Top B&B in Berkshire County in 2026

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Our top choices for Berkshire County bed & breakfast

1. The Cornell Inn, Lenox & The Berkshires

Lenox

Edward

5.910.985 ₫ total

includes taxes & fees

31 Aug - 1 Sept

2. The Trail in Adams - Berkshires’ Art Hotel

Adams

Jenna

5.753.002 ₫ total

includes taxes & fees

31 Aug - 1 Sept

3. Wilder House Berkshires

Sheffield

Jennifer

5.730.578 ₫ total

includes taxes & fees

1 Sept - 2 Sept

4. The Inn at Stockbridge

Stockbridge

Michele

11.530.388 ₫ total

includes taxes & fees

14 Sept - 15 Sept

5. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

4.640.319 ₫ total

includes taxes & fees

13 Sept - 14 Sept

6. Chambery Inn

Lee

Richard

7.864.603 ₫ total

includes taxes & fees

28 Sept - 29 Sept

7. Shaker Mill Inn

West Stockbridge

Mervin

5.006.324 ₫ total

includes taxes & fees

8 Sept - 9 Sept

Suite, Private Bathroom (RedBird Suite) | View from room

8. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

Philippe

10.415.810 ₫ total

includes taxes & fees

28 Sept - 29 Sept

Desk, laptop workspace, iron/ironing board (on request), free WiFi

9. Granville House

Housatonic

Nicole

8.010.640 ₫ total

includes taxes & fees

3 Sept - 4 Sept

10. The Berkshire Mountain Inn

Great Barrington

Kristen

Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, free WiFi, individually decorated

11. 33 Main

Lenox

Tatyana

12. Harbour House Inn

Cheshire

Gregory

6.993.100 ₫ total

includes taxes & fees

31 Aug - 1 Sept

13. Lakehouse Inn

Lee

Kathleen

14. Brook Farm Inn

Lenox

Carrie

7.620.252 ₫ total

includes taxes & fees

1 Sept - 2 Sept

15. Devonfield Inn B&B

Lee

Richard

11.331.152 ₫ total

includes taxes & fees

3 Sept - 4 Sept

16. Eastgate Inn B&B

Lenox

Milton

17. Inn at Kenmore Hall

Richmond

Margaret

18. The Red Door B&B

Lee

Anonymous traveller

19. Chesapeake Inn of Lenox

Lenox

Anonymous traveller

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Top Berkshire County Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time in the past 18 months, but the last couple of stays the rooms have been a little musty and damp, despite (or because of?) the a/c being on constantly. ya gotta hold the handle down on the toilet to get a complete flush. no food service, but the is a stop&shop literally across the street… i would still recommend BML for the room rate and location alone…"

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"

The Little Lion

8/10 Good

"Clean and comfortable room for reasonable price. Central area/lobby is nice place to sit and read, relax, and/or eat breakfast (coffee provided). Also red Adirondack chairs up on hill behind rooms and small tables/chairs in front of some rooms. Can use the outdoor pool and whirl pool a few miles away at the Red Lion Inn, which is desirable feature on summer days. A few negatives. While the building and rooms are set back from the road, it’s located off a busy road that goes between Stockbridge and Great Barrington. You will hear the cars during the day. It’s also not what I would consider an “Inn” as it’s really a motel. It used to be the Briarcliff Motel before the Red Lion Inn purchased it. Any questions, requests, or comments need to contact them as the Little Lion didn’t have any full time staff and no one at front desk in the lobby when we stayed. We received text with code for room door."

Find out more about Berkshire County

Berkshire County B&B information

Number of reviews	3,251
Accommodation	23 B&B
Lowest Price	4.640.319 ₫
Highest Price	11.530.388 ₫

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Check prices for these dates

Our top choices for Berkshire County bed & breakfast

1. The Cornell Inn, Lenox & The Berkshires

2. The Trail in Adams - Berkshires’ Art Hotel

3. Wilder House Berkshires

4. The Inn at Stockbridge

5. Whistler's Inn Bed & Breakfast

6. Chambery Inn

7. Shaker Mill Inn

8. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

9. Granville House

10. The Berkshire Mountain Inn

11. 33 Main

12. Harbour House Inn

13. Lakehouse Inn

14. Brook Farm Inn

15. Devonfield Inn B&B

16. Eastgate Inn B&B

17. Inn at Kenmore Hall

18. The Red Door B&B

19. Chesapeake Inn of Lenox

Top Berkshire County Hotel Reviews

Berkshire Mountain Lodge

Holiday Inn Club Vacations Oak 'n Spruce Resort

Hotel On North

The Red Lion Inn

The Cornell Inn, Lenox & The Berkshires

Berkshires Untold

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Yankee Inn

The Little Lion

Find out more about Berkshire County

Berkshire County B&B information