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Of all the favorite times to visit Plymouth, by the nature of its location in New England, I would have to say is September/October, a clear winner, hands down. The weather is very comfortable. The air is cooler and crisp. The foliage is colorful driving all around the town and there is a lot of land in this town so the colors abound. Cranberry bogs are ripe for harvesting and their display of huge crimson acreage along side the roads of Plymouth and the neighboring town of Carver are showing their finest. If you time it right you can actually visit a few bogs in October and watch them being harvested. Great fun and a learning experience for children.
Myles Standish State Forest offers miles and miles of hiking trails, bike trails, and ponds to swim in or canoe. There are also many, many bodies of water in addition to the Atlantic coast that can be used for kayaking, boating, etc. Most of them however are inaccessible for the public. You can however enter Morton Park and kayak from there.
The fishing is excellent in September. The blue fish are fattened from the northern waters and you can catch them as they migrate back southward. Lobster tastes best in any month that ends with the letter “R”. The Lobster Pound in Manomet on Point Road off Rte 3A will cook your lobster and clams for you.
Plimoth Plantation is very busy in this season tending their gardens and readying for the Thanksgiving season. Very pretty gardens to view and standing there overlooking the Eel River is a beautiful site. My favorite time of year to visit the Plantation.
A day trip to Cape Cod is also ideal from Plymouth. It is less crowded on the Cape at this time of year and the beaches are serene for walking.
The other time of year is May. The town trees have opened their buds and the spring colors are beautiful and uplifting. There are colorful shrubs and flowers to be seen in and around the surrounding streets of Plymouth. In addition to the town looking good, the herring are running in the Town Brook. If you start at the beginning of Brewster Gardens, walk over the bridge, continue on the path to the Babbling Brook and on to the stone ladder behind the Jenny Grist Mill, you’ll see thousands of herring waiting their turn to climb the ladder and swim another 3 miles out to Billington Sea where they hatch their eggs. Children love watching this but you have to hit the right weekends for this. It doesn’t last too long. It is usually peak around the last weekend of the month.