Cheshire County Holidays

Photo by mike dobias

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Top destinations in Cheshire County

FlightsFlightsHotelsHotels

Keene

Keene
Aerial view of West Swanzey New Hampshire in early fall
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Swanzey

Swanzey

Top hotels in Cheshire County

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
The price is €83 per night from 25 Jun to 26 Jun
€83
25 Jun - 26 Jun
includes taxes & fees
7/10 Good! (1,010 reviews)
"Our room smelled like mold, likely because there was a lot of rotting and what looked like mold in the bathroom. The carpets themselves needed to be replaced as they had a musty smell likely from too much moisture or spills. This hotel really needs a lot of work to make it feel inviting. Any fixes ..."

Reviewed on 16 Jun 2026

Days Inn by Wyndham Keene NH
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is €112 per night from 21 Jun to 22 Jun
€112
21 Jun - 22 Jun
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Checked in and hour after booking, room was perfect my needs, breakfast was delicious."

Reviewed on 16 Jun 2026

Best Western Plus Keene Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
The price is €102 per night from 24 Jun to 25 Jun
€102
24 Jun - 25 Jun
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The safety latch on my room door was broken. The staff was very helpful and found a different room for me and got a cart and offered to help. The new room had a dried coffee spill near the fridge and the body wash in the shower was empty or broken- minor inconvenience. Overall a nice stay at a great ..."

Reviewed on 17 Jun 2026

Keene Elm City Hotel, an Ascend Collection Hotel
See all 2,052 properties in Cheshire 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 Cheshire County holiday package cost?
Starting from just , a holiday package is your gateway to cheaper travel. Custom build your Cheshire County getaway by selecting from our huge range of airfares, hotels and rental cars.
How do I get a cheap travel package to Cheshire County?
Simply by bundling. Hotels, flights and rental cars — combine whatever you need into a Cheshire County holiday package to save a ton of cash. Score even more deals when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to tailor your trip your own way. We offer more than 550 partner airlines and 1,000,000 properties in all corners of the globe, so that everyone has a chance to travel and fulfil those holiday dreams.
What are the top hotels in Cheshire County?
For hotels in Harrisville with cosy beds and friendly service, you can't go past Best Western Plus Keene Hotel and Days Inn by Wyndham Keene NH. If you're stopping by Rindge as well, you can look forward to a great night's sleep at Courtyard by Marriott Keene Downtown or Riverside Hotel, Ascend Hotel Collection.
How far in advance should I book my Cheshire County holiday?
Reserving your seat early with Expedia means one less thing to worry about. Most air carriers advertise prices up to a year in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Cheshire County sometimes emerge just a few weeks before departure.
What does an Expedia Cheshire County travel package include?
Flights, rental cars and hotels, or any combination of the three — it's your pick! Whether you're exploring Cheshire County on a family road trip or travelling by yourself, there's a bundle to match your budget and style. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a Cheshire County travel package?
A travel package can be customized for your budget and is a terrific way to make your money go further. How little or much you include is totally up to you. Hotels, rental cars and flights — choose any combination that works with your plans.
Can I choose my airline with a Cheshire County Expedia holiday package?
Definitely. Expedia has over 550 airline partners to pick from globally. With all that choice at your fingertips, finding the ideal carrier to bring you to Cheshire County shouldn't be hard.
If I'm not able to travel, can I cancel my Cheshire County holiday package?
We get that the universe can throw the odd curveball. If you've booked a Cheshire County holiday package and have to amend or cancel it, we're here to help. We recommend looking up our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to change your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

Stay near popular Cheshire County attractions

Scenic view of colorful autumn foliage, old stone wall, and rocky summit of Mount Monadnock from country road in Jaffrey, New Hampshire.

Monadnock State Park

9.6/5 (45 reviews)
You can take time to visit Monadnock State Park during your travels to Jaffrey. Discover the cafes and its festivals while you're in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.