Winton Vacations from $312

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The Latest Winton vacation packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $437, price is now $312 per person
$312
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Great place to unwind

Reviewed on Jan 2, 2026

Budget Inn Norfolk Va

Budget Inn Norfolk Va

2 out of 5
Willoughby Spit
Price was $1,341, price is now $933 per person
$933
per person
Apr 7 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
5.8/10 (369 reviews)
Management guarantees safety thats most important. There are plenty of restaurants around to choose from. The beach view is beautiful, and the walk to the beach is not gar at all. I enjoy being here. Im from a different state.

Reviewed on Jan 5, 2026

The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $794, price is now $574 per person
$574
per person
Feb 19 - Feb 23
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
8.8/10 Excellent! (523 reviews)
The elevator was broken. We were told that had been struck by lightning. I was also told that it had been broken for one year. They have three floors almost 2 of the buildings and I think two on the other, but I don’t know if they meant elevators in the building that we were in or every single one wasn’t clarified also told that they were having a New Year’s Eve celebration. Nothing was held in the lobby as previously expected the restaurant on site closed at 9 PM New Year’s Eve and we were rushed like you wouldn’t believe for six course meal that cost $300.

Reviewed on Jan 7, 2026

The Colony at Virginia Beach

The Colony at Virginia Beach

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $689, price is now $501 per person
$501
per person
Mar 11 - Mar 15
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
8/10 Very Good! (6 reviews)
Other than a “one bug” citing, the property is very dated but clean. Beds and linens are great. Nothing better than listening to the crashing waves as you sleep.

Reviewed on Dec 27, 2025

Sea Scape Beach and Golf Villas

Sea Scape Beach and Golf Villas

3.5 out of 5
Sea Scape
Price was $543, price is now $399 per person
$399
per person
Mar 5 - Mar 9
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
9.2/10 Wonderful! (144 reviews)
Clean room and easy check-in/check-out

Reviewed on Dec 27, 2025

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Winton Hotel Deals

Quality Inn & Suites Franklin

Quality Inn & Suites Franklin

2.5 out of 5
1620 Armory Dr Franklin VA
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $84 total per night from Jan 22 to Jan 23
$84 total
Jan 22 - Jan 23
Total with taxes and fees
7/10 Good! (219 reviews)
Clean and relaible

Reviewed on Jan 16, 2026

Quality Inn & Suites Franklin
Southern Star Inn

Southern Star Inn

2.5 out of 5
504 E Main St Murfreesboro NC
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $76 total per night from Jan 21 to Jan 22
$76 total
Jan 21 - Jan 22
Total with taxes and fees
6.6/10 (118 reviews)
Very nice and great customer service fast check in

Reviewed on Dec 1, 2025

Southern Star Inn
Super 8 by Wyndham Franklin

Super 8 by Wyndham Franklin

2 out of 5
1599 Armory Dr Franklin VA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $66 total per night from Jan 20 to Jan 21
$66 total
Jan 20 - Jan 21
Total with taxes and fees
6.8/10 (449 reviews)
Met my needs for a one night stay on my way back from South Carolina to Maryland. Safe area, with a Walmart and several places to eat near by.

Reviewed on Oct 3, 2025

Super 8 by Wyndham Franklin
See all 26 properties in Winton
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 Winton Vacation Packages

Winton Essential Information

Language
English
Currency
U.S dollars
Population
750

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Frequently asked questions

How much does a Winton vacation package cost?
You'll find cheap prices from $312 on Expedia for your Winton escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Winton costs.
What are the cheapest months to go to Winton?
February, September and December are the best times to look for cheap Winton vacation packages. Choosing to travel in less busy periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Winton?
With a well-organized travel plan, you can easily hit the main Winton sights in a handful of days. But if you want to discover hidden gems or go on day tours, think about booking your Winton vacation for longer.
How to find the best Winton package deals?
Use Expedia's filters to find some fabulous Winton package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Winton package deals in the off-peak 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 soon as possible.
Is it cheaper to book a Winton vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can tailor your Winton escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Winton?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Winton vacation.
Does Expedia offer Book Now, Pay Later Winton vacation packages?
If you're like us, you love traveling the world 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 overall cost of your Winton break across 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 spot them.

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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.