Fall Escape

Crisp air, fall foliage, is made even better with fresh apples, pumpkin patches, football,
hiking, and local craft beers. Welcome to fall on the Connecticut Shoreline.


Fall Escape

DAY 1

Your residence for the next 48 hours will be The Homestead, offering unique Madison charm with easy access to beaches, shopping and restaurants, along with our favorite amenities bonfires, s’mores, and bicycles with Nantucket baskets.

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1

Coffee and Scarecrows

Start your morning with coffee and a stroll through downtown Madison. If you’re visiting during October, you’ll enjoy taking in the often “creative” scarecrows that line the streets.

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2

Embrace your Inner Leaf Peeper

Get outside and explore the Shoreline. Our favorite fall spot is Gillette Castle overlooking the Connecticut River.

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3

Pick a Pumpkin

Pumpkins are a fall favorite on the Connecticut Shoreline. Many of our favorite farms don’t just offer a pumpkin patch, but you’ll also find rides, corn mazes, apple cider and everything to celebrate the season.

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4

Yale Football

“Here’s to Good Old Yale” Is it really fall without football? Take in everything the Ivy League has to offer with a game at the Yale Bowl.

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Fall Escape

DAY 2

Spend your day indulging in the autumn’s flavors like fresh, crisp apples and Oktoberfest inspired beers.

1

B.F. Clyde’s Cider Mill

Ready for what’s known as the best sweet cider on Earth? Tucked away on the winding country roads of Old Mystic, Connecticut, B.F. Clyde’s Cider Mill makes cider the old-fashioned way, using the last remaining steam-powered cider mill in the United States.

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2

Apple Picking

Family owned farms, home-made apple pies, apple cider, and fresh crisp apples you can pick on your own. If that doesn’t scream fall, we don’t know what does.

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3

Celebrate Oktoberfest

Did you know that the Connecticut Shoreline is a craft beer destination? Not only offering award winning craft beers, many offer food, dining, tastings, tours and special events.

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4

Catch the Dinner Train

Enjoy dinner while taking in the beautiful autumn views of the Connecticut River all while riding on a restored 1920’s Pullman vintage diesel locomotive.

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