Cheshire County Vacations & Trips from ￥105,944
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The Latest Cheshire County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Portsmouth Exeter
￥106,090
per person
Nov 19 - Nov 22
found 14 hours ago
Roundtrip non-stop flight included
Frankfurt (FRA) to Manchester (MHT)
8.4/10 Very Good! (710 reviews)
Cleaning staff 100% best. Took care our needs. Front desk folks were super friendly and helpful. The breakfast was good. Room had refrigerator and microwave and we needed it as we stayed there for 2 nights. Location worked.. about 20 minutes from beaches and Portsmouth.
Reviewed on Aug 26, 2026
Mount Snow Lodging by Vail Resorts
￥369,672
per person
Oct 13 - Oct 18
found 23 hours ago
Roundtrip flight included
Tokyo (TYO) to Springfield (VSF)
7.8/10 Good! (23 reviews)
The bar tender in the lounge on Saturday 10/18 was not friendly. Seemed like he didn’t like his job. He was the only one working and there were not many customers at the bar. Dining room had no one in it. He just was not attentive to me party of 3 who just wanted to order a drink. Fitness center at the Season was very nice but hours were not very accommodating
Reviewed on Oct 20, 2025
Cheshire County Hotel Deals
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
￥21,424
￥23,246 total
Sep 2 - Sep 3
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"It was good!"
Reviewed on Aug 25, 2026
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
￥15,562
￥16,884 total
Sep 14 - Sep 15
includes taxes & fees
7/10 Good! (1,007 reviews)
"Unfortunately, we didn't enjoy our stay."
Reviewed on Aug 27, 2026
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
￥23,721
￥25,738 total
Aug 30 - Aug 31
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Mattress was hard and some door locks for key cards didn't work."
Reviewed on Aug 26, 2026
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 ￥105,944, 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
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.
Historic Main Street
9.2/10 (107 reviews)
Find out about the history of Keene when you spend time at Historic Main Street. Visit the area's shops, or simply enjoy its restaurants.
Photo by Heather Beaudry
Madame Sherri Forest
8.0/10 (4 reviews)
Explore the great outdoors at Madame Sherri Forest, a lovely green space in West Chesterfield. Wander around the forests or experience the area's entertainment venues.
Photo by Ed Gaffny
Cathedral of the Pines
10.0/10 (2 reviews)
You can spend an afternoon browsing the exhibits at Cathedral of the Pines during your travels in Rindge. Take in the musical theater and mountain views in the area.
Spofford Lake
8.8/10 (38 reviews)
Commune with nature and explore the great outdoors at Spofford Lake during your travels in Spofford. Discover the area's entertainment venues, or seek out its ski slopes.
Colonial Theatre
8.4/10 (36 reviews)
You can make plans for a show at Colonial Theatre during your trip to Keene. Experience the festivals or attend a sporting event in this family-friendly area.
Stonewall Farm
7.8/10 (20 reviews)
Explore the campus of Stonewall Farm, during your travels in Keene. Stroll along the riverfront or experience the area's festivals.
Rindge Town Hall
Rindge Town Hall is just one of the places to see in Rindge, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the lakeside.
What to do in Cheshire County
Mindful Forest Escape: Rebalance, reflect and connect
￥15,163
per adult
Colonial Flintlock Musket Experience
￥20,590
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
