Winton Vacations from $417

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Winton vacation packages

Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $642, price is now $417 per person
$417
per person
Aug 12 - Aug 14
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
9.2/10 Wonderful! (1,915 reviews)
We had an amazing stay! The room was impeccable, the beach access was perfect, the staff were friendly and super helpful. We couldn’t have picked a better place to stay!

Reviewed on Jun 26, 2026

The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $754, price is now $505 per person
$505
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
8.2/10 Very Good! (1,528 reviews)
Nice place and friendly staff!

Reviewed on Jun 22, 2026

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $809, price is now $549 per person
$549
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
7.6/10 Good! (1,535 reviews)
The room itself was in good condition, the pull out couch was out for our convenience when we got in. The AC worked wonders. The on site restaurant pizza was -Chefs kiss-. The location is perfect, right across street from a decent restaurant, 5m walk to marina. Bus stop practicly right out side. The down side though, we got there at 4pm, check in time, and the time to check in was about 30 minutes of waiting for the group infront of us, only 1 desk worker. There's only 2 small elevators, often you hit the button and its packed with people so you need to wait again. The bedroom TV was not connected to the internet, but the lounge room tv was. The TV kept randomly disconnecting from the OKTV network, to the point I had to just watch my Disney+ cocomelon on my phone with my toddler. The parking garage... is TIGHT! Look out for random poles my truck barely fit in the garage, and going around 2F turn theres a random white column in middle of the drive, almost ran into it lol. If you do not have questions, willing to wait, and just want a place to lay your head down, strongly recommend this place. If you require network, quiet, or a good view, look elsewhere. Why were the group infront of us given a free upgrade to ocean view, when ocean view when we reserved (day before) unavailable?...

Reviewed on Jun 25, 2026

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $705, price is now $489 per person
$489
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Norfolk (ORF)
8.6/10 Excellent! (1,006 reviews)
Enjoyed the friendly and helpful staff. Breakfast at the restaurant was delicious.

Reviewed on Jun 22, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $767, price is now $567 per person
$567
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
8.8/10 Excellent! (1,010 reviews)
Newer smart tvs so you can stream your apps and watch what you want.

Reviewed on Jun 22, 2026

Don't see what you're looking for?
See all available trips from Columbus to Winton
View all trips

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
$74 nightly
The price is $84 total per night from Jun 28 to Jun 29
$84 total
Jun 28 - Jun 29
Total with taxes and fees
7/10 Good! (467 reviews)
"The front-desk admin during check in was jovial, personable, good fun to talk with after a long day's motorbike ride. She also told me where I could park my bike to keep it out of the rain. Such consideration is exemplary customer service. To boot, the room was clean, recently appointed, quiet, and ..."

Reviewed on Jun 24, 2026

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
$75 nightly
The price is $85 total per night from Jul 5 to Jul 6
$85 total
Jul 5 - Jul 6
Total with taxes and fees
7.2/10 Good! (239 reviews)
"The property can monopolize on the rate be because they have no real competition for accommodations for travelers. The appearance of clean is there at the exterior, however, the property (rooms) is deteriorated with worn furniture, rusting framework, heavy limescale in the shower, and appearance ..."

Reviewed on Jun 8, 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
$72 nightly
The price is $79 total per night from Jul 11 to Jul 12
$79 total
Jul 11 - Jul 12
Total with taxes and fees
6.6/10 (133 reviews)
"***DO NOT STAY HERE*** This is the worst hotel I have ever stayed. The room was disgusting like it hadn’t been cleaned in weeks or longer, multiple broken things in the room, the smell of the room was PUTRID. My pregnant friend had to sleep in the vehicle because of the awful conditions, after she ..."

Reviewed on Jun 12, 2026

Southern Star Inn
See all 21 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Winton vacation package cost?
You'll find cheap prices from $417 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.