Name: Best Western Plus Keene Hotel
Price range: $152 total
Rating: 8.2

Your Cheshire County Vacation

Book a vacation 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 vacation. From flights and hotels, to activities and more, we know how to curate a travel experience like no other.

Top destinations in Cheshire County

Keene featuring a city and a church or cathedral

The Latest Cheshire County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Mountaineer Inn

$402

per person

Nov 7 - Nov 11

found 16 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Springfield (VSF)

8.8/10 Excellent! (507 reviews)

Clean room and spacious. Walkable areas around to explore. Would stay again.

Reviewed on Oct 6, 2025

The Centennial

$602

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Manchester (MHT)

8.8/10 Excellent! (1,001 reviews)

staff was wonderful-upgraded my son & wife when I called to say it was their Wedding night! Also-gave them chocolate dipped strawberries ❤️

Reviewed on Sep 30, 2025

The Shire Woodstock

$1,891

per person

Nov 28 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Springfield (VSF)

8.8/10 Excellent! (823 reviews)

Loved the rockers on the porch

Reviewed on Oct 8, 2025

Mount Snow Grand Summit Resort

$517

per person

Nov 7 - Nov 11

found 16 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Springfield (VSF)

8.8/10 Excellent! (223 reviews)

Great place to stay!

Reviewed on Sep 25, 2025

Cheshire County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Manchester-Boston Regional Airport (MHT)
Top Sights	Monadnock State Park, Pitcher Mountain and Friendly Farm

Cheshire County Hotel Deals

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd, Keene, NH

$107 nightly

$116 total

Nov 2 - Nov 3

Total with taxes and fees

8.4/10 Very Good! (914 reviews)

"💞"

Reviewed on Oct 5, 2025

Riverside Hotel, an Ascend Collection Hotel

20 Riverside Drive, West Chesterfield, NH

$152 nightly

$165 total

Oct 27 - Oct 28

Total with taxes and fees

9.4/10 Exceptional! (607 reviews)

"Very quiet and clean"

Reviewed on Oct 8, 2025

Best Western Plus Keene Hotel

401 Winchester St, Keene, NH

$140 nightly

$152 total

Nov 3 - Nov 4

Total with taxes and fees

8.2/10 Very Good! (1,008 reviews)

"Excellent staff at front desk and Lori who serves breakfast is wonderful"

Reviewed on Oct 6, 2025

See all 1,957 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.