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.

Towns, B&Bs in MA

California
Level Contributor
64 posts
34 reviews
Save Topic
Towns, B&Bs in MA

We are a couple who like to walk in green areas/cute shops/villages/galleries etc, visiting MA and CT Apr 30 -May 13. We have to end our trip in Boston and would like to minimize the use of a rental car. We are Californians, so don't need to play near beaches. Quaint New England-y towns would be particularly nice, especially those with lush greens/parks with flowers & shady trees, and/or lakes. We're considering visiting Salem, Marblehead, Stockbridge, Pocasset, Rockport, selected Cape Cod area, selected Berkshire Hills, Nantucket area. Any specific recommendations on which areas of Cape Cod or Berkshires to visit or stay at? Although lodgings around $200/night are ok, we prefer to have some cheaper ones. We prefer non-chain hotels, but occasional chain hotels are ok. Quiet locations, soft beds, near good restaurants, not far from "attractions" (interesting/scenic towns) would be great. We are not alcohol drinkers. We can walk 12-15 miles a day.

We are also trying to plan a car route that make sense and finalize our list of towns/cities.

A few seafood restaurant recommendations will be greatly appreciated as well.

Many thanks in advance!!!

Edited: 27 March 2013, 11:59
Kent, Connecticut
Destination Expert
for Provincetown, Wellfleet
Level Contributor
4,919 posts
218 reviews
Save Reply
1. Re: Towns, B&Bs in MA

As for the Berkshires I would recommend Stockbridge or Lenox. Nice shops and the kind of atmosphere I think you are looking for. The Red Lion Inn is popular, but there are many B&Bs in the Berkshires.

As to Cape Cod you might like Falmouth/Woods Hole area or Chatham. You might like Provincetown too. Combines old New England fishing village with the artsy side.

Litchfield, Connecticut is also a beautiful town with large village green and many old, New England homes.

Kent, Connecticut
Destination Expert
for Provincetown, Wellfleet
Level Contributor
4,919 posts
218 reviews
Save Reply
2. Re: Towns, B&Bs in MA

A good website for the Berkshire is:

http://berkshires.org/

For Litchfield:

http://www.litchfieldct.com/

Boston, MA
Destination Expert
for Cape Cod, Massachusetts, Martha's Vineyard
Level Contributor
6,013 posts
158 reviews
Save Reply
3. Re: Towns, B&Bs in MA

Here are some recommendations for Cape Cod that fit your budget and description of your preferences:

The Old Sea Pines Inn - Brewster

http://www.oldseapinesinn.com/

The Inn on the Square - Falmouth

http://www.innonthesquare.com/

The 1750 Inn - Sandwich

http://www.innatsandwich.com/RoomsRates.html

The Seadar Inn - Harwichport

http://www.seadarinn.com/

For good seafood on the Cape - The Brewster Fish House & the Ocean House in Dennisport are very good. For more casual Sesuit Harbor Cafe and the Summer Stock, both in Dennis

For a slightly different Berkshire experience, check out the Briarcliff Motel in Great Barrington - great reviews & prices. We have booked it for a summer concert at Tanglewood, can't wait!

http://thebriarcliffmotel.com/

While there, check out The Mount, Edith Wharton's home in Lenox. The gardens should be just getting underway while you are here

http://www.edithwharton.org/

Dallas, Texas...
Destination Expert
for New York City
Level Contributor
21,040 posts
23 reviews
Save Reply
4. Re: Towns, B&Bs in MA

When in Boston, be sure to visit the Arnold Arboretum. It's huge and very lovely, and fits in well with your interests.

Baltimore, Maryland
Destination Expert
for North Conway
Level Contributor
12,068 posts
54 reviews
Save Reply
5. Re: Towns, B&Bs in MA

With 2 weeks, you really have most of NE to consider, not just MA and CT. Just outside boston, consider visiting Concord/Lexington and the DeCordova Museum in Lincoln.

May want to look into Grafton or Dorset, VT. Berkshires run the length of MA so you can look into Williamstown, MA which gives access to No. Berkshires and So Vt and Great Barrington which is in So Berkshires and close to Ct.

Transportation is sparse outside of main amtrak routes along NE coast north of Boston and the NY/Boston line.

From NY, you can take trains into Westchester and visit wonderful little towns like Mt Kisco which is technically not in NE. Really just easier to rent a car for this trip than try to plan it out using trains/buses, etc.

You are offseason so should be able to get some good prices. Not sure if b and b's are so strict on 2 nite minimums at this time of year. Happy Planning.

California
Level Contributor
64 posts
34 reviews
Save Reply
6. Re: Towns, B&Bs in MA

Many thanks for the prompt, helpful, and detailed responses!! We did visit a few places like Grafton and Dorset in VT a couple of years ago and enjoyed it.

Baltimore, Maryland
Destination Expert
for North Conway
Level Contributor
12,068 posts
54 reviews
Save Reply
7. Re: Towns, B&Bs in MA

How about Lake Winni in NH? or Sunapee?

Boston...
Level Contributor
1,574 posts
31 reviews
Save Reply
8. Re: Towns, B&Bs in MA

There are so many beautiful towns such as you describe, all over New England. You might do a search on this forum, or even just look at a few of the many posts about people planning a New England driving itinerary. However, I can also suggest you consider Woodstock, Vermont. It's one of the most beautiful towns in New England. Actually, many many towns in Vermont are really gorgeous and worth a stop. You might also look at the Inn at Shelburne Farms, Vermont, just south of Burlington. It's an amazing property, a preserved gentleman's farm that now uses the great house as the inn. Wonderful animals, large property, magical barn, cheese-making etc.

I agree about Great Barrington -- it is also a charming town, although smaller than Lenox and Stockbridge, I think. Williamstown (the far northern bit of the Berkshires) is very nice and has two art museums.

Sacramento...
Destination Expert
for Sacramento
Level Contributor
1,705 posts
59 reviews
Save Reply
9. Re: Towns, B&Bs in MA

A Californian visiting New England! My Los Angeles born wife always enjoyed our "day trips" when I met her while living in Providence in the late 1990s. Having been born 40 west of Boston, it was an easy fix to go somewhere for a day and show her something new. (which was actually very old) Consider:

the towns of Sandwich, Yarmouth and Barnstable along Route 6A

Jaffrey and Peterborough NH (Our Town, Thornton Wilder)

Chatham, MA- mid/outer Cape

Narragansett, RI

Ivorytown Ct and the Copper Beech Inn

agree on the Red Lion, Stockbridge (fabulous)

Manchester VT , Equinox Resort

Ogunquit, Maine and Wiscassett, Maine

use Hadley and South Hadley as a basis for visting the Springfield, MA area.

The Town green of Concord, MA has some wonderful lodging options

Edited: 28 March 2013, 15:40
California
Level Contributor
64 posts
34 reviews
Save Reply
10. Re: Towns, B&Bs in MA

Thank you for sharing all your helpful tips!! Woodstock was indeed lovely. Haven't yet visited many of the other towns.