Deals on vacations and trips to Hampshire County

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Hampshire County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Wayside Inn

Wayside Inn

3.5 out of 5
Price was $233, price is now $230 per person
$230
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Martinsburg (MRB)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a terrace, and a garden are also offered.

Top Hampshire County hotels deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $137 total per night
$137 total
Dec 1 - Dec 2
Total with taxes and fees
A casino, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and coffee shop.
Pool
Hot Tub
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $75 total per night
$75 total
Nov 6 - Nov 7
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's express check-out and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

3 out of 5
100 South George Street, Cumberland, MD
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $90 total per night
$90 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $117 total per night
$117 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

$342 nightly
The price is $380 total per night
$380 total
Dec 3 - Dec 4
Total with taxes and fees
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $110 total per night
$110 total
Nov 21 - Nov 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
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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 are vacation packages to Hampshire County?
Travelocity offers flight and hotel vacation packages from just $230. With such amazing bargains, you'll be exploring all of Hampshire County before long.
Where can I get the best vacation package deals for Hampshire County?
No matter what you enjoy doing, Travelocity can help you find a great Hampshire County package deal. All you have to do is select a combination from our 400 airlines and 1,000,000 properties across the globe.
Why should I purchase my Hampshire County vacation bundle with Travelocity?
With our Price Match Guarantee, we'll match any cheaper price you're able to find. Add to that our 24/7 customer support and top-quality service and your dream vacation is well within reach.
Can I save on my Hampshire County car rental if I book it with my hotel or flight?
Combining your bookings into a Hampshire County vacation package will save you some serious money. You can book a flight and car; a flight, hotel and car; or a hotel and car. You won't find a better way to discover the greater Hampshire County area than with your own set of wheels. You can also add activities and experiences to your Travelocity package.
Which airport is best for Hampshire County?
Most Hampshire County travelers land at Hagerstown Regional Airport (HGR).
What is there to do in Hampshire County?
A well-known attraction you won't want to miss in Hampshire County is Potomac Eagle Scenic Railroad. After you've crossed that off, spend time meeting the locals and discovering the character of this exciting destination.

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