Chesterfield Vacation Packages 2026 from $353

Chesterfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Capitol Inn by Belvilla Richmond Airport VA

$353

per person

May 6 - May 10

found 8 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Richmond (RIC)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. Staff at the 24-hour front desk can provide around-the-clock assistance.

Graduate by Hilton Richmond

Downtown Richmond

$674

per person

May 6 - May 10

found 8 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Richmond (RIC)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.

Country Inn & Suites by Radisson, Ashland - Hanover, VA

$363

per person

May 8 - May 10

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Richmond (RIC)

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

The Berkeley Hotel

Downtown Richmond

$669

per person

May 18 - May 24

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Richmond (RIC)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Turnpike Motel Richmond VA by Hotel O US 60

Midlothian

$366

per person

May 6 - May 10

found 8 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Richmond (RIC)

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A fireplace in the lobby is also provided.

Top Chesterfield hotels deals

Omni Richmond Hotel

100 S 12th St Richmond VA

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$190 total

Mar 26 - Mar 27

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.

Pool

Pet friendly

Drury Plaza Hotel Richmond

11049 West Broad St Glen Allen VA

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$138 total

Apr 5 - Apr 6

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Graduate by Hilton Richmond

301 West Franklin Street Richmond VA

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$171 total

Mar 22 - Mar 23

Total with taxes and fees

Pet friendly

Free WiFi

The Jefferson Hotel

101 West Franklin Street Richmond VA

Free Cancellation

Reserve now, pay when you stay

$315 nightly

$366 total

Mar 22 - Mar 23

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at one of the 2 bars/lounges and enjoy perks like a free area shuttle.

Pool

Spa

Motel 6 Sandston, VA - Richmond, Va

5704 Williamsburg Rd Sandston VA

Free Cancellation

Reserve now, pay when you stay

$52 nightly

$60 total

Apr 1 - Apr 2

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A snack bar/deli is provided and the front desk is staffed around-the-clock.

Pool

Pet friendly

Best Western PLUS Executive Hotel

7007 W Broad St Richmond VA

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$92 total

Mar 17 - Mar 18

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

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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.

Popular places to visit

Pocahontas State Park

You can take time to visit Pocahontas State Park during your travels to Chesterfield. Attend a sporting event in this family-friendly area.

Rowing trail on Lake Jarun or rowing trails on Jarun's Lake, Zagreb - Croatia (Veslačka staza na jezeru jarun ili veslačke staze jarunskog jezera

Oasis Sports Park

Enjoy a round of golf in Woodlake at Oasis Sports Park. While in this family-friendly area, find time to visit its shops.

Castlewood

You can find out about the history of Chesterfield Court House with a stop at Castlewood. Stroll along the riverfront or attend a sporting event in the area.

Frequently asked questions

How much are vacation packages to Chesterfield?

Packages, which include flights and hotels in Chesterfield, start from as little as $353. Make your travel dreams come true and secure your dream vacation with Travelocity today.

Where can I get the best vacation package deals for Chesterfield?

Travelocity will be able to help you snap up a great Chesterfield package deal. With no less than 400 partner airlines and 1,000,000 properties across the world, you're sure to find one that works for you.

Why should I book my Chesterfield vacation package with Travelocity?

Because we believe in creating special travel experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to make sure you'll never roam alone. We also offer a Price Match Guarantee, so you can lock in your trip knowing you've scored the best deal around.

Can I save on my Chesterfield car rental if I combine it with my hotel or flight?

Sure can — combine your hotel, flight and car into a Chesterfield vacation package and you'll save plenty. With so much to see and do in Chesterfield, that rental vehicle will make it easy to explore. Once you've slid into the driver's seat, crank up the music and head to White House, a top attraction roughly 110 mi from Chesterfield.

Which airport is best for Chesterfield?

There are two choices for landing at Chesterfield, the first being Richmond Intl. Airport (RIC). It's roughly 13 mi from the center of the city, while Newport News - Williamsburg Intl. Airport (PHF) is 60 mi away from central Chesterfield.

What is there to do in Chesterfield?

While veering off the tourist trail is rewarding, you shouldn't miss the popular attractions that make a destination famous. Pocahontas State Park and Castlewood are a couple of them in Chesterfield.

Where should I stay when visiting Chesterfield?

Many visitors spend their nights at the Private bedroom and bath!. It's an excellent base for your Chesterfield vacation.