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Top Cities in Cheshire County

A street with historic buildings, a church steeple, and autumn foliage.
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Keene

Keene

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Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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Our top choices for Cheshire County hotels

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

1. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,006 reviews)
"Great shower with a door instead of a curtain. Good breakfast and comfortable bed."
United States
Kristin
The price is CA $175
CA $190 total
includes taxes & fees
Oct 27 - Oct 28
Keene Elm City Hotel, an Ascend Collection Hotel
A dock extending into a lake with a grassy area in the foreground and trees in the background.

2. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (691 reviews)
"Spacious rooms, big balconies overlooking the river, and the whole hotel was VERY clean."
United States
Jason
The price is CA $253
CA $275 total
includes taxes & fees
Oct 18 - Oct 19
Riverside Hotel, an Ascend Collection Hotel
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

3. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,005 reviews)
"Great place to go"
United States
Ruddy
The price is CA $197
CA $213 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Plus Keene Hotel
A hotel room with two beds, a TV, a desk, and a window with curtains.

4. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,007 reviews)
"convenient and safe place to stay while on a drivng vacation through New England"
United States
CHERYL
The price is CA $127
CA $138 total
includes taxes & fees
Oct 27 - Oct 28
Days Inn by Wyndham Keene NH

5. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (799 reviews)
"Very convenient with excellent breakfast options. Love being in the old, remodeled building in the town square. Friendly check in staff."
United States
Caroline
The price is CA $274
CA $297 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Keene Downtown
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

6. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (414 reviews)
"Easy in and out Clean comfortable beds and shower Nice breakfast"
United States
sheri
The price is CA $195
CA $211 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Keene
A historic brick building with a porch and a sign reading "Burrell House."

7. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (182 reviews)
"Wonderful stay"
United States
Justin
The price is CA $194
CA $216 total
includes taxes & fees
Oct 25 - Oct 26
The Burrell House
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

8. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,001 reviews)
"Comfortable, clean room. Helpful and friendly staff. Convenient location."
United States
Deborah
The price is CA $267
CA $290 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Keene Downtown
A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

9. Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.8 out of 10, Good, (292 reviews)
"Very nice, clean, and a good vibe. An older building but very charming. Would certainly stay again."
United States
Jed
The price is CA $239
CA $259 total
includes taxes & fees
Sep 28 - Sep 29
Monadnock Inn
A wooden table set with plates, cutlery, and a folded napkin.

10. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (176 reviews)
"Perfectly clean and quaint. Friendly owner, great location"
United States
Jonathan
The price is CA $180
CA $196 total
includes taxes & fees
Sep 28 - Sep 29
The Carriage Barn Inn
A spacious room with large windows, wicker furniture, and a sign reading "Valley Farms".

11. Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
9.8 out of 10, Exceptional, (23 reviews)
"A classic New England B&B. Light on frills but absolutely comfortable."
United States
Ronald
The price is CA $256
CA $278 total
includes taxes & fees
Oct 27 - Oct 28
Inn at Valley Farms
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

12. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (10 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
The price is CA $115
CA $201 total
includes taxes & fees
Sep 28 - Sep 29
Yurt Oasis in the woods of Hinsdale, NH
A lakeside park with picnic tables and a concrete walkway.

13. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is CA $78
CA $115 total
includes taxes & fees
Sep 28 - Sep 29
2 private mountain RV pads for rent. Full hook ups
A large, two-story house with a snow-covered driveway and surrounding trees.

14. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
"Great stay"
United States
Wayne
The price is CA $426
CA $462 total
includes taxes & fees
Oct 18 - Oct 19
Chesterfield Inn
A rustic cabin with a covered porch, a small shed, and outdoor seating.

15. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is CA $127
CA $223 total
includes taxes & fees
Oct 7 - Oct 8
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A wooden cabin with a red roof, a balcony, and a staircase leading to the upper level.

16. Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing

Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing
Munsonville
10.0 out of 10, Exceptional, (18 reviews)
"Great little place to stay. Minimal living style away from it all."
United States
Ryan W.
The price is CA $318
CA $480 total
includes taxes & fees
Sep 28 - Sep 29
Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing
An outdoor deck with a table and chairs, a barbecue grill, and a large umbrella.

17. Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
Fitzwilliam
10.0 out of 10, Exceptional, (22 reviews)
"evrything was better then expected i could not ask for more would go again the only small downside was those damn weeds near shore if u tried to fish from shore but not a big deal host gave us access to 2 boats.a 5 star stay on a 4 star price excellent."
United States
dan H.
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

18. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
The price is CA $337
CA $418 total
includes taxes & fees
Sep 28 - Sep 29
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A rustic cabin with a dirt path leading to it, surrounded by leafless trees.

19. Cozy Updated Log Cabin with Mountain Views close to Monadnock

Cozy Updated Log Cabin with Mountain Views close to Monadnock
Fitzwilliam
9.6 out of 10, Exceptional, (37 reviews)
"Great location and a great host, highly recommend!"
United States
Cade B.
Cozy Updated Log Cabin with Mountain Views close to Monadnock
A two-story house with a covered porch, a staircase leading to the upper level, and a well-maintained garden with trees and shrubs.

20. Lakeside Spofford Retreat Near Hiking & Boating!

Lakeside Spofford Retreat Near Hiking & Boating!
3.0 star property
Spofford
Lakeside Spofford Retreat Near Hiking & Boating!
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.
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Top Cheshire County Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Staff was awesome. Pool was clean and nice temp. The staff are very friendly and helpful. Highly recommend stay here."
Daniel 1-night trip
Posted less than an hour ago
Comfort Inn & Suites Brattleboro I-91

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