Daily I receive emails about great prices on flights across the US. One day in early August I jumped on roundtrip tickets from Dallas to Boston and it clicked! October + Massachusetts = a visit to SALEM!
I quickly joined a few facebook groups on Salem, MA to learn about the must-sees & stays. Luckily I was still early enough to find availability at The Hotel Salem on Essex and what a great location that choice was. After arriving at Boston-Logan Airport, we used a pre-booked car service called BeDriven. They were waiting for us at baggage claim and dropped us in Salem about 40 minutes later. The Hotel Salem is located on Essex Street in the center of the ‘the pedestrian mall‘, so any car service has to drop you at one of the two ends of the mall, but the hotel is just a 2-minute walk from either end into the center of the mall.
The location is beyond perfect and in the absolute center of all the action! Within a 5 to 15-minute walk West you have The Witch house,
Special to The Hotel Salem is a rooftop restaurant and bar and a basement bar. Some of the other local hotel choices would be the Hawthorn Hotel or the Salem Waterfront Hotel to the East of the pedestrian mall, while to the West would be the Salem Inn. We arrived on the 30th of October, had the afternoon to explore to the West of our hotel and took our trolley tour with Gallow Hills that night.
The crowds were light to medium on the 30th (a Tuesday). On the 31st we explored East of the Hotel, avoided areas that were really crowded (saving those for the next day), attended a magic (mentalist) show in the early evening and watched the firework show from the rooftop in the later evening. The crowds were medium and grew to heavy on the 31st (a Wednesday). Overall I found the 31st in Salem family friendly as long as you keep in mind that the evening is Salem’s Mardi Gras. Lots of Police on the streets and clearly the city was organized and ready for the crowds. Our hotel allowed us on the roof for the 15-minute firework show, but that was an exception as the area is 21 and up. On the 1st we went back to the crowded areas (like the Burying Point Cemetary) and had the place to ourselves.
The lack of crowds on the 1st was GREAT for my photography of the area and buildings, but several restaurants and shops took the day off so may not be ideal if you missed them the day before. The 3 days we booked for the area were the perfect choice for our needs, to celebrate Halloween in Salem, and to also see the local history and landscape. If you were an adult only group seeking the Halloween-Witch vibe you may prefer to arrive on the 29th and depart the 1st to have more time to see the town of Salem in its full Halloween action.
On the 2nd, our trip took us down to Hyannis, MA. We had been studying the Mayflower, Pilgrims and historical settlement of America, so it was a natural progression to transition from Halloween and Salem to the time of Thanksgiving and Plymouth. Honestly, I didn’t know beforehand how hands-on, beautiful and well organized Plymouth would be. We learned about a place called Plimoth Plantations.
I went online and purchased the package of tickets (3 places) for Plimoth Plantations, Plimoth Grist Mill and the ‘What would you do experience?’. At Plimoth Plantations, you experience a living history Museum set in 17th century Plymouth. Actors play the rolls as if you are in that time. The environment was built as it would have existed in 1627. These photos below in circles are from a postcard set I purchased in Plymouth. Click each circle for photo descriptions and details.
The setting is 7 years after landing on ‘Turtle Island’ which is what the Wampanoag called ‘America’. When you first arrive you watch a brief video explaining the experience and getting a little back history. You head out on the trail and first visit a Wampanoag site. A winter house, a summer house and the making of a canoe. Wampanoag natives are on site to talk to you about their lives. Fascinating insight about things like how the English thought they had ‘magic fires’ because their wood didn’t smoke and pop, but it was because the natives new to only burn seasoned wood or their homes would be filled with smoke. Their society was Matriarchal…but because the English were a Patriarchal society they felt more comfortable talking to sons or brothers of the female chief and recorded history to reflect that.
After spending time with the tribe, we moved on to the 17th-century colonialist’s village. Here you could enter any of the homes, talk to the inhabitants and learn about their lives. These people came mainly for two reasons. They were fleeing for religious freedom or for better work/financial opportunities in their lives. They committed to 7-year labor contracts in exchange for 20 acres of land. The contract term and amount of land could vary but that was the general arrangement. Jobs were scarce and the opportunity at land ownership was small in England, so making this incredible journey to the new colonies gave them a shot at both. Half of the original settlers died the first winter, but numbers steadied after that and more colonialists joined the following years.
After the Plimoth Plantation, we left and headed about 10 minutes into downtown Plymouth. We parked at the Plimoth Grist Mill where we learned how a Grist Mill works to make cornmeal. Awesome place that not only manages the actual production of product for local eateries but shares the knowledge of the process for educational purposes.
From there you can take a 10-minute walk to town for lunch at a pub, tavern or cafe OR hike 10 minutes down a lovely path towards the waterfront experience and Plymouth Rock.
We opted for lunch first at Will & Co Cafe and then on to the ‘What Would You Do?’ waterfront experience.
There we played a character on the Mayflower and followed a storyline to learn about their life. We took in gorgeous views from the Plymouth pier and found Plymouth Rock and the Pilgrims Memorial all in the area too.
We took the pathway back towards the Mill and our car through Jenney Pond Park adorned with gorgeous fall foliage and a babbling brook. Plymouth is a JEWEL and a must visit for any history loving family.
We lucked out in finding a Whale Watching tour that was running its last voyage for the season on Sunday the 4th.
We rode a 128 ft speedboat traveling about 30 knots (35mph) out of Cape Cod Bay just past Provincetown, MA.
This journey was about an hour out to sea and brought us to a spot where a few whale families were feeding before they leave the area for warmer waters. Several whales passed the boat and gave us their signature out-of-water tail flips.
We love boats and water and the whale sightings made it a special journey. We were back in the harbor just after 1pm, so we took the afternoon to drive all the way around the Cape to Provincetown. We made several stops along the way at scenic and beach lookouts.
We found the most beautiful, gothic memorial out in Provincetown, The Pilgrim Memorial.
We climbed to the top and took in the 360-degree views of the area just before sunset.
Then we made the hours drive back to Hyannis to our cozy hotel, Courtyard by Marriott. The Courtyard was just what we needed, good quiet night’s sleep, friendly helpful staff (Hi James!), on-site breakfast and a place for me to do a load of laundry while Sebastian swam in the warm pool. I really contemplated trying to find a day to head over to Nantucket or Martha’s Vineyard, but it just didn’t happen this trip…so I guess I am forced to return. 😉
On Monday, the 5th, we took the morning easy, packed up and made the trip back to Boston. We checked into the Sheraton in Copley Square, turned in our rental car and walked around Boston Common & Chinatown.
We enjoyed eating Hot-Pot at Shabu Zen (Thanks, Sherry!). Sebastian cooked the meats in a Miso Soup and I cooked the vegetables in a Spicy Thai Soup. We loved the fish paste and avocado smoothie too!
Tuesday, the 6th, was our final full day. We took a Duck Tour with Scott Milk. It was funny, entertaining and full of history and tidbits about Boston.
After we launched into the Charles River, Sebastian had the opportunity to drive the vessel a portion of the way.
After the tour, we grabbed a bit to eat and explored around Copley Square. We were starting to hit a wall of walking/trip fatigue and I wished we could have walked the Freedom Trail, we just didn’t have 2 and a half more miles in us. We went up into the Skywalk Observatory, but low clouds had come into the area and really diminished the visibility, so we made our way back to the hotel and spent the evening swimming & dining. We really enjoyed the location of the Sheraton. It is connected internally with a shopping mall, so despite the rain and cold, we could walk from our room and straight down to the mall and restaurants.
My favorite part of the trip was Plymouth. It was a wonderful, beautiful surprise and I loved the way our trip transitioned from Salem at Halloween to Plymouth in November (honoring Thanksgiving). I highly recommend this trip to anyone with a passion for history, education and fall foliage!
If you have Instagram and want to see our stories from the trip, look here at Salem, Plymouth, The Cape, and Boston. All the professional pictures I shot on the trip are HERE on LoveCameraEarth.com. If you want assistance planning a get-away to Massachusetts, email me at bookit@CraftTheTravel.com.
Natalie, Founding Author
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