Massachusetts

Massachusetts Vacations, Resorts, Rentals, Suites and Getaways

Escape to Hancock, MA, and enjoy the nostalgia of a New England vacation. The area is both richly steeped in history and clothed in the natural wooded beauty of the Berkshire Mountain range.  Jiminy Peak Mountain Resort caters to skiers and snowboarders of all skill levels. Hancock Shaker Village celebrates the religious tradition of the local Shakers, and highlights a lifestyle of a bygone era. Norman Rockwell is an iconic figure in both the hearts and minds of many when they picture New England; so a trip to the Norman Rockwell Museum in Pittsfield is very fitting indeed. Visitors here know that time spent in the Berkshires is well rewarded with memories that will last a lifetime.

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Popular Family AttractionsView All
Berkshire Scenic Railway MuseumBerkshire Scenic Railway Museum
Hancock Ioka Valley FarmHancock Ioka Valley Farm
Jiminy Peak Mountain Adventure ParkJiminy Peak Mountain Adventure Park
Norman Rockwell MuseumNorman Rockwell Museum
Hancock Shaker VillageHancock Shaker Village
Where To Stay

Wyndham Bentley Brook

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1 Corey Road, Hancock, MA

Nestled among the Berkshire Mountains, you will find a true New England treasure; Wyndham Bentley Brook. Located a mere 200 feet away from the premier Jiminy Peak Mountain Resort puts you in position to take part in the area’s best skiing and snowboarding. After a full day on the slopes,...

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What Our Travelers Are Saying
Donna I
Jul 14, 2018
5.0
This was such an easy vacation to plan since Tripbound helped me every step of the way! Nicki was great finalizing my plans and putting in special requests! The room was much more affordable than on other sites. I would definitely use Tripbound again!
John C
Jul 11, 2018
5.0
Incredible communication. Easy to use website. A perfect company for helping plan a family vacation
Linda H
Jun 18, 2018
5.0
We have booked several trips with Tripbound. They are always very friendly and helpful, and their prices are great.
Sara McCaw R
Jul 19, 2018
5.0
Everything about this experience was perfect. From day 1 of booking to the last day when we were checking out of the resort, the whole process was seamless. The condo we stayed at in Sevierville, TN was spacious, the beds were amazing, the amenities kept our whole family entertained, and the location couldn’t have been better. I would highly recommend this rental to any family that is traveling. We will continue to use Tripbound for our future vacation accommodations. Thank you for making our vacation feel like home.