Keysville Vacations from $395

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The Latest Keysville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A row of two-story houses with brick and white siding, featuring front porches and chimneys.
    Jan 15 - Jan 19

    Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort + Flight

    Williamsburg
    4 nights
    3.5 star property
    9.4/10 - Exceptional (422 reviews)
    "We arrived later in the evening and after we found the sheets, blanket and pillows for the pullout bed, we were able to put them on. After putting them on, we noticed what appeared to be bed bugs in the sheets. We informed the front office and they placed in a different room, but no reimbursement for the trouble. When we checked in, we were told that we would need to return the next morning to pick up the required parking passes, which would put us at risk of being towed (both vehicles)...."
    Reviewed November 2, 2026
    Roundtrip • New York (NYC) - Richmond (RIC)
    JFK - DCA • Nonstop IAD - LGA • 1 stop
    $477
    $395
    per traveler
    found 19 hours ago
    Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
  • A hotel with a swimming pool, outdoor seating, and a large building with multiple windows and a tower.
    Jan 6 - Jan 10

    Westgate Historic Williamsburg Resort + Flight

    Midtown
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    Roundtrip • New York (NYC) - Richmond (RIC)
    JFK - RIC • Nonstop RIC - JFK • Nonstop
    $790
    $462
    per traveler
    found 1 hour ago
    Westgate Historic Williamsburg Resort
  • The exterior of The Commonwealth hotel with a classic architectural design, featuring a prominent entrance and a decorative marquee above the doors.
    Dec 23 - Dec 26

    The Commonwealth + Flight

    Downtown Richmond
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,414 reviews)
    "I stayed here with my husband during the week because I was in town for work. The property was obviously older, which we expected. However, our room wasn’t that clean and the amenities in the room were minimal. It didn’t even have outlets available next to the bed. We also ate at the restaurant because we were too tired to go anywhere else. The service was slow, and the food was just okay. We also paid for valet parking, and all they did was park our car right outside the door. There are..."
    Reviewed November 4, 2026
    Roundtrip • New York (EWR) - Richmond (RIC)
    EWR - RIC • Nonstop RIC - EWR • Nonstop
    $900
    $644
    per traveler
    found 1 day ago
    The Commonwealth
  • A swimming pool with a water slide, lounge chairs, and a basketball hoop.
    Dec 28 - Dec 31

    The Colonies at Williamsburg + Flight

    Williamsburg
    3 nights
    3.0 star property
    9.0/10 - Wonderful (1,224 reviews)
    Roundtrip • Tampa (TPA) - Richmond (RIC)
    TPA - RIC • Nonstop RIC - TPA • 1 stop
    $564
    $415
    per traveler
    found 1 day ago
    The Colonies at Williamsburg
  • A hotel room with two beds, a lamp, a chair, and a balcony with a table and chairs.
    Dec 28 - Dec 31

    Griffin Hotel, an official Colonial Williamsburg Hotel + Flight

    Colonial Williamsburg
    3 nights
    3.0 star property
    8.6/10 - Excellent (907 reviews)
    "Okay but not great."
    Reviewed November 4, 2026
    Roundtrip • Tampa (TPA) - Richmond (RIC)
    TPA - RIC • Nonstop RIC - TPA • 1 stop
    $527
    $442
    per traveler
    found 1 day ago
    Griffin Hotel, an official Colonial Williamsburg Hotel

Where to stay in and around Keysville

Keysville, Virginia, offers a delightful experience for leisure travelers seeking outdoor adventures and romantic getaways. Nestled in Charlotte County, its convenient location provides access to stunning scenery and friendly locals known for their southern hospitality. Use an online map to explore nearby attractions and embrace the area's charm.

Drakes Branch

Discover Drakes Branch, a charming destination perfect for families and nature enthusiasts seeking adventure on a budget. This inviting city offers easy access to the stunning Staunton River Battlefield State Park, the historic MacCallum More Museum and Gardens, and the serene Briery Creek nature reserve. Located about 6 miles by car from Keysville, Drakes Branch is an ideal base for exploring the area's outdoor activities. With its seasonal appeal, it's a smart choice for a memorable getaway.

Briery

Experience the charm of Briery, an excellent hub for family and nature enthusiasts eager to explore the stunning Briery Creek Preserve, the historic Hampden-Sydney College, and the picturesque Twin Lakes State Park. This welcoming village in Keysville offers a perfect blend of outdoor adventure and educational opportunities, making it a fantastic choice for a weekend getaway. With attractions nearby and a variety of activities to enjoy, Briery is a smart hotel booking choice for your next vacation.

Meherrin

Make your vacation planning effortless by staying in Meherrin, a haven for family travelers, nature enthusiasts, and budget-conscious adventurers. This charming city offers access to beautiful spaces like Twin Lakes State Park and Briery Creek, perfect for outdoor activities, while Hampden-Sydney College adds a touch of local culture. Located about 8 miles by car from Keysville, Meherrin is an ideal base for exploring scenic landscapes and historic sites, making it a smart choice for your getaway.

Charlotte Court House

Charlotte Court House serves as a prime spot for travelers interested in nature and history. This charming city offers easy access to outdoor adventures at Briery Creek Preserve and the historic Staunton River Battlefield State Park, while Hampden-Sydney College adds a touch of cultural allure. Located about 9 miles by car from Keysville, Charlotte Court House is an excellent choice for those looking to immerse themselves in eco-friendly experiences and family-friendly activities throughout the year.

Green Bay

Looking for the perfect spot? Green Bay is designed to delight travelers seeking family-friendly adventures and a connection to nature. This charming village is a great base for exploring the nearby Twin Lakes State Park, enjoying the scenic Briery Creek, and experiencing the historic charm of Hampden-Sydney College. Located about 15 miles by car from Keysville, Green Bay offers a seamless escape to outdoor recreation and beautiful landscapes, making it a smart choice for your next getaway.

Keysville Hotel Deals

A room with a dark wooden table, two chairs, a small sink, and a trash bin. There are two framed pictures on the wall.

Sheldon's Motel by OYO Keysville Near Hwy 360

Sheldon's Motel by OYO Keysville Near Hwy 360
2.5 star property
1.5 mi from Keysville
6.2 out of 10, (134 reviews)
$64 nightly
The price is $67
Nov 20 - Nov 21
Total with taxes and fees
Sheldon's Motel by OYO Keysville Near Hwy 360
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.
See all properties in Keysville

Frequently Asked Questions

How much does a Keysville vacation package cost?

You'll find cheap prices from $395 on Expedia for your Keysville escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Keysville costs.

What are the cheapest months to go to Keysville?

January, April and December are great times to search for cheap Keysville vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on flights and hotels.

How many days is enough for Keysville?

Usually, a handful of days is enough to tick off the main sights during your Keysville vacation. But if you'd like to have time to chill out or go on day trips, consider extending your trip.

How to find the best Keysville package deals?

Begin your search for a Keysville package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Keysville package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Keysville adventure underway.

Is it cheaper to book a Keysville vacation as a package?

An Expedia vacation package could score you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Keysville getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

When to book a vacation package to Keysville?

If you have your Keysville vacation dates locked in, book as soon as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.

Does Expedia offer Book Now, Pay Later Keysville vacation packages?

Your Keysville break should be an escape from your busy life, not a source of money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.