Port Haywood Vacations from $303

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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.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $449, price is now $303 per person
$303
per person
Dec 9 - Dec 12
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.4/10 Very Good! (1,374 reviews)
Great staff and very clean

Reviewed on Nov 6, 2025

DoubleTree by Hilton Richmond - Midlothian

DoubleTree by Hilton Richmond - Midlothian

4 out of 5
North Chesterfield
Save 100% on your flight
Price was $835, price is now $638 per person
$638
per person
Jan 22 - Jan 26
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8/10 Very Good! (1,002 reviews)
Everything in general was great. The cleanness , the food , the staff. My kid enjoyed the indoor pool with his friends. Comfortable beds. Thanks

Reviewed on Nov 2, 2025

Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

2.5 out of 5
Price was $626, price is now $478 per person
$478
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
6.2/10 (143 reviews)
Not bad for a mid century motel. Room was small but I would call it european. Bathroom dated but clean. Needed a light bulb in shower, lampshade for table lamp, and smoke detector hooked up. When we checked in we had to air it out because of the sanitation smell but other than that I would stay again.

Reviewed on Oct 13, 2025

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $456, price is now $353 per person
$353
per person
Dec 9 - Dec 12
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,294 reviews)
Amazing staff, room was clean upon arrival, only problem is I expected to have valet included everything else was amazing!

Reviewed on Nov 6, 2025

Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South

2.5 out of 5
Price was $425, price is now $334 per person
$334
per person
Jan 22 - Jan 26
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
7.4/10 Good! (1,002 reviews)
TV was broken, sofa bed was stained. Free Breakfast is good and room is spacious.

Reviewed on Aug 9, 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! (120 reviews)
The property was fantastic. Very peaceful. The home is very welcoming and a great place to relax. We have stayed here many times and hope to continue visiting annually.

Reviewed on Sep 29, 2025

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Private, 7-acre waterfront retreat on Winter Harbor Haven
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
$72 nightly
The price is $84 total per night from Dec 1 to Dec 2
$84 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (1,009 reviews)
Every thing was just as expected. Perfect

Reviewed on Nov 2, 2025

Comfort Inn Newport News - Hampton I-64
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
$72 nightly
The price is $83 total per night from Nov 9 to Nov 10
$83 total
Nov 9 - Nov 10
Total with taxes and fees
6.6/10 (377 reviews)
Clean, spacious, and the people who work here are so very kind.

Reviewed on Nov 4, 2025

Wyndham Garden Williamsburg Busch Gardens Area
See all 952 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.

Find the Best Port Haywood Vacation Packages

Port Haywood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Newport News - Williamsburg Intl. Airport (PHF)
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Gloucester Museum of History, Bethel Beach and Deltaville Marina

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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 $303 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.