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Woodstock, Salem, Boston

4 day itinerary

Woodstock, Salem, Boston

Personalized with:RomanticFoodPumpkinLeavesWaterfalls

Itinerary

Day 1: Woodstock

Start your romantic getaway in the charming town of Woodstock. Begin your day with a leisurely stroll through the town center, admiring the quaint shops and historic buildings. Stop by the to pick up some delicious local treats for a picnic later.

For lunch, head to the , where you can enjoy a delicious meal paired with their handcrafted beers. Afterward, take a scenic drive to the nearby , known as the "Grand Canyon of Vermont." Marvel at the breathtaking views and snap some romantic photos together.

In the afternoon, visit the , a working dairy farm that offers a glimpse into Vermont's agricultural heritage. Take a romantic walk through the farm's picturesque grounds and learn about the farm's history.

End your day with a romantic dinner at the , located in a restored mill overlooking the Ottauquechee River. Indulge in their farm-to-table cuisine while enjoying the mesmerizing views of the waterfall.

Day 2: Salem

After a scenic drive, arrive in the bewitching town of Salem. Start your day with a visit to the , where you can learn about the infamous witch trials that took place in the late 17th century. Explore the museum's exhibits and gain insight into the history and culture of Salem.

For lunch, head to the , a cozy seafood restaurant known for its fresh and delicious lobster dishes. Savor the flavors of New England while enjoying the romantic ambiance.

In the afternoon, take a stroll through the historic streets of Salem, admiring the beautifully preserved colonial architecture. Visit the , made famous by Nathaniel Hawthorne's novel, and explore its stunning gardens.

As evening approaches, embark on a romantic sunset cruise along the Salem Harbor. Enjoy the breathtaking views of the coastline and the colorful autumn leaves as you sail together.

Day 3: Boston

Today, venture into the vibrant city of Boston. Start your day with a visit to the , where you can take a romantic swan boat ride on the tranquil lagoon. Admire the vibrant fall foliage and the stunning views of the city skyline.

For lunch, head to , a bustling marketplace filled with a variety of food stalls. Indulge in some local delicacies, such as clam chowder or lobster rolls, while enjoying the lively atmosphere.

In the afternoon, explore the historic , a 2.5-mile trail that takes you through 16 significant historical sites. Walk hand in hand as you learn about the city's rich history and visit iconic landmarks like the Paul Revere House and the Old North Church.

As the sun sets, head to the , a romantic restaurant located on the 52nd floor of the Prudential Tower. Enjoy a candlelit dinner with panoramic views of the city, including the stunning fall foliage.

Day 4: Waterfalls and Pumpkin Picking

On your final day, immerse yourselves in the beauty of nature. Start by visiting the nearby White Mountains in New Hampshire, known for their stunning waterfalls. Take a scenic hike to popular waterfalls like or , where you can enjoy the mesmerizing sights and sounds of cascading water.

Afterward, make your way to a local pumpkin patch, such as the in Hampton Falls. Spend the afternoon picking out the perfect pumpkins together, enjoying hayrides, and indulging in seasonal treats like apple cider donuts.

As the day comes to an end, find a cozy spot to have a romantic picnic surrounded by the colorful fall foliage. Reflect on your memorable trip and savor the last moments of your romantic getaway.

Remember to check the opening hours and availability of attractions and restaurants in advance, as they may vary depending on the season and current circumstances. Enjoy your trip!

Places of interest

Woodstock Farmers' Market Woodstock, Salem, Boston

Woodstock Farmers' Market

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Woodstock Inn & Brewery Woodstock, Salem, Boston

Woodstock Inn & Brewery

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Quechee Gorge Woodstock, Salem, Boston

Quechee Gorge

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Billings Farm & Museum Woodstock, Salem, Boston

Billings Farm & Museum

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Simon Pearce Restaurant Woodstock, Salem, Boston

Simon Pearce Restaurant

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Salem Witch Museum Woodstock, Salem, Boston

Salem Witch Museum

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Lobster Shanty Woodstock, Salem, Boston

Lobster Shanty

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House of the Seven Gables Woodstock, Salem, Boston

House of the Seven Gables

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Boston Public Garden Woodstock, Salem, Boston

Boston Public Garden

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Quincy Market Woodstock, Salem, Boston

Quincy Market

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Freedom Trail Woodstock, Salem, Boston

Freedom Trail

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Top of the Hub Woodstock, Salem, Boston

Top of the Hub

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White Mountains (New Hampshire) Woodstock, Salem, Boston

White Mountains (New Hampshire)

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Arethusa Falls Woodstock, Salem, Boston

Arethusa Falls

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Diana's Baths Woodstock, Salem, Boston

Diana's Baths

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Applecrest Farm Orchards Woodstock, Salem, Boston

Applecrest Farm Orchards

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