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Exploring Middletown, NY in 2 Days

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Day 1: Downtown Exploration

Middletown, NY

8:00AM

Breakfast at Maryann's

Start your day with a delicious breakfast at Maryann's, known for its mouthwatering pancakes and friendly service.
Take a short walk or taxi ride to Maryann's located in the heart of downtown Middletown.
$10, 1 hour

10:00AM

Tour Harness Racing Museum & Hall of Fame

Learn about the history of harness racing at this fascinating museum, showcasing artifacts and interactive exhibits.
Walk to the museum, it's just a few blocks away from Maryann's.
$15, 2 hours

1:00PM

Lunch at Cosimo's

Indulge in a delicious Italian meal at Cosimo's, offering a variety of pasta dishes and wood-fired pizzas.
Walk to Cosimo's for a satisfying lunch.
$20, 1 hour

3:00PM

Shop at Galleria at Crystal Run

Discover a wide range of shops and boutiques at the Galleria, perfect for some retail therapy.
Take a taxi to the Galleria for a shopping spree.
$ varies, 2 hours

6:00PM

Dinner at Limoncello

Enjoy a gourmet dinner at Limoncello, known for its upscale ambiance and delectable Italian cuisine.
Head to Limoncello for a fine dining experience.
$30, 2 hours
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Day 2: Outdoor Adventure

Middletown, NY

9:00AM

Breakfast at Broadway Diner

Start your day with a hearty breakfast at Broadway Diner, a local favorite known for its classic American breakfast options.
Walk or take a taxi to Broadway Diner for a traditional meal.
$12, 1 hour

10:30AM

Hike at Wawayanda State Park

Embark on a scenic hike at Wawayanda State Park, surrounded by lush forests and serene lakes.
Drive or take a taxi to the park entrance, where various trails await.
FREE, 3 hours

2:00PM

Picnic by Wawayanda Lake

Relax by the picturesque Wawayanda Lake and enjoy a picnic amidst nature's beauty.
Find a spot near the lake to unwind and savor your packed lunch.
$10, 2 hours

4:00PM

Explore Wawayanda Beach

Spend the afternoon swimming and sunbathing at Wawayanda Beach, a lovely spot for water activities.
Walk or take a taxi to the beach area for some fun in the sun.
$5, 2 hours

6:00PM

Dinner at Eddie's Roadhouse

End your day with a casual dinner at Eddie's Roadhouse, known for its comfort food and welcoming atmosphere.
Head to Eddie's Roadhouse for a relaxed dining experience.
$25, 1.5 hours
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