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2 Oct - 4 Oct
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9 Oct - 11 Oct

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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 AED 459
AED 498 total
includes taxes & fees
27 Oct - 28 Oct
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 AED 640
AED 694 total
includes taxes & fees
25 Oct - 26 Oct
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, (1,006 reviews)
"Great place to go"
United States
Ruddy
The price is AED 511
AED 554 total
includes taxes & fees
25 Oct - 26 Oct
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 AED 331
AED 359 total
includes taxes & fees
27 Oct - 28 Oct
Days Inn by Wyndham Keene NH
Exterior

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, (800 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 AED 712
AED 772 total
includes taxes & fees
25 Oct - 26 Oct
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 AED 506
AED 549 total
includes taxes & fees
25 Oct - 26 Oct
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, (183 reviews)
"Wonderful stay"
United States
Justin
The price is AED 503
AED 561 total
includes taxes & fees
25 Oct - 26 Oct
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 AED 694
AED 753 total
includes taxes & fees
25 Oct - 26 Oct
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 AED 620
AED 673 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 508
AED 552 total
includes taxes & fees
30 Sep - 1 Oct
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 AED 672
AED 729 total
includes taxes & fees
28 Oct - 29 Oct
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 AED 301
AED 526 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 202
AED 299 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 1,106
AED 1,200 total
includes taxes & fees
18 Oct - 19 Oct
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 AED 331
AED 578 total
includes taxes & fees
5 Oct - 6 Oct
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 AED 826
AED 1,176 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 876
AED 1,030 total
includes taxes & fees
29 Sep - 30 Sep
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"This place is a gem. I love and like the proximity to the train station, Brattleboro Food Coop, River Art School and Brattleboro Museum and Art Center, I visited twice: first with my teen son and husband, and the second by myself, and both times were great. There are signs of the passing of time in this lovely Art Deco structure, and that adds to its beauty, Super courteous staff The first time we watched a movie, so if you stay at the hotel, please treat yourself to that or some of their baskets. I missed eating at their restaurant, so I guess next time. My husband loved that there was always coffee for him, and my son loved our mini fridge and microwave. We love the history of this place and how is part of the larger arts and culture scene of Brattleboro"
Juana 2-night trip
Posted 2 hours ago
Latchis Hotel

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