Skippers Vacations from $467

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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.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Price was $680, price is now $467 per person
$467
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
9.4/10 Exceptional! (19 reviews)
Room was spotless and well organize

Reviewed on Nov 23, 2025

Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was $2,677, price is now $1,550 per person
$1,550
per person
Mar 16 - Mar 20
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
No reviews
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $1,036, price is now $629 per person
$629
per person
Apr 1 - Apr 6
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Great place to unwind

Reviewed on Jan 2, 2026

The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $1,579, price is now $1,050 per person
$1,050
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Ocean 27

Ocean 27

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $2,473, price is now $1,705 per person
$1,705
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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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Discover the most popular places to visit in Skippers

Good Earth Peanut Company

4/5(8 reviews)

You can enjoy some culture when you stop by Good Earth Peanut Company in Skippers. While in this family-friendly area, you can savor the top-notch restaurants.

Good Earth Peanut Company

Skippers Hotel Deals

Pet-friendly 3BR Lake House Firepit & Pier

Pet-friendly 3BR Lake House Firepit & Pier

3 out of 5
Pine Log Road 1058 Skippers VA
$432 nightly
The price is $451 total per night from Jan 15 to Jan 16
$451 total
Jan 15 - Jan 16
Total with taxes and fees
Pet-friendly 3BR Lake House Firepit & Pier
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
$104 nightly
The price is $118 total per night from Jan 18 to Jan 19
$118 total
Jan 18 - Jan 19
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Desk clerks very pleasant. No problems.

Reviewed on Jan 12, 2026

Holiday Inn Express & Suites Roanoke Rapids SE by IHG
Hilton Garden Inn Roanoke Rapids

Hilton Garden Inn Roanoke Rapids

3 out of 5
111 Carolina Crossroads Pkwy Roanoke Rapids NC
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Jan 21 to Jan 22
$110 total
Jan 21 - Jan 22
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
Clean room. Comfortable bed. Decent on-site restaurant.

Reviewed on Jan 8, 2026

Hilton Garden Inn Roanoke Rapids
See all 300 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

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Frequently asked questions

How much does a Skippers vacation package cost?
Offering great value package deals from $467 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.

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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.