Skippers Vacations from $281

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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.
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Save 100% on your flight
Price was $431, price is now $281 per person
$281
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
8.6/10 Excellent! (84 reviews)
Beautiful, clean, quiet, safe, friendly! will come back!

Reviewed on Aug 30, 2025

Ocean Sands Beach Boutique Inn - Stay At the Beach

Ocean Sands Beach Boutique Inn - Stay At the Beach

2 out of 5
Save 100% on your flight
Price was $507, price is now $286 per person
$286
per person
Nov 8 - Nov 15
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
7.4/10 Good! (1,001 reviews)
This is a great little Inn. It seems to still have renovations. It was clean. The doors were a concern for me. Didn’t feel secure but I didn’t see it as a problem. The water was turned off by the city and I wasn’t able to have a shower. This would have been something to inform the guests with prior to arrival or at least the morning of.

Reviewed on Feb 28, 2025

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $586, price is now $382 per person
$382
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,010 reviews)
Stains in the bathtub and there was no toilet paper

Reviewed on Aug 28, 2025

Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $488, price is now $322 per person
$322
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,671 reviews)
I liked the staff, they were really nice and accommodating! I would say it was a nice stay. Although, I didn’t like how the check in was at 4pm, and check out at 10am. It’s not even a 12h, I would say it’s not worth it. The glass door in the balcony area wasn’t clean, and small things here and there weren’t as clean.

Reviewed on Aug 30, 2025

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Save 100% on your flight
Price was $445, price is now $298 per person
$298
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.2/10 Wonderful! (1,162 reviews)
Property was lovely. It was very hot and the ac was unable to be changed from 75.

Reviewed on Aug 29, 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

Days Inn by Wyndham Weldon/Roanoke Rapids

Days Inn by Wyndham Weldon/Roanoke Rapids

2 out of 5
1611 Julian R. Allsbrook Hwy, I-95 & 158, Weldon, NC
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Sep 11 to Sep 12
$90 total
Sep 11 - Sep 12
Total with taxes and fees
Days Inn by Wyndham Weldon/Roanoke Rapids
Hampton Inn Roanoke Rapids, NC

Hampton Inn Roanoke Rapids, NC

2.5 out of 5
85 Hampton Blvd, Roanoke Rapids, NC
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Sep 14 to Sep 15
$138 total
Sep 14 - Sep 15
Total with taxes and fees
Hampton Inn Roanoke Rapids, NC
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
$84 nightly
The price is $95 total per night from Aug 31 to Sep 1
$95 total
Aug 31 - Sep 1
Total with taxes and fees
SureStay Plus Hotel by Best Western Roanoke Rapids I-95
See all 304 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.

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Frequently asked questions

How much does a Skippers vacation package cost?
Offering great value package deals from $281 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

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.