Chester Vacation Packages 2026 from $228

Chester flight + hotel vacation packages

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

Capitol Inn by Belvilla Richmond Airport VA

Save 100% on your flight

$228

per person

Feb 12 - Feb 17

found 3 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) 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.

A house full of steel balls and games

Dumbarton

Save 100% on your flight

$263

per person

Feb 12 - Feb 17

found 3 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Richmond (RIC)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game room and barbecue grills. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

Graduate by Hilton Richmond

Downtown Richmond

Save 100% on your flight

$444

per person

Feb 12 - Feb 17

found 3 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) 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.

The Commonwealth

Downtown Richmond

Save 100% on your flight

$535

per person

Feb 12 - Feb 17

found 3 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Richmond (RIC)

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

The Berkeley Hotel

Downtown Richmond

Save 100% on your flight

$413

per person

Feb 12 - Feb 17

found 3 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) 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.

Top Chester hotels deals

Hyatt Select Richmond/Chester

13148 Kingston Ave Chester VA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$137 total

Dec 14 - Dec 15

Total with taxes and fees

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

Pool

Breakfast included

Fairfield Inn By Marriott Richmond Chester

12400 Redwater Creek Rd Chester VA

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$108 total

Dec 25 - Dec 26

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and laundry facilities and free newspapers are also offered.

Breakfast included

Pet friendly

Candlewood Suites Chester Richmond by IHG

225 E Hundred Rd Chester VA

Free Cancellation

$101 nightly

$117 total

Dec 21 - Dec 22

Total with taxes and fees

Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the self parking.

Pet friendly

Parking available

Red Roof Inn Chester

2405 W Hundred Rd Chester VA

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$85 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Free continental breakfast is served. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Pet friendly

Country Inn & Suites by Radisson, Chester, VA

2406 W Hundred Rd Chester VA

Free Cancellation

$84 nightly

$98 total

Dec 28 - Dec 29

Total with taxes and fees

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

Pool

Breakfast included

Homewood Suites by Hilton Richmond-Chester

12810 Old Stage Rd Chester VA

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$152 total

Dec 21 - Dec 22

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

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

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.

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.

Altria Theater

4.5/5(79 reviews)

Enjoy a performance at Altria Theater, a storied theater in Richmond. Amble around the area's picturesque gardens or attend a sporting event.

Frequently asked questions

How much are vacation packages to Chester?

Your travel fantasies can be realized in Chester from just $228. Our affordable package deals include flights and hotels, and they'll make your booking a cinch. The only thing you'll have to focus on is getting out there and having a great time.

How long should my Chester vacation be?

An average of 2 nights is how long most people spend checking out the delights of Chester. Not sure if that'll be enough time to squeeze in everything on your to-do list? Stay another night or two so you don't miss a thing.

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

For the perfect Chester package deal, head straight to Travelocity. Take your pick of 400 airlines and 1,000,000 properties around the world to create your dream trip — the choice is all yours!

Why should I book my Chester vacation package with Travelocity?

Nothing beats the peace of mind knowing you've bagged the best deal in town — that's our Price Match Guarantee. Add to that our impressive range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.

Will I save money on my Chester car rental if I bundle it with hotels and flights?

With a Chester vacation package, you can combine your hotel, flight and car bookings and save a whole lot. If you want to explore the best of this impressive area, why not make a beeline for White House? This popular attraction is 110 mi from Chester. With your own rental car, you'll be there in no time.

Which airport is best for Chester?

Chester has two major airports to pick from — Richmond Intl. Airport (RIC) (12 mi away from the city center) and Newport News - Williamsburg Intl. Airport (PHF) (55 mi away from central Chester).

What is there to do in Chester?

You'll sense a certain magic in the air as you stroll the streets of Chester. Iron Bridge Sports Park and The Lazy Daisy are just two renowned sights that make this city so special, so put them at the top of your itinerary.

Where should I stay when visiting Chester?

Many travelers choose to hit the hay at the Country Inn & Suites by Radisson, Chester, VA. It's a great base for your Chester vacation.