Skippers Vacations from $420

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Photo by Linda Nisbett

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.
Ocean Sands Beach Boutique Inn - Stay At the Beach

Ocean Sands Beach Boutique Inn - Stay At the Beach

3 out of 5
Price was $606, price is now $420 per person
$420
per person
Dec 27 - Jan 2
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
7/10 Good! (14 reviews)
The boutique is very charming. Thoughtful presentation was evident from the moment I stepped on the property. I highly recommend a stay. I’ll be back!

Reviewed on Sep 22, 2025

Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was $1,870, price is now $1,007 per person
$1,007
per person
Dec 18 - Dec 22
found 21 hours ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
No reviews
The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $1,118, price is now $758 per person
$758
per person
Dec 18 - Dec 22
found 21 hours ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
8.8/10 Excellent! (512 reviews)
Room 256, lamp between beds not operable. Tall post beds made viewing tv awkward. Tile missing in shower. Restaurant was great. One of the hot pools didn't work but the other one on the facility did work and was nice.

Reviewed on Oct 12, 2025

The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Save 100% on your flight
Price was $1,065, price is now $730 per person
$730
per person
Nov 21 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Richmond (RIC)
9/10 Wonderful! (1,002 reviews)
Vacuum cleaner in condo would be nice

Reviewed on Oct 13, 2025

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Save 100% on your flight
Price was $849, price is now $585 per person
$585
per person
Nov 21 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Richmond (RIC)
8.8/10 Excellent! (744 reviews)
The room was depressing. Some sort of nasty stain on the sofa. Lamps were broken. Room needed painting. Bathroom fixtures needed cleaning. Rug was dirty.

Reviewed on Oct 8, 2025

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Discover the most popular places to visit in Skippers

Good Earth Peanut Company

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

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
$113 nightly
The price is $128 total per night from Oct 19 to Oct 20
$128 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (1,013 reviews)
"Felt clean. Breakfast was good but not so many options."

Reviewed on Oct 13, 2025

Holiday Inn Express & Suites Roanoke Rapids SE by IHG
SureStay Plus Hotel by Best Western Roanoke Rapids I-95

SureStay Plus Hotel by Best Western Roanoke Rapids I-95

2.5 out of 5
136 Sheraton Dr, Roanoke Rapids, NC
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Oct 21 to Oct 22
$81 total
Oct 21 - Oct 22
Total with taxes and fees
6.8/10 (1,004 reviews)
"Staff. Was"

Reviewed on Oct 12, 2025

SureStay Plus Hotel by Best Western Roanoke Rapids I-95
Red Roof Inn Roanoke Rapids

Red Roof Inn Roanoke Rapids

2 out of 5
1911 Julian R Allsbrook Hwy, Roanoke Rapids, NC
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Oct 28 to Oct 29
$80 total
Oct 28 - Oct 29
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
"Clean room friendly staff and helpful"

Reviewed on Oct 9, 2025

Red Roof Inn Roanoke Rapids
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.

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 $420 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.