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

Lisa

$135 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

2. Best Western Plus Keene Hotel

Keene

Ruddy

$142 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

3. Days Inn by Wyndham Keene NH

Keene

CHERYL

$104 nightly

Nov 5 - Nov 6

Total with taxes and fees

A dock extending into a lake with a grassy area in the foreground and trees in the background.

4. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Steve

$141 nightly

Nov 29 - Nov 30

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.

5. Hampton Inn & Suites Keene

Keene

Dayle

$152 nightly

Nov 28 - Nov 29

Total with taxes and fees

6. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Christopher

$194 nightly

Nov 5 - Nov 6

Total with taxes and fees

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

7. The Burrell House

Keene

Carol

$135 nightly

Nov 2 - Nov 3

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

Nov 5 - Nov 6

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

Jim

$148 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

10. The Carriage Barn Inn

Keene

Richard

$169 nightly

Nov 23 - Nov 24

Total with taxes and fees

A lakeside park with picnic tables and a concrete walkway.

11. 2 private mountain RV pads for rent. Full hook ups

Winchester

$75 nightly

Oct 30 - Oct 31

Total with taxes and fees

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

12. Inn at Valley Farms

Walpole

Ronald

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

13. Chesterfield Inn

West Chesterfield

Wayne

$301 nightly

Nov 4 - Nov 5

Total with taxes and fees

A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

14. Yurt Oasis in the woods of Hinsdale, NH

Hinsdale

Ian C.

$140 nightly

Oct 30 - Oct 31

Total with taxes and fees

A wooden cabin with a red roof, a balcony, and a staircase leading to the upper level.

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

Munsonville

Sara H.

$300 nightly

Oct 30 - Oct 31

Total with taxes and fees

A yurt interior with a bed, wooden lattice walls, and a door leading to an outdoor balcony.

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

Hinsdale

Adrienne

$141 nightly

Nov 21 - Nov 22

Total with taxes and fees

A lake surrounded by trees, with a wooden deck leading to a white railing.

17. "Pondlife" - Waterfront home in a peaceful, wooded setting.

Fitzwilliam

Margaret

$273 nightly

Oct 30 - Oct 31

Total with taxes and fees

An outdoor deck with a table and chairs, a barbecue grill, and a large umbrella.

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

Fitzwilliam

Patrick R.

A house by a lake with a dock and a boat.

19. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Rindge

clifford t.

A cabin with a dock extending into a calm river, surrounded by snow-covered trees and a clear sky.

20. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Rindge

David S.

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Top Cheshire County Hotel Reviews

Hideaway Inn Mt.Sunapee

10/10 Excellent

"Perfect"

The Colonial Hotel

8/10 Good

"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."

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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. Best Western Plus Keene Hotel

3. Days Inn by Wyndham Keene NH

4. Riverside Hotel, an Ascend Collection Hotel

5. Hampton Inn & Suites Keene

6. Fairfield Inn & Suites by Marriott Keene Downtown

7. The Burrell House

8. Courtyard by Marriott Keene Downtown

9. Monadnock Inn

10. The Carriage Barn Inn

11. 2 private mountain RV pads for rent. Full hook ups

12. Inn at Valley Farms

13. Chesterfield Inn

14. Yurt Oasis in the woods of Hinsdale, NH

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

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

17. "Pondlife" - Waterfront home in a peaceful, wooded setting.

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

19. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

20. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Top Cheshire County Hotel Reviews

Hideaway Inn Mt.Sunapee

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