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Where to stay - 2 couples with young kids

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New York City, New...
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Where to stay - 2 couples with young kids

This will be our first long weekend trip to the Berkshires. We plan to look for a house rental on VRBO. Where would be preferrable to stay that is walking distance to at least some restaurants and local area attractions. Also would like to be near an area that accomodates walks with a stroller. We are totally new to this area and would appreciate any advice that you may have on how to filter our search (Lenox, Great Barrington, etc?) Thank you very much!

Canada
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for Cape Cod
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1. Re: Where to stay - 2 couples with young kids

When are you planning on doing this? Most house rentals are for at least a week and run from Saturday to Saturday.

Chappaqua, New York
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2. Re: Where to stay - 2 couples with young kids

Just my two cents......

For a quick weekend getaway, stay at the Comfort Inn in Great Barrington. There are sidewalks there, and you can walk to a chocolate store, brewery, Kmart, etc. Very kid friendly.

From there, drive one direction into the town of Great Barrington, have pizza at Baba Louie's and visit the 2 great toy stores on the main street. Lots to see and do.

Also, drive the other direction to Stockbridge and stroll around near the Red Lion Inn. Again, shops and sidewalks.

Visit the Lee Outlet in Lenox and shop!

Chappaqua, New York
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3. Re: Where to stay - 2 couples with young kids

Oops, I forgot.....if you are driving from the south, skip the Taconic Parkway and instead go up Rt 22 all the way to Rt. 23.....more scenic for the kids, quicker, and you can stop and get a snack or ice cream at one of the farmstands or farms. Also, check out Butternut Mountain for info on getting the little ones into skiing come winter.

Great Barrington...
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4. Re: Where to stay - 2 couples with young kids

Great Barrington. By far the best town in the Berkshires for what you are looking for and with fun for the whole family. If you go on VRBO look for a place within walking distance of the town. Either "on the hill" (more expensive) or elsewhere. If you can't find anything there you might want to try the Days Inn. Not fantastic but comfortable and right in town.

Kent, Connecticut
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for Provincetown, Wellfleet
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5. Re: Where to stay - 2 couples with young kids

This post is almost a year old. I think any new advice is too late.

6. Re: Where to stay - 2 couples with young kids

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