Top Cheshire County Hotels: 2026 Best Hotels in Cheshire County

Top Cities in Cheshire County

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

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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

Kristin

$125 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

West Chesterfield

Jason

$174 nightly

Oct 25 - Oct 26

Total with taxes and fees

A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

3. Best Western Plus Keene Hotel

Keene

Ruddy

$139 nightly

Oct 25 - Oct 26

Total with taxes and fees

A hotel room with two beds, a TV, a desk, and a window with curtains.

4. Days Inn by Wyndham Keene NH

Keene

CHERYL

$90 nightly

Oct 27 - Oct 28

Total with taxes and fees

5. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Caroline

$194 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

Keene

sheri

$138 nightly

Oct 25 - Oct 26

Total with taxes and fees

A historic brick building with a porch and a sign reading "Burrell House."

7. The Burrell House

Keene

Justin

$141 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

Keene

Deborah

$189 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

Jaffrey

Jed

$183 nightly

Sep 28 - Sep 29

Total with taxes and fees

A wooden table set with plates, cutlery, and a folded napkin.

10. The Carriage Barn Inn

Keene

Jonathan

$165 nightly

Sep 28 - Sep 29

Total with taxes and fees

A spacious room with large windows, wicker furniture, and a sign reading "Valley Farms".

11. Inn at Valley Farms

Walpole

Ronald

$167 nightly

Oct 27 - Oct 28

Total with taxes and fees

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

Hinsdale

Troy H.

$131 nightly

Sep 28 - Sep 29

Total with taxes and fees

A lakeside park with picnic tables and a concrete walkway.

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

Winchester

$75 nightly

Sep 28 - Sep 29

Total with taxes and fees

A large, two-story house with a snow-covered driveway and surrounding trees.

14. Chesterfield Inn

West Chesterfield

Wayne

$301 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

Hinsdale

Adrienne

$145 nightly

Oct 5 - Oct 6

Total with taxes and fees

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

Munsonville

Ryan W.

$295 nightly

Sep 28 - Sep 29

Total with taxes and fees

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.

Fitzwilliam

dan H.

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.

Fitzwilliam

Len S.

$259 nightly

Sep 28 - Sep 29

Total with taxes and fees

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

Fitzwilliam

Cade B.

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!

Spofford

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Top Cheshire County Hotel Reviews

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."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"

Hideaway Inn Mt.Sunapee

8/10 Good

"Check-in was easy (and earlier than expected!), but my door was already unlocked when I got there, and the code did not work when I tried to lock it. I texted the number and a lovely friendly staff person(Stacy) immediately came and tried to fix it. She ended up giving me a physical key. I appreciated the quick attention and resolution. Room was very sparse - it could use a small bureau or desk (some kind of storage or tabletop). Tons of easily accessible outlets. Room was clean and comfortable. The coffee machine in the lobby was awesome! Also I loved the quick path to the lake, and the great restaurant/pub next door. Overall a very positive experience!"

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Top Cities in Cheshire County

Keene

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Our top choices for Cheshire County hotels

1. Keene Elm City Hotel, an Ascend Collection Hotel

2. Riverside Hotel, an Ascend Collection Hotel

3. Best Western Plus Keene Hotel

4. Days Inn by Wyndham Keene NH

5. Fairfield Inn & Suites by Marriott Keene Downtown

6. Hampton Inn & Suites Keene

7. The Burrell House

8. Courtyard by Marriott Keene Downtown

9. Monadnock Inn

10. The Carriage Barn Inn

11. Inn at Valley Farms

12. Yurt Oasis in the woods of Hinsdale, NH

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

14. Chesterfield Inn

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

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

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

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

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

20. Lakeside Spofford Retreat Near Hiking & Boating!

Top Cheshire County Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

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