Top Chester Hotel Deals

Make the Most of Your Chester Stay

Historic roots meet modern convenience

Chester began as a strategic railroad crossing known as Chester Station, playing a pivotal role during the Civil War's Bermuda Hundred Campaign. Today, this quiet community south of Richmond maintains its connection to the past through landmarks like Magnolia Grange, a Federal-style estate showcasing elaborate ceiling medallions and carved mantels. The 1917 Chesterfield County Courthouse anchors the area with its Classical Revival design and distinctive domed clock tower. Nearby, Henricus Historical Park recreates the 1611 English settlement where Pocahontas lived, offering living history demonstrations along the James River bluffs.

Practical base for regional exploration

Chester functions as a residential community where Colonial Revival architecture defines many neighborhoods, while areas like The Highlands provide resort-style amenities including an 18-hole championship golf course. The dining scene centers on established local spots such as Howlett's Restaurant & Tavern and Riptides Seafood. Business travelers will find the Iron Bridge Road corridor most practical, with hotels near Meadowville Technology Park, home to Amazon and LEGO facilities.

Strategic location and access

The area sits at the intersection of I-95 and Route 10, placing you 25 minutes from downtown Richmond and an hour from both Williamsburg and Charlottesville's wine country. Richmond International Airport lies 15 miles north. A rental car proves essential, as public transit remains limited. Dutch Gap Conservation Area's 810 acres and Point of Rocks Park's floating boardwalk offer natural respites between meetings.

Frequently Asked Questions about Chester

Can I book hotels in Chester on Delta Stays using miles?

Yes, you can book your hotel stay in Chester using your Delta miles, or a combination of miles and cash. When you log in to your Delta SkyMiles® account, you will also discover Member offers at select properties that could enhance your travel experience.

What are the benefits if I use Delta Stays to book my hotel stay in Chester?

As a SkyMiles Member, you will earn 2 miles per $1 you spend on completed hotel stays and vacation rentals booked through Delta Stays. You will also enjoy access to special Member offers at select properties, and have the flexibility to pay with miles, cash, or a combination of both. To ensure you earn your miles, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

What is the policy to change or cancel my hotel booking made through Delta Stays?

Each property maintains its own cancellation policy. We suggest reviewing the cancellation policies displayed in the detailed information for each hotel before completing your reservation. Some rates are refundable, while others are non-refundable. Any modifications or cancellations to your reservation may affect the mileage credits you earn and receive in your account.

Can my Delta SkyMiles® American Express® Card be used for booking?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card gives you access to additional miles and benefits including an annual statement credit of up to $200 to use on prepaid hotels or vacation rentals booked through Delta Cars and Stays. These offers are subject to specific terms and conditions. To gain a full understanding of your card's complete benefits package, we recommend visiting the Delta SkyMiles® American Express Credit Cards page where detailed information about all your cardholder privileges is available for review.

Can I earn MQDs on Delta Stays hotel bookings?

Delta Stays occasionally offers valued promotions allowing SkyMiles Members to accumulate Medallion® Qualification Dollars when booking accommodations through their platform. We recommend accessing the Delta Stays MQD Offer page to view current MQDs promotions and examine their terms and conditions.

In order to book a hotel on Delta Stays, do I need to be a Delta SkyMiles Member?

Delta Stays provides hotel booking services to all customers. However, registering as a SkyMiles Member enhances your experience by allowing you to earn miles and access Member pricing and promotions. SkyMiles Members earn 2 miles per $1 spent on Delta Cars and Stays purchases (excluding taxes and additional fees). Enrollment in the SkyMiles program comes at no cost. Visit the delta.com to join today.

On Delta Stays, can I book a vacation rental?

Yes, Delta Stays extends beyond conventional hotel offerings to include a wide selection of vacation rentals for your travel accommodations. You can explore a variety of homes, condos, and specialty lodging powered by Vrbo by visiting the Vacation Rentals page.

What's a good time of year to visit Chester?

To experience Chester during great weather, consider a visit in May or October when temperatures are comfortable and the skies are pleasant. For off-peak prices and more deals on hotels, consider visiting during November or December when visitor numbers drop and you'll find better rates on accommodations.

What hotels in Chester are located closest to The Lazy Daisy?

The Lazy Daisy showcases upcycled furniture and handmade gifts from local artisans. Browse one-of-a-kind treasures while learning about each piece's craftsmanship from the staff. The Jefferson Hotel is a popular hotel, which is just a short drive away. Another hotel is Quirk Hotel Richmond and it is within a short drive.

What hotels in Chester are located near Parker's Battery Park?

Walk through original Civil War earthworks where Confederate artillery once defended Petersburg. The quarter-mile trail features preserved cannon positions with interpretive displays. One popular hotel is The Jefferson Hotel which is a short drive away. Quirk Hotel Richmond is another well-reviewed hotel and it is within a short drive.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar