Winton Vacations from $495

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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 $896, price is now $495 per person
$495
per person
May 15 - May 20
found 21 hours ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Everything is wonderful! Beautiful area Quiet nice area and the staff are wonderful!

Reviewed on Apr 9, 2026

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $1,294, price is now $772 per person
$772
per person
Jun 18 - Jun 24
found 24 hours ago
Roundtrip flight included
Providence (PVD) to Norfolk (ORF)
8.6/10 Excellent! (1,001 reviews)
Sofa was quite old and uncomfortable. Adequate common area. Nice indoor pool

Reviewed on Apr 10, 2026

Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $1,834, price is now $1,152 per person
$1,152
per person
Jun 18 - Jun 24
found 24 hours ago
Roundtrip flight included
Providence (PVD) to Norfolk (ORF)
9.4/10 Exceptional! (27 reviews)
We came out for our anniversary and had a wonderful time! The sauna and cold plunges were being repaired, which was disappointing, but understandable to service them in the off season. It was quiet and very relaxing and our text to the concierge was very quick!

Reviewed on Mar 30, 2026

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $1,203, price is now $788 per person
$788
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
9/10 Wonderful! (1,865 reviews)
This is our second time staying at John Yancy. Its nothing fancy but it has a great breakfast with a beautiful gazebo to eat at if you choose. Staff is nice. My biggest complaint was the wifi connection at night. It kept buffering or disconnecting which made it frustrating with little ones.

Reviewed on Apr 9, 2026

Ocean 27

Ocean 27

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $2,393, price is now $1,622 per person
$1,622
per person
Jun 23 - Jun 27
found 12 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
6.4/10 (1,059 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

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
$67 nightly
The price is $76 total per night from May 10 to May 11
$76 total
May 10 - May 11
Total with taxes and fees
7.2/10 Good! (229 reviews)
Stayed in the suite, Vanity lighting was too low, Kitchen light switch was hard to find. No utensils or dishes avaliable in Kitchen, ironing board was damaged and unsafe. Everything else was great.

Reviewed on Apr 1, 2026

Quality Inn & Suites Franklin
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
$56 nightly
The price is $64 total per night from May 10 to May 11
$64 total
May 10 - May 11
Total with taxes and fees
7/10 Good! (457 reviews)
Yes everything was great

Reviewed on Apr 8, 2026

Super 8 by Wyndham 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
$61 nightly
The price is $68 total per night from Apr 25 to Apr 26
$68 total
Apr 25 - Apr 26
Total with taxes and fees
6.6/10 (122 reviews)
Linen on beds were dirty. Bathroom was filthy pubic hair on toilet. Bottom of toilet terrible. Hotel staff said he would honor my online price but did not. Bathroom towels still looked dirty. Very uncomfortable

Reviewed on Apr 10, 2026

Southern Star Inn
See all 25 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 $495 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.