Cheshire County Hotels: Find & Book Cheap Hotel Deals 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

P8,692 total

includes taxes & fees

Oct 25 - Oct 26

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

P9,687 total

includes taxes & fees

Nov 1 - Nov 2

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

3. Days Inn by Wyndham Keene NH

Keene

CHERYL

P6,341 total

includes taxes & fees

Oct 26 - Oct 27

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

Thomas

P10,414 total

includes taxes & fees

Nov 19 - Nov 20

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

Neil

P11,082 total

includes taxes & fees

Nov 19 - Nov 20

6. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Christopher

P13,263 total

includes taxes & fees

Nov 1 - Nov 2

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

7. The Burrell House

Keene

Carol

P9,388 total

includes taxes & fees

Nov 2 - Nov 3

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

P12,938 total

includes taxes & fees

Oct 29 - Oct 30

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

P9,381 total

includes taxes & fees

Nov 1 - Nov 2

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

10. The Carriage Barn Inn

Keene

Richard

P11,002 total

includes taxes & fees

Nov 19 - Nov 20

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

11. Inn at Valley Farms

Walpole

Ronald

P13,320 total

includes taxes & fees

Oct 27 - Oct 28

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

12. Chesterfield Inn

West Chesterfield

Wayne

P20,609 total

includes taxes & fees

Oct 26 - Oct 27

A two-story house with a covered porch, a staircase leading to the upper level, and a well-maintained garden with trees and shrubs.

13. Lakeside Spofford Retreat Near Hiking & Boating!

Spofford

A room with large windows, a wooden ceiling, and a view of a grassy area with trees.

14. Lake-view Spofford Apartment w/ Shared Dock!

Spofford

A wooden cabin with a deck, a bench, and two chairs.

15. 2 Mi to Boat Ramp: Log Cabin in New Hampshire

Stoddard

Carlos

A wooden interior with large windows, a dining area, and seating.

16. Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Westmoreland

Erika

A cozy living room with a fireplace, blue sofas, wooden beams, and a large window.

17. Deck & Fire Pit: Cottage Near Monadnock State Park

Jaffrey

A log cabin interior with two leather sofas, a round mirror, and a window with a view of a wooden deck.

18. Furnished Deck + Views: Walpole Cabin Retreat

Walpole

Lisa

A spacious living room with a grand piano, a sofa set, and a patterned rug.

19. Spacious Estate w/ Courtyard: 2 Miles to Downtown!

Keene

A covered porch with large windows, a wooden ceiling, and a view of a house and garden.

20. Near Main St & Festivals: Peaceful Keene Getaway!

Keene

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Top Cheshire County Hotel Reviews

Riverside Hotel, an Ascend Collection Hotel

8/10 Good

"good place for an overnight. bare bones hotel. rooms good size. furniture a little outdated and the sleep number beds didn't work. BUT, the view of the river was wonderful and the check-in person was terrific. No amenities, but we didn't need any."

Days Inn by Wyndham Keene NH

8/10 Good

"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

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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. Inn at Valley Farms

12. Chesterfield Inn

13. Lakeside Spofford Retreat Near Hiking & Boating!

14. Lake-view Spofford Apartment w/ Shared Dock!

15. 2 Mi to Boat Ramp: Log Cabin in New Hampshire

16. Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

17. Deck & Fire Pit: Cottage Near Monadnock State Park

18. Furnished Deck + Views: Walpole Cabin Retreat

19. Spacious Estate w/ Courtyard: 2 Miles to Downtown!

20. Near Main St & Festivals: Peaceful Keene Getaway!

Top Cheshire County Hotel Reviews

Riverside Hotel, an Ascend Collection Hotel

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