Tidewater Vacations from $395

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The Latest Tidewater Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 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 1 day ago
    Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
  • 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 12 hours ago
    Westgate Historic Williamsburg Resort
  • 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
    $553
    $406
    per traveler
    found 1 day ago
    The Colonies at Williamsburg
  • 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
    $516
    $433
    per traveler
    found 1 day ago
    Griffin Hotel, an official Colonial Williamsburg Hotel
  • Jan 6 - Jan 10

    Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort + Flight

    Williamsburg
    4 nights
    3.0 star property
    8.8/10 - Excellent (478 reviews)
    Roundtrip • New York (NYC) - Richmond (RIC)
    JFK - RIC • Nonstop RIC - JFK • Nonstop
    $540
    $459
    per traveler
    found 12 hours ago
    Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

Tidewater Hotel Deals

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.

Frequently Asked Questions

How much does a Tidewater vacation package cost?

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

What are the cheapest months to go to Tidewater?

If you're hoping to score a cheap Tidewater vacation package, consider traveling in January, April and August. You'll usually find lower prices on flights and accommodations during these months — perfect for budget-conscious travelers.

How many days is enough for Tidewater?

The ideal duration for your Tidewater vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to go to all the major sights and discover some hidden spots along the way.

How to find the best Tidewater package deals?

Use Expedia's filters to help you find some fabulous Tidewater package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Tidewater package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.

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

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Tidewater vacation by choosing your preferred airline, accommodation type and car class.

When to book a vacation package to Tidewater?

If you're considering a spontaneous Tidewater trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking ahead.

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

Jet off on your dream trip to Tidewater with our Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snag great deals before they disappear.

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