SKIING Near By
Otis Ridge
159 Monterey RdOnly a short drive from Brookside Cottage, great for all ages
Located in Great Barrington, many trails for all ages and levels. Close to downtown with many restaurants and shops
218 locals recommend
Ski Butternut
380 State RdLocated in Great Barrington, many trails for all ages and levels. Close to downtown with many restaurants and shops
In the heart of the Berkshires, great trails and nearby pubs/ restaurants.
200 locals recommend
Jiminy Peak
37 Corey RdIn the heart of the Berkshires, great trails and nearby pubs/ restaurants.
Sightseeing
Easy hiking trails that bring you back in time at this historic quarry. Less than 5 miles from Brookside cottage
9 locals recommend
Becket Quarry
456 Quarry RdEasy hiking trails that bring you back in time at this historic quarry. Less than 5 miles from Brookside cottage
Keystone Arch Bridges Trail
Hike the Keystone arches, beautiful views abound
Just a short drive from the cottage brings you to these beautiful falls.
11 locals recommend
Glendale Falls
Just a short drive from the cottage brings you to these beautiful falls.
Enjoy a moderate hike to these spectacular Water falls and views. Minuets from the Brookside cottage
Sanderson Brook Waterfall
648 US-20Enjoy a moderate hike to these spectacular Water falls and views. Minuets from the Brookside cottage
Berkshire Museum
39 South StEnjoy the ever changing museum just a short drive away
Visit the Norman Rockwell museum of this famous local artist
343 locals recommend
Norman Rockwell Museum
9 Glendale RdVisit the Norman Rockwell museum of this famous local artist
Take a walk down the famous street of Stockbridge, painted by Norman Rockwell. Shop, explore and enjoy a bite and drink in the famous Lions Den.
69 locals recommend
Stockbridge
Take a walk down the famous street of Stockbridge, painted by Norman Rockwell. Shop, explore and enjoy a bite and drink in the famous Lions Den.
Hiking with beautiful waterfall. Located right in Chester, a short drive from the cottage.
Sanderson Brook Waterfall
648 US-20Hiking with beautiful waterfall. Located right in Chester, a short drive from the cottage.
Knightville Dam
Located in Huntington, walk the many trails around the picturesque dam.
Highest elevation in MA, many hiking trails, drives and observation tower. Views are amazing!
24 locals recommend
Mount Greylock State Reservation
30 Rockwell RdHighest elevation in MA, many hiking trails, drives and observation tower. Views are amazing!
SHOPPING
Lee Premium Outlets
17 Premium Outlet Boulevard20 minuet drive to Lee Outlet shops
Walk downtown Great Barrington, shopping from antiques to clothing, many restaurants and historical architect.
188 locals recommend
Great Barrington
Walk downtown Great Barrington, shopping from antiques to clothing, many restaurants and historical architect.
THEATER/ SHOWS
Jacobs Pillow offers a variety of open air dance, drumming and shows throughout the summer season.
257 locals recommend
Jacob's Pillow
358 George Carter RdJacobs Pillow offers a variety of open air dance, drumming and shows throughout the summer season.
Just a short walk across the street from Brookside brings you to the Chester theater which holds outstanding shows throughout the summer.
7 locals recommend
Chester Theatre Company
15 Middlefield RdJust a short walk across the street from Brookside brings you to the Chester theater which holds outstanding shows throughout the summer.
Just a short drive to this theater in Lenox, Ma. Check theater on line for performances and schedule.
134 locals recommend
Shakespeare & Company
70 Kemble StJust a short drive to this theater in Lenox, Ma. Check theater on line for performances and schedule.
Enjoy concerts of all venues at this beautiful locations, summers only. Check web for scheduled events
395 locals recommend
Tanglewood
Enjoy concerts of all venues at this beautiful locations, summers only. Check web for scheduled events
Food scene
Classic Pizza
29 Main StPub and Pizza just a few minuets from Brookside. Friendly atmosphere
Comfort Kitchen & Bar
4 Main StQuick drive from the Cottage, full menu and bar, cozy atmosphere
Enjoy Outside dinning along the river. Pizza and dinners as well as full bar. Casual atmosphere.
The Rapids | Bar & Grill
200 Worthington RdEnjoy Outside dinning along the river. Pizza and dinners as well as full bar. Casual atmosphere.
A short walk from the cottage, full bar and menu, vegan options.
11 locals recommend
Chester Common Table
30 Main StA short walk from the cottage, full bar and menu, vegan options.
Russell Inn
65 Westfield RdFeaturing Italian dishes, pizza and great apps. Short drive from the cottage.
Carm's Restaurant just a short walk from the cottage, serving breakfast and lunch, outside dinning. Visitor center next door.
Carm’s Restaurant and Coffee Shop
241 US-20Carm's Restaurant just a short walk from the cottage, serving breakfast and lunch, outside dinning. Visitor center next door.