Top Inns in Western Massachusetts in 2026

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Our top choices for Western Massachusetts inns

Breakfast, lunch, dinner and brunch served

1. The Old Inn On The Green

Great Barrington

Catherine

Rp6.885.155 total

includes taxes & fees

1 Sept - 2 Sept

2. 1846 Inn and Tavern

West Dover

Rp5.557.752 total

includes taxes & fees

13 Aug - 14 Aug

3. The Hermitage Inn Vermont

West Dover

Keely

Rp6.334.285 total

includes taxes & fees

13 Aug - 14 Aug

4. Gregory House Country Inn

Averill Park

Raghvendra

Rp2.234.888 total

includes taxes & fees

16 Aug - 17 Aug

Room, 1 King Bed, Balcony, Garden View | Egyptian cotton sheets, premium bedding, pillow-top beds, minibar

5. Wm. Farmer & Sons

Hudson

Wynne

Rp4.024.498 total

includes taxes & fees

10 Aug - 11 Aug

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Top Western Massachusetts Hotel Reviews

Berkshire Mountain Lodge

10/10 Excellent

"We have stayed here for a number of years now, and each time we become more-and-more impressed with this property. The staff are super friendly and helpful. The rooms are well-outfitted and maintained, and the building itself gets excellent care. This is the ideal spot for our annual Berkshire vacation. We're so happy to have discovered it."

The Yankee Inn

8/10 Good

"We attended a Tanglewood concert and needed a place to stay for 1 night. Booked 3 weeks out and many places were sold out. Hotel prices in the Berkshires are very high in the summer. Room was clean and nicely furnished. Only complaint was that the air conditioner was very loud, and we couldn't just use the fan. Had to turn it off to sleep, resulting in a very stuffy room. For the price, we will plan further ahead and try to stay within walking distance to Lenox. Don't need the pools or breakfast."