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Itinerary Help - Boston & MA Area

United States
Level Contributor
153 posts
Itinerary Help - Boston & MA Area

hi there - we are planning a vacation next Summer driving from IL... here's what we have thought so far, but by no means are we fixed... we have never been to the North East and would welcome some ideas of things we should absolutely do... we are particularly interested in ideas as to what to do around Boston (not inside the city itself).... is it worth heading south to Plymouth, or should we just stick to Concord/Lexington and the city of Boston?

We enjoy history, but did visit Philadelphia, Williamsburg, Jamestown, Yorktown last year.... we also love beautiful scenery and unique, special experiences that we'll remember... we're all ears to any suggestions that you have regarding must sees / must do's :-)

Leave IL - drive to Niagara Falls

Niagara to Cooperstown (hall of fame)

Cooperstown to ??? (lexington/concord??, Plimoth plantation??)

Boston - couple of days, see the historic sights, watch a baseball game

Head up to Acadia for a few days of hiking, biking, whale watching, etc

Travel cross country through the White Mountain National Forest, ending up in Burlington (I know this is extra driving, but the route was suggested and looks beautiful)

Drive up to Quebec City

Toronto, and watch a baseball game

Detroit, and watch a baseball game


Thanks in advance - we sincerely appreciate any ideas that you may have!

11 replies to this topic
Level Contributor
803 posts
95 reviews
1. Re: Itinerary Help - Boston & MA Area

How many days or weeks do you have for the trip? Looks like a lot of fun if you don't rush it. I would suggest 3 full days exploring Boston, plus a day in Lexington and Concord, but also look at the National Park Service map for other places like Salem or Lowell, Mass to see what else might appeal to you, or consider adding the Cape Cod National Seashore if you end up going to Plymouth.

United States
Level Contributor
153 posts
2. Re: Itinerary Help - Boston & MA Area

Hi there - thank you so much for the suggestions... we're planning about 2.5 weeks to do it. We love National Parks Service sites so I'll look into all of your suggestions. Thank you so much :-)

Brooklyn, NY
Level Contributor
352 posts
1 review
3. Re: Itinerary Help - Boston & MA Area

For beautiful scenery and memorable experiences, Acadia is a very good choice. I'd consider other coastal spots too. The Boston Harbor Islands are well worth the ferry ride when you're in Boston. Cape Cod, Martha's Vineyard and Nantucket all have a different kind of coastal beauty than you'll find at Acadia. The Crane estate at Castle Hill in Ipswich MA is unique with its grounds and 'rolling lawn' to the sea, plus the gorgeous beach there. On your way east, the country around Cooperstown is rural and beautiful. Maybe some drives in the Berkshires of Mass too. For beauty in an historic setting consider Deerfield, MA. I haven't been to Plymouth at all. Concord has many historic sites in a beautiful setting but if you're not really going for the history as much as to enjoy the scenery then Concord and Lexington are both more built up and suburban, with more traffic than a quiet location like Deerfield. From Cooperstown you could also swing north, maybe see Saratoga Springs and Lake George, and cross into Vermont on a ferry over Lake Champlain. Then you can visit Burlington and drive through the Green Mountains toward Boston. After Acadia, head right up to Quebec City. It's a beautiful drive through the northern forest of Maine and when you enter Quebec you come out into the open countryside of the St Lawrence valley and it seems like you're suddenly in France. If you do the Vermont to Boston to Maine to Quebec route you can leave the White Mountains out of it; you'll have seen plenty already.

United States
Level Contributor
153 posts
4. Re: Itinerary Help - Boston & MA Area

Wow, thank you so much for all the suggestions! We will look at the map and consider all these options... we can’t thank you enough for offering all the ideas!

Level Contributor
4,858 posts
261 reviews
5. Re: Itinerary Help - Boston & MA Area

A visit to Plimoth Plantation is unique. The downtown area is worth a quick stop, a little longer when the Mayflower returns form its drydock refurbishing.

Acadia deserves no less than 2 full days - note that it's a solid 5-6 hour drive there, so a stop along the southern Maine coast over night might be a good idea.

United States
Level Contributor
153 posts
6. Re: Itinerary Help - Boston & MA Area

thanks so much for the ideas... I also think we're going to really enjoy Acadia, so we'll spend 6 nights there ;_

Level Contributor
4,343 posts
1 review
7. Re: Itinerary Help - Boston & MA Area

Looks as though you like Baseball. You might want to look into what minor league options will be along your route.

The Portland Sea Dogs between Boston and Acadia is one option but I assume there are others along the way. And Portland is a great small city to visit anyway.

Level Contributor
22,416 posts
693 reviews
8. Re: Itinerary Help - Boston & MA Area

Manchester NH has a AA team, the Fisher Cats. Great little stadium

Edited: 09 September 2018, 22:32
Level Contributor
2,584 posts
39 reviews
9. Re: Itinerary Help - Boston & MA Area

You may enjoy our Cape Ann at least for a day trip. You asked for unique scenery. Of course, Acadia is the champion in that category. I think you’ve spotted a lot of good things to see here in New England and Mass.

If you just do Montreal instead of Quebec City you will save a lot of time.

10. Re: Itinerary Help - Boston & MA Area

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