Hampshire County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Hampshire County

Main Street Stroll
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Northampton

Northampton

Hampshire County Hotel Deals

Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St Hadley MA
Fully refundableReserve now, pay when you stay
The price is ￥19,349 per night from Dec 28 to Dec 29
￥19,349
￥21,613 total
Dec 28 - Dec 29
includes taxes & fees
9.2/10 Wonderful! (1,014 reviews)
Front desk staff were very friendly professional and welcoming. Room was spacious meticulously clean.Bed was comfortable. Breakfast was extremely substantial. Will definitely revisit.

Reviewed on Nov 27, 2025

Comfort Inn & Suites
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,006 reviews)
Very pleasant

Reviewed on Nov 23, 2025

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Hotel Northampton
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ￥11,566 per night from Nov 30 to Dec 1
￥11,566
￥14,633 total
Nov 30 - Dec 1
includes taxes & fees
8.6/10 Excellent! (2,146 reviews)
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...

Reviewed on Nov 22, 2025

Vacation Village in the Berkshires
See all 1,602 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.

Frequently asked questions

How much does a Hampshire County vacation package cost?
We make it simple to see the world, with Hampshire County packages starting from as little as . You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate getaway, why not add some experiences and tours to your itinerary?
How do I get a cheap travel package to Hampshire County?
Our Hampshire County vacation packages mean plenty of savings for the savvy wanderer. For the best deals, simply bundle your hotel, flights and extras (including activities) into a neat and tidy package. But bargain prices are only the start of your next epic adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotels across the globe to choose from. No matter your budget, there's a package to suit you.
Where should I stay in Hampshire County?
Take the hassle out of sightseeing by staying just around the corner from Hampshire County's iconic attractions. Naismith Memorial Basketball Hall of Fame and Volleyball Hall of Fame are two which top many visitors' bucket lists.
What are the top hotels in Hampshire County?
If it's your first visit to Hampshire County, make a reservation at Quality Inn & Suites Northampton - Amherst or The Ellery. Both hotels have good amenities and are favorites with many travelers.
How far in advance should I book my Hampshire County vacation?
You'll be rewarded with the widest variety at the cheapest prices by booking your vacation to Hampshire County nice and early. Airlines generally publish flights anywhere up to 12 months before departure, so reserve your spot as soon as you can. That being said, Expedia is committed to giving you the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Hampshire County travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your perfect Hampshire County travel package. Once you've made your booking, you can add on the fun stuff like tours and experiences. Don't forget, the more you bundle, the more deals you'll score!
What should I know before booking a Hampshire County travel package?
Booking all the parts of your escape together is a terrific way to save. Combine your car rentals, flights and hotels into a convenient package. But hotels aren't your only option. Expedia offers all sorts of properties, including vacation rentals such as beach villas and short-term homes. You've got choices galore!
Can I choose my airline with a Hampshire County Expedia vacation package?
Yes, of course. We have more than 550 airline partners globally, so opt for the carrier that best fits your needs.
If I'm not able to travel, can I cancel my Hampshire County vacation package?
Yes, you can cancel your Hampshire County booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.