Chester Vacations from $419

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Your Chester Vacation

Lock in a Chester vacation package and get ready to experience all this lively city has to offer. Consider basing yourself in the neighborhood of Downtown Richmond, which is good for cafes, nightlife and festivals. Make your trip to Chester even more fulfilling by including some sightseeing. Iron Bridge Sports Park, Castlewood and Henricus Historical Park are some of the big attractions you'll want to explore. Expedia can help you escape your routine. Tailor your vacation to Chester to suit your style of travel, whatever that may be!

The Latest Chester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ashland Studio Inn By OYO Richmond North near Kings Dominion

Ashland Studio Inn By OYO Richmond North near Kings Dominion

2.5 out of 5
per person
Jul 25 - Jul 30
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Richmond (RIC)
5.4/10 (70 reviews)
I enjoyed how quiet it was. And how quickly management responded to requests. Only real issue I had was sheets are a little thin so I would suggest bringing a travel blanket if you get cold easily (and I do). But I would recommend to as a good place to stay. And I will be planning a repeat visit. It can be a little hard to initially find as it's directly behind a restaurant. And GPS does not help. I think a sign a little closer to the road might help. But definitely loved the fact that all the food was in walking distance. As far as shopping definitely don't come in late as the area can be a little confusing and harder to navigate after dark as the area where signage isn't very well lit.

Reviewed on Apr 21, 2024

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
per person
Jul 25 - Jul 30
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Richmond (RIC)
9.2/10 Wonderful! (1,004 reviews)
Our favorite place to stay in Richmond. Charming, good location, historic vibe, lovely staff.

Reviewed on Jun 6, 2024

Quirk Hotel Richmond

Quirk Hotel Richmond

4 out of 5
Downtown Richmond
per person
Jul 25 - Jul 30
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Richmond (RIC)
9/10 Wonderful! (1,004 reviews)
Lovely place! Amazing staff. I definitely enjoyed visiting here. I will definitely will be staying again .

Reviewed on Jun 6, 2024

Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
Downtown Richmond
per person
Jul 25 - Jul 30
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Richmond (RIC)
8.8/10 Excellent! (1,153 reviews)
Great place of staying

Reviewed on Jun 4, 2024

Hilton Richmond Downtown

Hilton Richmond Downtown

4 out of 5
Downtown Richmond
per person
Jul 25 - Jul 30
found 21 hours ago
Roundtrip flight included
Denver (DEN) to Richmond (RIC)
8.6/10 Excellent! (1,001 reviews)
EVERYTHING was high quality and that includes the staff, can't say enough good things about them

Reviewed on Jun 2, 2024

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Richmond Intl. Airport (RIC)
Population
21,000
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Iron Bridge Sports Park, Keystone Antique Truck and Tractor Museum and Swift Creek Mill Theatre

Chester Hotel Deals

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 $118 per night from Jun 16 to Jun 17
$118
$137 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (317 reviews)
Nice hotel, great staff!
"Nice clean hotel in a good location! Staff was very helpful and courteous, will def stay again!"

Reviewed on Jun 2, 2024

SpringHill Suites 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 $103 per night from Jul 7 to Jul 8
$103
$120 total
includes taxes & fees
Jul 7 - Jul 8
6.8/10 (1,010 reviews)
Quick getaway house renovation
"The room was appropriate for Stay"

Reviewed on May 31, 2024

Country Inn & Suites by Radisson, Chester, VA
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 $70 per night from Jun 16 to Jun 17
$70
$82 total
includes taxes & fees
Jun 16 - Jun 17
7/10 Good! (517 reviews)
"Surprisingly good condition facility for a budget hotel. It was a little hard to find but had fast food and convenience stores within easy walking distance. Surprisingly quiet for such a busy area. Breakfast choices were weak. Police came in to speak with some guests as I was checking in so that ..."

Reviewed on Jun 3, 2024

Red Roof Inn Chester
See all 856 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Chester vacation package cost?
Customize your Chester vacation package from only $419. 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 vacation 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 vacation?
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. Vacationing 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 vacation 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 vacation 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

4.5/5(414 reviews)

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

Virginia Commonwealth University
Image for Broad Street

Broad Street

4/5(681 reviews)

During your trip to Richmond, you can find the perfect gifts to bring home at Broad Street. While you're here, you can savor the top-notch restaurants.

Broad Street
Image for University of Richmond

University of Richmond

4.5/5(152 reviews)

Take a campus tour or just explore the area of University of Richmond, during your trip to Richmond. Attend a sporting event or simply enjoy the charming coffeehouses while you're in the area.

University of Richmond

What to do in Chester

Image for Richmond's Street Art Segway Tour

Richmond's Street Art Segway Tour

$76
Per adult
Richmond's Street Art Segway Tour
Image for Would I Lie To You? Mural Walks

Would I Lie To You? Mural Walks

$20
Per adult
Would I Lie To You? Mural Walks
Image for Phantoms of Franklin Ghost Tour

Phantoms of Franklin Ghost Tour

$30
Per adult
Phantoms of Franklin Ghost Tour
See all activities in Chester

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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.