Chester Holidays

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 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

Our pick of the best Chester Hotel Deals

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 NZ$134 per night from 30 Sep to 1 Oct
NZ$134
per night
30 Sep - 1 Oct
7/10 Good! (580 reviews)
"The staff were very polite, professional, and attentive! Everything was nice and clean!"

Reviewed on 23 Sep. 2024

Red Roof Inn Chester
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 NZ$166 per night from 3 Oct to 4 Oct
NZ$166
per night
3 Oct - 4 Oct
7/10 Good! (969 reviews)
"Reasonable price. Clean. Friendly staff and breakfast options."

Reviewed on 24 Sep. 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 NZ$232 per night from 3 Oct to 4 Oct
NZ$232
per night
3 Oct - 4 Oct
9/10 Wonderful! (420 reviews)
"Very clean alot of nearby restaurants stores. Nice safe location and the staff was very nice and friendly."

Reviewed on 16 Sep. 2024

SpringHill Suites Chester
See all 811 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.

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

Image for Virginia Commonwealth University

Virginia Commonwealth University

5/5(1 review)

Explore the campus of Virginia Commonwealth University during your visit to Richmond. Stroll along the area's riverfront or experience its great live music.

Virginia Commonwealth University
Image for University of Richmond

University of Richmond

Enjoy the student vibe when you visit University of Richmond during your trip to Richmond. Attend a sporting event or simply enjoy the cosy cafes while you're in the area.

University of Richmond
Image for Broad Street

Broad Street

5/5(1 review)

During your trip to Richmond, you can search for that perfect souvenir at Broad Street. While you're here, you can savour the top-notch restaurants.

Broad Street

What to do in Chester

Image for Historic Trolley Tour

Historic Trolley Tour

NZ$62
Per adult
Historic Trolley Tour
Image for Richmond: Guided Hike in James River Park

Richmond: Guided Hike in James River Park

NZ$47
Per adult
Richmond: Guided Hike in James River Park
Image for Richmond Ghosts: Sinister Scares of Shockoe Bottom Tour

Richmond Ghosts: Sinister Scares of Shockoe Bottom Tour

NZ$39
Per adult
Richmond Ghosts: Sinister Scares of Shockoe Bottom Tour
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.