
4 Dec - 5 Dec
7/10 Good! (1,001 reviews)
"Great stay! Welcoming staff, spotless rooms, pool and hot tub were refreshing. Only dissatisfaction was the sofa bed, not comfortable at all so the 3 of us slept on the king bed. Everything else was wonderful!"

Reviewed on 11 Nov. 2024

Country Inn & Suites by Radisson, Chester, VA
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$212 per night from 8 Dec to 9 Dec
AU$212
includes taxes & fees
8 Dec - 9 Dec
9/10 Wonderful! (457 reviews)
"Friendly staff"

Reviewed on 17 Nov. 2024

SpringHill Suites Chester
Red Roof Inn Chester
Red Roof Inn Chester
2 out of 5
2405 W Hundred Rd, Chester, VA
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 26 Nov to 27 Nov
AU$140
includes taxes & fees
26 Nov - 27 Nov
7/10 Good! (639 reviews)
"Stayed here before and like it"

Reviewed on 16 Nov. 2024

Red Roof Inn Chester
See all 831 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

Frequently asked questions

How much does a Chester holiday package cost?
Customize your Chester holiday package from only . Pick from any combination of flights, hotels and rental cars to build the getaway you’ve been dreaming of. Don’t forget to add on some tours and experiences!
How do I get a cheap travel package to Chester?
Booking a Chester holiday package with Expedia is one of the best ways to save. We offer access to over 550 partner airlines and 1 000 000 hotels throughout the world. With such a fantastic range to choose from, you’ll have no hassles creating your next dream getaway.
Where should I stay in Chester?
With so much to discover in Chester, we recommend you stay near its attractions. Iron Bridge Sports Park, The Lazy Daisy and Dutch Gap Conservation Area are some popular ones to put on your must-see list.
What are the top hotels in Chester?
Country Inn & Suites by Radisson, Chester, VA will make an excellent base for your Chester adventures. Located in Woodvale, it’s one of this area’s most sought-after hotels.
How far in advance should I book my Chester holiday?
While prices fluctuate, we generally suggest booking your seats as early as possible. Many international fares become available on Expedia up to 12 months in advance. If you’re booking last minute, you might still be in luck. Cheap tickets to Chester sometimes emerge in the weeks prior to departure.
What does an Expedia Chester travel package include?
From hotels and airfares to rental cars, Expedia can help you put together a Chester package that fits you. Holidaying for a week or longer? Give some thought to a rental car, flight and hotel bundle. If you can only squeeze in a quick getaway, an airfare and hotel deal could be what you’re after. Activities can also be added after you’ve booked. Our packages make it easy to plan and save.
What should I know before booking a Chester travel package?
You can look forward to saving with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with terrific discounts. You’re not limited to hotels, however. We have beachfront villas, cabins in the mountains and just about everything in between!
Can I choose my airline with a Chester Expedia holiday package?
Yes, definitely. Expedia has over 550 airline partners to choose from worldwide. With all that choice, finding the perfect carrier to whisk you away to Chester shouldn’t be hard.
If I'm not able to travel, can I cancel my Chester holiday package?
It is possible to cancel your Chester booking if your travel plans have been upended. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Chester

Lewis Ginter Botanical Garden featuring a garden

Lewis Ginter Botanical Garden

5/5(1 review)

Spend some time admiring the beautiful and diverse floral displays featured in this superb botanical garden, one of the finest in the country.

Lewis Ginter Botanical Garden
Maymont Park featuring heritage architecture and a house

Maymont Park

There’s something for everyone at this estate, with plants, animals and a beautiful house to discover.

Maymont Park
Science Museum of Virginia showing signage and a city

Science Museum of Virginia

Science comes to life at this exciting, family-friendly museum.

Science Museum of Virginia

What to do in Chester

Historic Trolley Tour

Historic Trolley Tour

AU$64
Per adult
Historic Trolley Tour
Richmond: Guided Hike in James River Park

Richmond: Guided Hike in James River Park

AU$44
Per adult
Richmond: Guided Hike in James River Park
“Our guide was awesome, kind and very knowledgeable about the area and each restaurant. I highly recommend this company and we will be taking the other tours they offer.” - River City Food Tours guest

Arts District Food Tour in Richmond

AU$137
Per adult
Arts District Food Tour in Richmond
See all activities in Chester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.