Port Haywood Vacations from $270

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Your Port Haywood Vacation

Entertainment, history, art and more … There's so much to experience with a Port Haywood vacation package. And with the ability to customize your city adventure, it's guaranteed to be one that's tough to forget. Eager to do some sightseeing? A trip to Port Haywood isn't complete without exploring Bethel Beach Natural Area Preserve, Bethel Beach and other big-ticket attractions. Expedia can help you escape your routine. Tailor your vacation to Port Haywood to suit your travel style, whatever that may be.

The Latest Port Haywood vacation packages

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $367, price is now $270 per person
$270
per person
Nov 3 - Nov 6
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,564 reviews)
Had a great stay. Would stay again!

Reviewed on Sep 12, 2025

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Price was $556, price is now $398 per person
$398
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Richmond (RIC)
9.2/10 Wonderful! (1,176 reviews)
Very nice and quiet. Love Annabelle!

Reviewed on Sep 6, 2025

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was $808, price is now $595 per person
$595
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Richmond (RIC)
8.4/10 Very Good! (1,337 reviews)
Excellent customer service

Reviewed on Sep 7, 2025

Virginia Crossings Hotel, Tapestry Collection by Hilton

Virginia Crossings Hotel, Tapestry Collection by Hilton

3.5 out of 5
Price was $472, price is now $352 per person
$352
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Richmond (RIC)
8.8/10 Excellent! (1,011 reviews)
We've recently become "snowbirds" between Maine and SC, and we found this gem in Virginia. We stayed here on the way way to Maine and again on the trip back to SC. It's a beautiful property. Clean, safe and pet friendly at a great price. The grounds are beautiful and serene. The rooms are large and comfortable. The staff are gracious and welcoming. We plan on coming back each time we make the trip.

Reviewed on Sep 5, 2025

Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $398, price is now $297 per person
$297
per person
Nov 3 - Nov 6
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,021 reviews)
More pet friendly options Kids on the first or 2nd floors

Reviewed on Sep 7, 2025

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Port Haywood Hotel Deals

Private, 7-acre waterfront retreat on Winter Harbor Haven

Private, 7-acre waterfront retreat on Winter Harbor Haven

Port Haywood
9.8/10 Exceptional! (117 reviews)
"We had a great stay. The house fits our needs very well. We also enjoyed the screened-in porch. WE have an older dog and I should have asked about stairs but the place was great. We would stay again"

Reviewed on Aug 25, 2025

Get rates
Private, 7-acre waterfront retreat on Winter Harbor Haven
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
201 Water Country Pkwy, Williamsburg, VA
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $85 total per night from Sep 14 to Sep 15
$85 total
Sep 14 - Sep 15
Total with taxes and fees
6.6/10 (312 reviews)
"everything was good expect for the hot water was to hot my sister got burn by the hot water in shower and the tv in the room was not working thank goodness we had our phones"

Reviewed on Sep 8, 2025

Wyndham Garden Williamsburg Busch Gardens Area
Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64

2.5 out of 5
12330 Jefferson Ave, Newport News, VA
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $85 total per night from Sep 30 to Oct 1
$85 total
Sep 30 - Oct 1
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Great no complaints"

Reviewed on Sep 10, 2025

Comfort Inn Newport News - Hampton I-64
See all 946 properties in Port Haywood
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.

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Frequently asked questions

How much does a Port Haywood vacation package cost?
You can grab a vacation package to this destination from $270 on Expedia. However, how much your vacation to Port Haywood costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Port Haywood?
If you're hoping to book a cheap Port Haywood vacation package, consider planning a trip in November, December and January. You'll generally find better prices on flights and accommodations during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Port Haywood?
With a well-organized travel plan, you can easily tick off the main Port Haywood attractions in a few days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Port Haywood vacation for longer.
How to find the best Port Haywood package deals?
Bagging a cheap Port Haywood package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Port Haywood package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Port Haywood vacation as a package?
You can enjoy significant savings on your Port Haywood break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Port Haywood?
If you've got your Port Haywood travel dates confirmed, book early to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Port Haywood vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Port Haywood break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.