Chesterfield Vacation Packages
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Your Chesterfield Vacation
Lock in a Chesterfield vacation package that includes everything you need and no unnecessary extras. Great for nightlife, cafes and festivals, think about basing yourself in the neighborhood of Downtown Richmond. A trip to Chesterfield is a wonderful opportunity to see the sights. Be sure to stop by big-name attractions such as Pocahontas State Park, Castlewood and Magnolia Grange. Expedia has what you need to escape your daily routine. Tailor your vacation to Chesterfield to suit your style of travel, whatever that may look like.
Top Chesterfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Commonwealth
Downtown Richmond
Price was CA $845, price is now CA $612 per person
CA $612
per person
Sep 4 - Sep 7
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,373 reviews)
The staff was exceptional, great hospitality! The room had several minor issues, shower door didn’t stay closed, vanity was missing a leg, power bank on one side of the bed didn’t work, a random ballon was on the ceiling(granted we didn’t notice it one of the staff did while trying to get the power bank to work) bar and restaurant was out of multiple items.
Reviewed on Jul 13, 2026
Quirk Hotel Richmond
Downtown Richmond
Price was CA $990, price is now CA $816 per person
CA $816
per person
Sep 4 - Sep 7
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,007 reviews)
The hotel was not what I expected. It was not in a great area of Richmond with no drugstore or coffeeshops (that we found) around the hotel..everything we wanted to see was a cab ride ($20) away.
The room was large but not any hooks in the bathroom except in the shower! And water went all over the floor while showering.
BUT we loved Richmond and will be back. Just not at the Quirk.
Reviewed on Jul 12, 2026
Graduate by Hilton Richmond
Downtown Richmond
Price was CA $766, price is now CA $631 per person
CA $631
per person
Sep 4 - Sep 7
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Richmond (RIC)
8.4/10 Very good! (1,402 reviews)
bathroom would not work right and no one ever showed up to help I was told at front desk I coud have just called from room to report this but phone didnot have a cord attached to phone
Reviewed on Jul 13, 2026
Chesterfield Hotel Deals
The Jefferson Hotel
101 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $418 per night from Jul 20 to Jul 21
CA $418
CA $485 total
Jul 20 - Jul 21
includes taxes & fees
9.8/10 Exceptional! (1,009 reviews)
"Beautiful hotel , lovely large rooms & the most comfortable bed! Actually looked up the pillow brand, because they were the most comfortable pillows I’ve slept on ."
Reviewed on Jul 11, 2026
Omni Richmond Hotel
100 S 12th St Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Jul 19 to Jul 20
CA $253
CA $295 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,493 reviews)
"I had a wonderful time staying at the Omni! The staff were friendly and helpful, the rooms were clean, and the service was excellent! Parking wasn't bad. Very crowded but the parking deck is big so not too much of an issue. I stayed here with a friend of mine for a convention that was happening near ..."
Reviewed on Jul 13, 2026
Graduate by Hilton Richmond
301 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Aug 5 to Aug 6
CA $196
CA $228 total
Aug 5 - Aug 6
includes taxes & fees
8.4/10 Very good! (1,417 reviews)
"bathroom would not work right and no one ever showed up to help I was told at front desk I coud have just called from room to report this but phone didnot have a cord attached to phone"
Reviewed on Jul 13, 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 Chesterfield attractions
What to do in Chesterfield
Richmond: Guided Hike in James River Park
CA $50
per adult
100% of travellers recommend
Richmond Ghost Tour: Sinister Secrets of Shockoe Bottom
CA $45
per adult
90% of travellers recommend
Frequently asked questions
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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.
