We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

short october weekend in Great Barrington MA

toronto
Level Contributor
15 posts
Save Topic
short october weekend in Great Barrington MA

any suggestions on what to do in this area . we arrive 8am oct 6 and fly back to canada oct 9 @9pm

thanks

Maria

11 replies to this topic
Kent, Connecticut
Destination Expert
for Provincetown, Wellfleet
Level Contributor
6,585 posts
245 reviews
Save Reply
1. Re: short october weekend in Great Barrington MA

Will you have a car? How far out of Great Barrington are you willing to travel?

Mentioned in this post
The Barrington
The Barrington
45 Reviews
Great Barrington, MA
Kent, Connecticut
Destination Expert
for Provincetown, Wellfleet
Level Contributor
6,585 posts
245 reviews
Save Reply
2. Re: short october weekend in Great Barrington MA

If you are interested just in Great Barrington you could take in a performance at the Mahaiwe Performing Arts Center, shop downtown or visit the W.E.B. DuBois Home. If you want more outdoor pursuits then hike Monument Mountain, try the Housatonic River Walk or Housatonic Flats.

Going out of town, you could visit Stockbridge (just up Route 7) and go to the Normal Rockwell Museum and see the current Andy Warhol exhibit, visit Chesterwood, Mission House, the town of Lenox, Ventfort Hall, The Mount (Edith Wharton's home), Naumkeag, sit on the front porch of the Red Lion Inn and have other tourists take your picture, go outlet shopping in Lee. The opportunities are extensive.

Mentioned in this post
Great Barrington
Great Barrington
Berkshires, MA
Mahaiwe Performing Arts Center
Mahaiwe Performing Arts...
80 Reviews
Great Barrington, MA
Housatonic River Walk
Housatonic River Walk
97 Reviews
Great Barrington, MA
Stockbridge
Stockbridge
Berkshires, MA
Lenox
Lenox
Berkshires, MA
The Red Lion Inn
The Red Lion Inn
1,158 Reviews
Stockbridge, MA
Boston, MA
Destination Expert
for Cape Cod, Massachusetts, Martha's Vineyard
Level Contributor
6,359 posts
164 reviews
Save Reply
3. Re: short october weekend in Great Barrington MA

C from NY - a regular poster on the Berkshires' boards has a list of things to do. He will private message it to you upon request. In the meantime, here are some places we have enjoyed visiting.

In GB -hike Monument Mountain, good shopping & restaurants in town

Chesterwood in Stockbridge

http://chesterwood.org/

Naumkeag also in Stockbridge

thetrustees.org/places-to-visit/berkshires/n…

The Mount in Lenox

https://www.edithwharton.org/

The Norman Rockwell Museum in Stockbridge

https://www.nrm.org/

Take a ride to Bash Bish Falls, if you park at the first lot you come to in Massachusetts it is a good hike down & back to the Falls. If you continue on and park at the second lot which is in New York, it is a pretty easy walk to see the falls.

* note for post above - the W.E.B. DuBois home site is just that, a site with a short trail - there is not a house there.

Edited: 03 October 2017, 02:52
Mentioned in this post
Stockbridge
Stockbridge
Berkshires, MA
Lenox
Lenox
Berkshires, MA
Norman Rockwell Museum
Norman Rockwell Museum
2,037 Reviews
Stockbridge, MA
Bash Bish Falls
Bash Bish Falls
169 Reviews
Mount Washington, MA
Massachusetts
Massachusetts
United States
Kent, Connecticut
Destination Expert
for Provincetown, Wellfleet
Level Contributor
6,585 posts
245 reviews
Save Reply
4. Re: short october weekend in Great Barrington MA

If you want to go a bit north up Route 7 you could visit the Berkshire Museum in Pittsfield and Herman Melville's Arrowhead.

https://berkshiremuseum.org/

http://berkshirehistory.org/

Mentioned in this post
Berkshire Museum
Berkshire Museum
246 Reviews
Pittsfield, MA
Pittsfield
Pittsfield
Berkshires, MA
Herman Melville's Arrowhead
Herman Melville's...
133 Reviews
Pittsfield, MA
toronto
Level Contributor
15 posts
Save Reply
5. Re: short october weekend in Great Barrington MA

yes we are arriving in Logan airport Boston at 8 am and returning to Toronto oct 9 at 5 :30 pm

Mentioned in this post
Boston
Boston
Massachusetts
Toronto
Toronto
Ontario, Canada
toronto
Level Contributor
15 posts
Save Reply
6. Re: short october weekend in Great Barrington MA

yes arriving at nLOgan airport in Boston @8am and going to our holiday inn hotel at the great Barrington area

we go back to TOronto Oct 9 @ 5:30 pm

Mentioned in this post
Boston
Boston
Massachusetts
The Barrington
The Barrington
45 Reviews
Great Barrington, MA
Toronto
Toronto
Ontario, Canada
New Orleans...
Level Contributor
5,478 posts
134 reviews
Save Reply
7. Re: short october weekend in Great Barrington MA

Your plan includes an incredible amount of driving. Why are you flying into Boston to go to Great BAarington? Why are you flying at all? or why not fly to Albany? or Hartford? I don't understand.

Mentioned in this post
Boston
Boston
Massachusetts
Albany
Albany
New York
Hartford
Hartford
Connecticut
toronto
Level Contributor
15 posts
Save Reply
8. Re: short october weekend in Great Barrington MA

It was a mistake when we book the flight and we can't change it anymore😣😣😣

Lenox, Massachusetts
Level Contributor
423 posts
327 reviews
Save Reply
9. Re: short october weekend in Great Barrington MA

I sent you a list of things to do in the Berkshires via Message center. In addition to Howland Owl and Kendrick's suggestions, there is more than enough to keep you occupied throughout the weekend.

As Cambridgtraveler mentioned, there were better ways of scheduling your travel (rush hour both inbound and out), but since you can't cancel the flights, an option might be to cancel the hotel and do a weekend in Boston? It would be a very different vacation though.

In any case, if you keep it as is you still will have three full days in the Berkshires, which will be lots of fun. You will see that there is plenty to do.

Either way, enjoy your visit.

Mentioned in this post
Berkshires
Berkshires
Massachusetts
Boston
Boston
Massachusetts
New Orleans...
Level Contributor
5,478 posts
134 reviews
Save Reply
10. Re: short october weekend in Great Barrington MA

You are likely to hit very bad traffic on the Mass Pike especially returning to Boston on the 9th. I would allow 4 and a half hours for the drive (really). Since you need to be at the airport at 3:30 you really don't have a lot of time on Monday.

Mentioned in this post
Boston
Boston
Massachusetts
Reply to: short october weekend in Great Barrington MA
Get notified by e-mail when a reply is posted