Chester Vacations from ₩768,490
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The Latest Chester Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Find the Best Chester Vacation Packages
Chester Hotel Deals
Fairfield Inn By Marriott Richmond Chester
12400 Redwater Creek Rd Chester VA
Fully refundableReserve now, pay when you stay
₩135,019
₩157,000 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"We never got to stay at the hotel. I expect a full refund!!!!"
Reviewed on Aug 30, 2026
SpringHill Suites Chester
12301 REDWATER CREEK ROAD Chester VA
Fully refundableReserve now, pay when you stay
₩165,120
₩192,001 total
Sep 17 - Sep 18
includes taxes & fees
8.8/10 Excellent! (892 reviews)
"The whole floor smelled of pee and the first room given smelled like stale cigarettes. Moved to another room and that smelled of pee. Also the bathroom did not appear that clean. And my daughter’s room had a stain on the sheets. When requested new sheets she was just given the sheet. The staff didn’t ..."
Reviewed on Aug 28, 2026
Quality Inn Chester - South Richmond
12711 Old Stage Rd Chester VA
Fully refundable
₩109,832
₩127,713 total
Sep 2 - Sep 3
includes taxes & fees
6.6/10 (889 reviews)
"Excellent location near I-95. Everything about the hotel was excellent. Rosa's Italian Restaurant was close and the food was great."
Reviewed on Aug 27, 2026
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.
The Lazy Daisy
7.4/10 (39 reviews)
This charming boutique showcases upcycled furniture and handmade gifts from local artisans in a cozy setting. Browse one-of-a-kind treasures while engaging with staff about each piece's craftsmanship.
Dutch Gap Conservation Area
7.8/10 (52 reviews)
This riverside sanctuary offers diverse ecosystems where bald eagles and ospreys soar above tidal wetlands. Explore the 4.5-mile lagoon loop trail for prime wildlife viewing and James River vistas.
Presquile National Wildlife Refuge
7.2/10 (36 reviews)
This secluded island refuge in the James River serves as a critical sanctuary for migratory birds. Explore three miles of trails through pristine marshes and woodlands with advance permits and your own watercraft.
Parker's Battery Park
7.4/10 (38 reviews)
Explore the original earthworks and artillery positions of this Civil War defensive site along the Howlett Line. The quarter-mile trail offers a peaceful journey through history with informative interpretive displays.
Cultural Center of India
Enjoy an outing to Cultural Center of India during your stay in Chester. While in this family-friendly area, you can savor the top-notch restaurants.
Perkinson Center for the Arts Foundation
Enjoy an outing to Perkinson Center for the Arts Foundation during your stay in Chester. While in this family-friendly area, you can savor the top-notch restaurants.
Frequently asked questions
How much does a Chester vacation package cost?
You can snap up a vacation package to this popular destination from ₩768,490 on Expedia. However, how much your vacation 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 vacation 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 travelers wishing to save money.
How many days is enough for Chester?
With around 2 days, you'll have enough time to experience popular neighborhoods like Bellwood and Woodvale during your Chester vacation. 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 vacation package to Chester?
It's easy to see why a Chester vacation is on the must-do list of many travelers. 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 vacation as a package?
You can enjoy significant savings on your Chester break by booking a customized vacation 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 vacation 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?
- Pick your travel dates: The things you plan to do in Chester and your favorite season will help you decide when to travel.
- 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.
- 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.
- Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the perfect Chester vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
