Unforgettable 3-Day Road Trip Itinerary in Jackson, NH

Day 1: Explore Jackson

Jackson, NH

8:00AM

Breakfast at The Red Fox Bar & Grille

Start your day with a hearty breakfast featuring local favorites like the Maine Lobster Omelet or classic pancakes, all in a cozy atmosphere.
Located in the heart of Jackson, just a short walk from your accommodation.
USD20, 1.5 hours

9:30AM

Visit the Jackson Falls

Take a scenic stroll to the Jackson Falls, a picturesque cascading waterfall perfect for photos and relaxation.
A 5-minute drive or 15-minute walk from The Red Fox.
Free, 1 hour

11:00AM

Take a Ride on the Conway Scenic Railroad

Experience the breathtaking vistas of the Mount Washington Valley aboard this historic train ride.
Drive to the Conway Scenic Railroad station (about 15 minutes away).
USD40, 2.5 hours

2:00PM

Lunch at Eatta Pita

Grab a delicious and healthy quick bite at Eatta Pita, famous for its fresh Mediterranean pita wraps.
Located less than 10 minutes from the railroad station.
USD15, 1 hour

3:30PM

Explore the Mount Washington Valley

Unwind in the stunning landscape as you hike along one of the many trails, offering views and serenity.
Accessible by car from the lunch spot (about 20 minutes drive).
Free, 2 hours

5:30PM

Dinner at The Inn at Thorn Hill & Peaks

Enjoy a fine dining experience with a menu featuring locally-sourced ingredients and regional cuisine.
A short 10-minute drive from the hiking trails.
USD70, 2 hours
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Day 2: Adventure at Mount Washington

Mount Washington Valley, NH

7:30AM

Breakfast at The Thompson House Eatery

Fuel up with a delicious breakfast made from scratch, with options like savory breakfast bowls and homemade pastries.
Just a 10-minute drive from your lodging.
USD18, 1 hour

8:30AM

Summit Mount Washington

Take the scenic drive up Mount Washington Road to experience the highest peak in the Northeastern U.S. and enjoy panoramic views.
Drive to the entrance of Mount Washington Auto Road (about a 30-minute drive).
USD35 per car, 2.5 hours

11:00AM

Hike the Tuckerman Ravine Trail

For the adventurous, hike the renowned Tuckerman Ravine Trail with stunning views and thrilling terrain.
Trailhead is accessible from the summit area.
Free, 2 hours

1:00PM

Lunch at the Summit Cafe

Recharge at the cafe located at the summit with light snacks, drinks, and sandwiches to keep your energy up.
Available at the summit, no navigation needed.
USD25, 1 hour

2:30PM

Visit the Mount Washington Observatory

Learn about the local weather phenomena and the history of Mount Washington at this fascinating educational center.
Located at the summit area.
USD15, 1 hour

4:00PM

Return to Jackson

Drive back to Jackson to relax after a rewarding day of hiking and exploring.
About 30 minutes back to Jackson.
Free, 30 minutes

5:00PM

Dinner at J-Town Deli & Country Store

Enjoy casual dining with a selection of sandwiches and local beers, perfect for unwinding after your adventure.
Located in Jackson, just a 5-minute drive from your lodging.
USD25, 1.5 hours
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Day 3: Charming North Conway

North Conway, NH

8:00AM

Breakfast at Cafe Noche

Start your day in North Conway with a delightful breakfast of chilaquiles or gourmet pancakes to energize your exploration.
Just a 15-minute drive from Jackson.
USD22, 1 hour

9:30AM

Shopping at Settlers Green Outlet Village

Spend some time browsing through a variety of stores for great deals and unique finds perfect for souvenirs.
A short 10-minute drive from the cafe.
Free to browse, 2 hours

11:30AM

Nature at Echo Lake State Park

Take a leisurely walk or have a picnic at Echo Lake and enjoy the serene beauty of the White Mountains.
About a 15-minute drive from the outlet village.
USD4 (entrance fee), 2 hours

1:30PM

Lunch at The White Mountain Cider Company

Enjoy a farm-to-table meal where seasonal ingredients are crafted into locally inspired dishes.
A 10-minute drive back through North Conway.
USD30, 1.5 hours

3:00PM

Visit the Mount Washington Valley Ski Touring & Snowshoeing Center (seasonal)

For winter visitors, embark on a snowshoeing adventure with guided tours through the stunning snow-covered landscape.
10-minute drive from the restaurant.
USD30, 2 hours

5:30PM

Dinner at Flatbread Company

Wrap up your trip with delicious wood-fired pizzas and local brews in a casual, family-friendly atmosphere.
Located in North Conway, about 5 minutes from the touring center.
USD27, 1.5 hours
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