Deals on vacations and trips to Skippers

Save when you book Skippers package deals

Choose two or more items and save on your trip:

Skippers flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $521, price is now $368 per person
$368
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
A golf course, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the express check-out, laundry service, and conference space. You'll also find 6 outdoor tennis courts and an indoor pool.
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Midtown
Save 100% on your flight
Price was $919, price is now $453 per person
$453
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
This hotel features a gym and a seasonal outdoor pool. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $1,055, price is now $641 per person
$641
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the playground and barbecue grills. There's an outdoor pool on site, and a terrace and a picnic area are also provided.
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 $675, price is now $457 per person
$457
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
This aparthotel features an indoor pool, a gym, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $730, price is now $513 per person
$513
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference center. Enjoy the gym and perks like free self parking.

Top Skippers hotels 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
Free Cancellation
$94 nightly
The price is $107 total per night
$107 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Pet friendly
Hilton Garden Inn Roanoke Rapids

Hilton Garden Inn Roanoke Rapids

3 out of 5
111 Carolina Crossroads Pkwy Roanoke Rapids NC
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $117 total per night
$117 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Holiday Inn Express Hotel & Suites Emporia by IHG

Holiday Inn Express Hotel & Suites Emporia by IHG

2.5 out of 5
1350 W Atlantic St Emporia VA
Free Cancellation
$103 nightly
The price is $119 total per night
$119 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Baymont By Wyndham Emporia Va

Baymont By Wyndham Emporia Va

2.5 out of 5
921B West Atlantic St Emporia VA
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $94 total per night
$94 total
Jul 15 - Jul 16
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Comfort Inn Emporia

Comfort Inn Emporia

2.5 out of 5
899 Wiggins Road Emporia VA
Free Cancellation
$96 nightly
The price is $112 total per night
$112 total
Aug 9 - Aug 10
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Brentwood Inn & Suites

Brentwood Inn & Suites

2 out of 5
101 Old Farm Rd S Roanoke Rapids NC
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $75 total per night
$75 total
Jul 19 - Jul 20
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Skippers
View all properties
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.

Stay near popular Skippers attractions

Good Earth Peanut Company

7.0/10 (26 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.
See properties

Frequently asked questions

How much are vacation packages to Skippers?
With deals starting at just $368, flight and hotel packages are a great way to make your budget stretch further. Skippers, here you come!
How long should my Skippers vacation be?
Around 2 nights is the average amount of time travelers vacation in Skippers. But the perfect trip length all comes down to how many cherished memories you want to create. Why not allow a few extra days and discover some hidden gems?
Where can I get the best vacation package deals for Skippers?
For the perfect Skippers package deal, you can't go past Travelocity. Select from 400 air carriers and 1,000,000 properties around the globe to create your ultimate trip — it couldn't be simpler.
Why should I purchase my Skippers vacation bundle with Travelocity?
Fantastic savings, countless exciting destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.
Can I save on my Skippers car rental if I bundle it with hotels and flights?
Certainly — bundle your flight, car and hotel into a Skippers vacation package and you can save a handsome sum. With so much to see and do in Skippers, having your own set of wheels will make exploring easy. Once you've slid into the driver's seat, crank up the tunes and cruise toward Monticello, an unmissable attraction approximately 110 mi from Skippers.

Photos of local treasures

Browse Skippers vacation photos for more inspiration

A cloudy sky over a town with power lines and a few buildings in the background.

Explore More Ways to Travel with Travelocity