Skippers Vacations from $502

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

Your Skippers Vacation

With one of our vacation packages to Skippers, you'll have infinite opportunities for fun and adventure. There's lots to experience, including its rural countryside and spectacular views. If your trip to Skippers includes a little sightseeing, visit major attractions such as Meherrin River Park, Village View Mansion House and Good Earth Peanut Company. Stop dreaming and start adventuring. Check out the range of options on Expedia today and put your Skippers vacation plans into motion!

The Latest Skippers vacation packages

Price found within the past 48 hours. Click for updated prices.
Barrier Island Station

Barrier Island Station

2.5 out of 5
Price was $623, price is now $502 per person
$502
per person
Dec 10 - Dec 15
found 1 hour ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
7.8/10 Good! (319 reviews)

The Inn at Four Eleven York

The Inn at Four Eleven York

4 out of 5
West Freemason
Price was $1,299, price is now $1,020 per person
$1,020
per person
Jan 10 - Jan 16
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
10/10 Exceptional! (116 reviews)

Blackbeard's Lodge

Blackbeard's Lodge

3.5 out of 5
Price was $868, price is now $685 per person
$685
per person
Dec 10 - Dec 15
found 1 hour ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
8.4/10 Very Good! (426 reviews)
Location was great beds were comfy view was great

Reviewed on Nov 1, 2026

The Sitio

The Sitio

4 out of 5
Northeast Virginia Beach
Price was $1,175, price is now $944 per person
$944
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
9.4/10 Exceptional! (81 reviews)
Amazing hotel! Gorgeous decor and super comfortable! My husband and I enjoyed so much. He surfed all day and we relaxed in the room! Perfect!

Reviewed on Nov 6, 2026

Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Short Pump
Price was $750, price is now $606 per person
$606
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)
8.4/10 Very Good! (1,715 reviews)

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

Stay near popular Skippers attractions

Good Earth Peanut Company

7.0/10 (26 reviews)
This country store showcases Virginia's finest peanuts with free samples of unique flavors like Cajun and chocolate-covered varieties. Browse gift assortments and learn about local peanut farming.
See properties

Skippers Hotel Deals

Holiday Inn Express & Suites Roanoke Rapids SE by IHG

Holiday Inn Express & Suites Roanoke Rapids SE by IHG

2.5 out of 5
74 Premier Blvd Roanoke Rapids NC
Fully refundable
$108 nightly
The price is $122 total per night from Nov 15 to Nov 16
$122 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"N/A"

Reviewed on Nov 9, 2026

Holiday Inn Express & Suites Roanoke Rapids SE by IHG
Brentwood Inn & Suites

Brentwood Inn & Suites

2 out of 5
101 Old Farm Rd S Roanoke Rapids NC
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $72 total per night from Dec 10 to Dec 11
$72 total
Dec 10 - Dec 11
Total with taxes and fees
8/10 Very Good! (372 reviews)
"Very convenient to shopping"

Reviewed on Nov 8, 2026

Brentwood Inn & Suites
Baymont By Wyndham Emporia Va

Baymont By Wyndham Emporia Va

2.5 out of 5
921B West Atlantic St Emporia VA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $88 total per night from Nov 24 to Nov 25
$88 total
Nov 24 - Nov 25
Total with taxes and fees
7.6/10 Good! (522 reviews)
"Not that bad. Just had a nasty smell And Tub had hair in drain which filled tub quickly while showering"

Reviewed on Nov 9, 2026

Baymont By Wyndham Emporia Va
See all 306 properties in Skippers
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 Skippers Vacation Packages

Skippers Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Village View Mansion House, Meherrin River Park and Good Earth Peanut Company

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 Skippers vacation package cost?
Offering great value package deals from $502 on Expedia, you'll be surprised at how little a vacation to Skippers costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Skippers?
November, December and January are great times to look for cheap Skippers vacation packages. Choosing to travel in less busy months means you can generally find lower prices on flights and accommodations.
How many days is enough for Skippers?
The ideal duration of your Skippers vacation depends on what you'd like to do and see. Typically, a few days to a week will give you time to tick off all the leading sights and explore some hidden spots along the way.
How to find the best Skippers package deals?
Use Expedia's handy filters to find some tempting Skippers package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Skippers package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Skippers vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can customize your Skippers escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Skippers?
If you have your Skippers travel dates locked in, book early to bag some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Skippers vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Skippers vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap 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.