Need New England Vacation Advice

[Dogmama]

DH and I are planning to do a Bike Vermont trip the end of Sept. We're going to tack on a few days of free time & want to visit smaller NE towns, preferably by the water. I was looking at Gloucester - is that a nice town? It seemed like it would be equidistant to things we want to do, e.g., the smaller towns along the coast of Maine & maybe some inland towns. We're flying out of Boston, so would like to stay around that area.

Any advice on places to go/see/stay? Is Gloucester a good pick? We would like to stay at a B&B if possible. DH is a history buff and I like shopping the smaller local shops, farmer's markets, etc.

Thanks!

[Reesha]

There's a bunch to do in the Gloucester/Salem area. I really like Marblehead and Plum Island is always popular.

[Crankin]

I wouldn't stay in Gloucester. There's good historical stuff to see/do there, but it's kind of a gritty old town...
Lots of beautiful small towns on the north shore: Rockport, Essex, Marblehead, Newburyport. They are all not far apart and you can easily travel to a few in a day. Also close to Portsmouth, NH, and southern Maine, i.e. Ogonquit, Saco, Wells, and Portland.
I'd vote for staying in Newburyport. It's the most northern of the above towns in MA, and central to the places above. I've stayed there and spent time eating/riding there. I've also stayed in Rockport, but that was long before I started riding. Lots of artist stuff, but a little touristy. Newburyport and Portsmouth, NH (as well as Portland, Maine) are much funkier towns, with good restaurants, history, and real people, not just tourists.
When will you be here?
September is generally a beautiful month here.

[eofelis]

I'm from that part of the world. I grew up in Ipswich. My mom is from Gloucester. But I moved away 20 years ago and I don't get back often enough to advise on what the area is like to visit nowadays. I'm sure you'll have a good time though!

[Dogmama]

I wouldn't stay in Gloucester. There's good historical stuff to see/do there, but it's kind of a gritty old town...
Lots of beautiful small towns on the north shore: Rockport, Essex, Marblehead, Newburyport. They are all not far apart and you can easily travel to a few in a day. Also close to Portsmouth, NH, and southern Maine, i.e. Ogonquit, Saco, Wells, and Portland.
I'd vote for staying in Newburyport. It's the most northern of the above towns in MA, and central to the places above. I've stayed there and spent time eating/riding there. I've also stayed in Rockport, but that was long before I started riding. Lots of artist stuff, but a little touristy. Newburyport and Portsmouth, NH (as well as Portland, Maine) are much funkier towns, with good restaurants, history, and real people, not just tourists.
When will you be here?
September is generally a beautiful month here.

Thank you so much!! That is EXACTLY the information I need!! Newburyport looks absolutely perfect! It's 3 hours from our ride in VT (Bridgewater Corners) and not far from lots of little towns. I especially like the "real people" aspect.

We'll be there the end of September. We've done a Bike VT tour and they're really nice. I had never seen New England in the Fall and I was blown away with the beautiful colors. Out here, it's mostly cactus. They don't change colors - just get wrinkled in the drought.

[Crankin]

Dogmama, I never stop appreciating the ever changing natural beauty here, in all seasons. New Englanders are constant complainers about the weather. 23 years of AZ and Florida made me think differently and to want to return to the place I spent my first 15 years.
PM me, and maybe we can meet.

[Reesha]

I always associate the term "wintry mix" with New England Personally, I loved every part of the year... especially the cusp of seasons when there's so much excitement for what's coming. The first snowflakes in October or November and the creeping scent of winter. The slightly burnt scent of autumn as it arrives in late august. The mud of early spring!

Can't say I ever look forward to the first heatwaves though

[Kubla]

Dogmama, I never stop appreciating the ever changing natural beauty here, in all seasons. New Englanders are constant complainers about the weather. 23 years of AZ and Florida made me think differently and to want to return to the place I spent my first 15 years.
PM me, and maybe we can meet.

I'm with you, Crankin. I have lived here my entire life and plan to stay until the show is over. I love the changing seasons and the various activities associated with them. (Heck, sometimes you can get the flavor of 2-4 seasons in one day.)

[7rider]

I wouldn't stay in Gloucester. There's good historical stuff to see/do there, but it's kind of a gritty old town...

HEY!! I lived in Gloucester for 7 years!! Sure, it's blue-collar, working class relative to the hoity-toity blue blood towns surrounding it ("Manchester-by-the-Sea" anyone?? Yeah...I lived in "Gloucester-by-the-Smell" thank you!), but it certainly has its own unique charms. And it can't help but take on a certain "gritty" persona when it's been working hard and taking names since 1623.

That said, if you want B&B's, biking, shopping, and generally hanging out in areas with awesome vibes, anywhere along the North Shore of MA or southern NH and ME will fill your bill. Strawberry Banke in Portsmouth NH is great.
Places other folks have said: Newburyport, Ipswich (try the famous clams!), Rockport. It's all wonderful - especially in the summer and fall. In many ways, I regret leaving. If only....

[GLC1968]

It's all wonderful - especially in the summer and fall. In many ways, I regret leaving. If only....

Ugh, me too (though I do love the PNW)!

If you are a history buff, you have to visit Salem. So much fun stuff to explore there - particularly on foot.

And if you want REAL New England seafood, Woodman's in Essex (if I remember correctly) and Brown's in Seabrook, NH are two of the best 'seafood in the rough' places in all the world!

[Crankin]

No offense,I hope 7 Rider. I really meant that for a vacation, I wouldn't stay there, for the reasons you stated. I've actually done quite a bit of riding there.

[Dogmama]

Ugh, me too (though I do love the PNW)!

If you are a history buff, you have to visit Salem. So much fun stuff to explore there - particularly on foot.

And if you want REAL New England seafood, Woodman's in Essex (if I remember correctly) and Brown's in Seabrook, NH are two of the best 'seafood in the rough' places in all the world!

Thanks! I've always been interested in the witch trials, having pagan leanings & all that. And seafood - thank you for the recommendations! You can imagine, fresh seafood in the desert is a precious commodity. Most seafood has been flash frozen or otherwise abused. I love how the people in Maine eat lobster so casually. Out here, it's a very special occasion!

[eofelis]

("Manchester-by-the-Sea" anyone?? Yeah...I lived in "Gloucester-by-the-Smell" thank you!),

LOL....."Manchester-by-the-Sea," "Gloucester-by-the-Smell" and "Magnolia-by-the-dump."

LOL

[Dogmama]

Thanks everybody & keep the suggestions coming if you have some! I'm copying all of them to take with me.