Hampshire County Holidays

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Your Hampshire County Holiday

Leave all the planning up to us with a Hampshire County holiday package. With everything organised before you go, all you'll have to do is relax and enjoy this destination's wonders to the fullest. Springfield, Romney and Delray are just a few of the most popular cities here. Make sure your trip to Hampshire County includes some time in at least one of them! Expedia has hotels, flights, car rentals and more to help you curate your dream Hampshire County holiday today.

Hampshire County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)

Our pick of the best Hampshire County Hotel Deals

Rocky Gap Casino & Resort
Rocky Gap Casino & Resort
3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Stay at this 3-star spa hotel in Cumberland. Enjoy free parking, an outdoor pool and 3 restaurants. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,209 reviews)
Great
"Great"

Reviewed on 24 Jun 2025

Rocky Gap Casino & Resort
Ramada by Wyndham Cumberland Downtown
Ramada by Wyndham Cumberland Downtown
3 out of 5
100 South George Street, Cumberland, MD
Stay at this business-friendly hotel in Cumberland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
6.8/10 (1,002 reviews)
"The over night front desk clerk was amazing"

Reviewed on 22 Jun 2025

Ramada by Wyndham Cumberland Downtown
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
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,067 reviews)
"Easy to get to, quiet, kind staff, clean rooms, great for a quick stop."

Reviewed on 25 Jun 2025

La Quinta Inn & Suites by Wyndham Winchester
See all 857 properties in Hampshire County
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Hampshire County travel package cost?
The cheapest Hampshire County travel package is , so your dream escape can become a reality --- without breaking the bank. Bundle flights, hotels and car rentals to custom build a package that fits you.
If I'm not able to travel, can I cancel my Hampshire County travel package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Hampshire County travel package for free within 24 hours of booking. But you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If your circumstances unexpectedly change, browse our Customer Service Portal for further information.
How do I get a cheap travel package to Hampshire County?
Creating your own Hampshire County holiday package with Expedia is such a simple way to save. We offer access to over 550 airlines and 1,000,000 hotels worldwide. With such a fabulous range to choose from, you'll have no difficulty pulling together your dream trip.
Does Expedia offer Book Now, Pay Later Hampshire County holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan that suits you best during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable monthly instalment plans. If paying a little each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you spot an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.

What are the top hotels in Hampshire County?
For hotels in Romney with friendly service and cosy beds, you can't go past Stargaze, Camp Fires And Views To Die For Escape To Wild Wonderful Wv and New Family Home With Kayaks, Dock And Fire Pit. If you plan to visit Paw Paw as well, you'll get a relaxing night's sleep at Stargaze, Camp Fires And Views To Die For Escape To Wild Wonderful Wv or Avalon Resort - Clothing Optional.
How far in advance should I book my Hampshire County holiday?
It's tricky picking the ideal time for airfares, but we generally suggest the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you're booking last minute, don't worry. Discounted prices appear from time to time within a few weeks of departure dates.
What does an Expedia Hampshire County travel package include?
From hotels and airfares to rental cars, Expedia can help you shape a Hampshire County package that suits you. Holidaying for a week or longer? Look into a hotel, flight and rental car bundle. If your break is short, a flight and hotel deal may be more your style. Tours and activities can be added after you've booked. Our packages make it a cinch to save and plan.
What should I know before booking a Hampshire County travel package?
When you book your hotels, flights and car rentals together, you'll pick up great discounts. Whether you're planning an island getaway in a villa or want to stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a Hampshire County Expedia travel package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just choose the airline you want and put together the perfect Hampshire County trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.