The Berkshires Weekend Getaway

Day 1

7:30 AM

Depart NYC

Your rental car arrives—just pack up and go.

9:30 AM

Breakfast

Grab a sandwich or pastry from Wilson’s. Eat it or enjoy it at a picnic table in your next destination.

10:30 AM

Kent Falls State Park

A peaceful 30-minute hike along a scenic trail with stunning waterfalls.

12:30 PM

The Mount

Arrive in Lenox, MA and tour of Edith Wharton’s estate.

2:00 PM

Lunch

Options: French-inspired Bistro Zinc or cozy Shots Cafe.

3:00 PM

Drive to Williamstown

Stop by Guido’s Fresh Marketplace for snacks and fresh coffee. Your room awaits with a mini fridge for all your finds.

4:30 PM

Check In

Settle in at Williams Inn for two nights of comfort and relaxation.

7:00 PM

Dinner

You did enough driving today. Dine at The Barn Kitchen + Bar, conveniently located at your hotel.

Day 2

8:00 AM

Cascade Trail

Start the day with a refreshing 2 mile hike to picturesque waterfall.

10:00 AM

Breakfast

Check out Tunnel City Coffee for locally roasted coffee and light bites.

11:00 AM

Clark Art Institute

Immerse yourself in 19th century art and stroll the scenic grounds.

1:30 PM

Lunch

Head to Trail House Kitchen + Bar and savor farm-to-table dishes.

3:00 PM

Mass MoCA

Explore contemporary masterpieces housed in a transformed 19th century factory.

6:30 PM

Dinner

Enjoy modern Mediterranean cuisine featuring local, seasonal products at Mezze Bistro + Bar.

8:00 PM

Wind Down

Grab a drink at The Barn and reflect on the your amazing adventure. More to come tomorrow.

Day 3

8:00 AM

Breakfast

Enjoy a leisurely breakfast at The Barn.

9:00 AM

Natural Bridge State Park

Make a quick stop to check out this abandoned marble quarry.

10:30 AM

Hilltop Orchards

While starting the drive back to NYC, pick up fresh local apples and cider.

12:30 PM

Lunch

Stop for a tasty meal at Bridge View Tavern in Sleepy Hollow.

1:30

Kykuit, the Rockefeller Estate

Explore the grand estate, including the mansion, exquisite gardens, and impressive art collection.

4:00 PM

Return

Time to drive back to the city, rental car will be picked up from your apartment. Relax and unwind from your effortless adventure.

Please Note: This itinerary is just a sample of the personalized experiences Sylvain Travel offers. Each itinerary is fully customized to match your interests, preferences, and budget. During the itinerary research and development process, you’ll receive tailored options for each activity, meal, and accommodation, with the opportunity to provide feedback to ensure the itinerary aligns with your vision. Our services include the seamless booking of accommodations, activities, rental cars, and dinner reservations, so you can enjoy a stress-free, curated adventure.

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