Cheshire County Holidays
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Your Cheshire County Holiday
Book a holiday package to Cheshire County and make travel planning easy. With all the logistics arranged before you leave, you can focus on enjoying every minute in this destination. With so much to see on a trip to Cheshire County, it can be tricky to know where to begin. Kick off your journey in Jaffrey at Laurel Lake and Friendly Farm — two popular attractions here. Another top city worth adding to your itinerary is Walpole. Be sure not to miss Vermont Country Store and Bellows Falls Opera House. Expedia is your one-stop shop when it comes to planning your Cheshire County holiday. From flights and hotels, to activities and more, we know how to curate a travel experience like no other.
Top destinations in Cheshire County
Stoddard
Top Cheshire County Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Cheshire County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Manchester-Boston Regional Airport (MHT) |
Top Sights | Monadnock State Park, Friendly Farm and Pitcher Mountain |
Top hotels in Cheshire County
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
£107
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Room was clean and staff was excellent. Breakfast was good and plentiful."
Reviewed on 30 Aug 2026
Best Western Plus Keene Hotel
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
£119
15 Sept - 16 Sept
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 26 Aug 2026
Days Inn by Wyndham Keene NH
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
£76
8 Sept - 9 Sept
includes taxes & fees
7/10 Good! (1,004 reviews)
"The convenience was nice, but the room was too dirty!"
Reviewed on 31 Aug 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 travel package cost?
Our Cheshire County packages, which start from just £1,077, are the best way to save loads of cash. Pick your preferred hotels, flights and more to create your ideal trip.
If I'm not able to travel, can I cancel my Cheshire County travel package?
If your travel plans in Cheshire County have changed, it's comforting to know that you can cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to Cheshire County?
Crafting your own Cheshire County holiday package with Expedia is one of the best ways to save. We have over 550 air carriers and 1,000,000 hotels spread across the globe. With such an awesome range to pick from, you'll have no difficulty putting together your next dream holiday.
Does Expedia offer Book Now, Pay Later Cheshire County holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
- Pay monthly holidays: Klarna has manageable monthly payment plans that work for all budget sizes, so you can have that well-deserved holiday now.
- Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
- Low deposit holidays: Clicking on the "book now" button is easier with this payment option. Simply put down a small deposit on your booking and then get on your way.
What are the top hotels in Cheshire County?
Best Western Plus Keene Hotel and Courtyard by Marriott Keene Downtown know how to make their guests feel at home in Harrisville. If you also plan to explore Rindge, check out Best Western Plus Keene Hotel and Courtyard by Marriott Keene Downtown. Both are very popular with travellers.
How far in advance should I book my Cheshire County holiday?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you're booking late, don't worry. Low prices occasionally appear within a few weeks of departure dates.
What does an Expedia Cheshire County travel package include?
From hotels and flights to rental cars, Expedia can help you shape a Cheshire County package that's ideal for you. Holidaying for a while? Consider a flight, rental car and hotel bundle. If you're taking a short break, a hotel and airfare deal could be what you're after. Experiences can also be added once you've made your booking. Our travel packages make it a breeze to plan and save.
What should I know before booking a Cheshire County travel package?
A travel package can be tailored to your budget and is an easy way to make your budget go further. How little or much you include is totally up to you. Hotels, rental cars and flights — decide on a combination that suits your style.
Can I choose my airline with a Cheshire County Expedia travel package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Just choose your preferred air carrier and craft your ideal Cheshire County getaway.
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 cafes and its festivals while you're in the area.
Historic Main Street
9.2/10 (107 reviews)
Find out about the history of Keene with a stop 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 studying the exhibits at Cathedral of the Pines during your trip to Rindge. Take in the musical theatre 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 on your trip to Keene. Experience the festivals or attend a sporting event in this family-friendly area.
Friendly Farm
Enjoy a stop at Friendly Farm, an entertaining place to visit in Dublin. Discover the cafes and its festivals while you're in the area.
What to do in Cheshire County
Mindful Forest Escape: Rebalance, reflect and connect
£70
per adult
* 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.
