Cheshire County Vacations & Trips

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Top destinations in Cheshire County

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Harrisville

Harrisville

Cheshire County Hotel Deals

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 ￥19,240 per night from Jul 14 to Jul 15
￥19,240
￥20,876 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
"Staff was very professional and friendly"

Reviewed on Jul 10, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
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 ￥19,272 per night from Aug 2 to Aug 3
￥19,272
￥20,910 total
Aug 2 - Aug 3
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
"The room, including the bathroom, was very clean. The shower was super clean. The breakfast was amazing! The lady who gets the food ready does a phenomenal job."

Reviewed on Jul 12, 2026

Best Western Plus Keene Hotel
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St Keene NH
Fully refundableReserve now, pay when you stay
The price is ￥30,558 per night from Jul 15 to Jul 16
￥30,558
￥33,156 total
Jul 15 - Jul 16
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Garbage still in the trash cans, mini fridge had some kind of animal medication in it, microwave was dirty, huge pee stains on mattress, bathroom sink did not drain well"

Reviewed on Jul 10, 2026

Courtyard by Marriott Keene Downtown
See all 2,053 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 vacation package cost?
Starting from just , a vacation 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 vacation 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 fulfill those vacation dreams.
What are the top hotels in Cheshire County?
For hotels in Harrisville with cozy 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 vacation?
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 traveling 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 vacation 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 vacation package?
We get that the universe can throw the odd curveball. If you've booked a Cheshire County vacation 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

A rocky field with autumn-colored trees and a mountain in the background.

Monadnock State Park

9.6/10 (45 reviews)
You can take time to visit Monadnock State Park during your travels to Jaffrey. Discover the coffeehouses and its festivals while you're in the area.
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What to do in Cheshire County

Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

￥15,441
per adult
Mindful Forest Escape: Rebalance, reflect and connect
Colonial Flintlock Musket Experience

Colonial Flintlock Musket Experience

￥20,968
per adult
100% of travellers recommend
Colonial Flintlock Musket Experience
See all activities in Cheshire County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.