Winton Vacations from $503

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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
Save 100% on your flight
Price was $825, price is now $503 per person
$503
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Staff was very helpful and communicative

Reviewed on Jan 29, 2026

Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $1,407, price is now $691 per person
$691
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Norfolk (ORF)
9.4/10 Exceptional! (19 reviews)
beautiful room with very responsive concierge

Reviewed on Jan 15, 2026

Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was $4,543, price is now $2,996 per person
$2,996
per person
May 3 - May 10
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
No reviews
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 $896, price is now $642 per person
$642
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8/10 Very Good! (6 reviews)
Awesome Staff. Clean rooms, wonderful amenities

Reviewed on Feb 5, 2026

Ocean 27

Ocean 27

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $2,585, price is now $1,869 per person
$1,869
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Norfolk (ORF)
6.4/10 (1,090 reviews)
Close to beach. Ground level beach access rooms. Grounds need to be picked-up a bit. Centrally located along boardwalk.

Reviewed on Oct 13, 2025

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Winton Hotel Deals

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
$63 nightly
The price is $72 total per night from Mar 1 to Mar 2
$72 total
Mar 1 - Mar 2
Total with taxes and fees
6.8/10 (453 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
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 Mar 1 to Mar 2
$84 total
Mar 1 - Mar 2
Total with taxes and fees
7/10 Good! (220 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
$63 nightly
The price is $70 total per night from Feb 17 to Feb 18
$70 total
Feb 17 - Feb 18
Total with taxes and fees
6.6/10 (119 reviews)
Very nice and great customer service fast check in

Reviewed on Dec 1, 2025

Southern Star Inn
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 $503 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.