Find Hotels with a Pool in The Berkshires, MA

So fantastic!! The cabins are gorgeous and very well appointed. We are going back!

The history behind the inn was great. Doug one of the owners could not have been any more hospitable. He made sure to go above and beyond throughout our entire stay. Our room was comfortably sized and the fireplace was a great perk to have at night. Breakfast and treats were delicious. We will be back!

Clean and spacious room.

We were very happy with our stay… Maureen was so hospitality and made sure all our needs were taken care of, from lending us an Apple plug, making dinner reservations for us to making sure we had all enough breakfast food. We love Lennox and would definitely want to stay at her place again, when we come back. Thank Maureen for the special time!

Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌

I didn't want to leave and wish I had time to stay longer. Room was exceptional. Staff was exceptional. A truly great stay.

Awesome stay at the Amelia. A gorgeous renovated house with art deco decor, helpful and friendly staff, and really comfy beds.

Arrived late after office closed. Easy arrangements for check in made with no issues. Light in room was on to welcome me. Room was very clean with nice appointments of water, coffee, tea, chocolates.

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Diane is an absolutely lovely host--and breakfast at their table is a great experience.

Absolutely lovely. Bed was super comfortable, staff was friendly and helpful, lots of places to sit and relax. Easy walk to restaurants and across the street from the MOCA. Nice breakfast and you can even get a drink and a snack in the evening if you want. The sauna, whirlpool and heated pool at the end of October we a pleasant surprise.

From the moment I arrived I knew my stay would be peaceful and comfortable. This is not a corporate, antiseptic hotel that could sit anywhere, this is a home. The welcome is appreciated after a long day.

Quaint inn close to downtown Wilmington. Extremely friendly staff and DELICIOUS breakfast! Will definitely return!

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Room was so nice. Bed was comfortable. Overall glad we stayed here.

The staff could not have been more helpful, great location and the facility extremely clean. We were shocked about how amazing this place was