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🥾 ActiveWeekend · from Chicago, IL

Indiana Dunes to Harbor Country: Lakeshore Trek

Two days exploring the south shore of Lake Michigan from the Indiana Dunes' wild sand mass to Michigan's Harbor Country art colony — all within 90 miles of Chicago. The lake shapes everything here: the dune ecosystems, the art-gallery beach towns, the wine country inland from the shore.

Day 1 — Indiana Dunes State Park, INDay 2 — Saugatuck, MI
Day 1Indiana Dunes State Park, IN

Day 1Indiana Dunes State Park, IN

🚗 2 hr 25 min driving📍 5 stops
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Morning
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Drive
Chicago, ILIndiana Dunes State Park — Trail 9 & 10
1 hr 5 min8:00 AM9:05 AM
Indiana Dunes State Park — Trail 9
Indiana Dunes State Park — Trail 9
4.7
The 3-mile Trail 9 is the park's best loop — it begins at the parking area, climbs through black oak savanna to the dune ridge at 192 feet, then descends steeply through interdunal wetlands to a mile of Lake Michigan beach. The Dune Succession Trail (1.5 miles, included in the loop extension) teaches plant succession through five distinct plant communities stacked in 500 horizontal feet.
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Lunch
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Drive
Indiana Dunes State ParkMiller Beach — Gary, IN
20 min10:05 AM10:25 AM
Miller Beach
Miller Beach
A small, historically significant lakefront neighborhood in Gary, IN, that has maintained its bohemian character through the city's industrial decline. The beach itself is wide and generally uncrowded; the adjacent Miller Woods is a 250-acre remnant black oak savanna that is one of the finest natural communities in the Chicago region, with a 2-mile trail through interdune ponds and savanna.
🍽️ Lunch11:25 AM
Brewster's in New Buffalo
Brewster's in New Buffalo
A Harbor Country staple on the banks of the Galien River serving fresh whitefish, lobster rolls, and Michigan microbrews on a covered deck — ideal fuel between beach stops.
4.6$Italian restaurant📍 Maps →
4 options · tap to switch
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Afternoon
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Drive
Miller BeachNew Buffalo, MI
1 hr12:25 PM1:25 PM
New Buffalo Beach
New Buffalo Beach
4.6
The southernmost significant beach in Michigan, New Buffalo draws Chicago weekenders who want the Lake Michigan experience without the Indiana Dunes crowds. The beach extends a half-mile along a protected bay; the harbor has boat launches and a breakwater pier walk. The surrounding downtown has improved substantially over the past decade with legitimate restaurants and a covered farmers market.
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Evening
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Harbor Grand Hotel or Lakeside Inn
Stay overnight in New Buffalo or Union Pier — Harbor Grand Hotel sits on the harbor; the Lakeside Inn is a Victorian B&B 5 miles north in Lakeside.
Day 2Saugatuck, MI

Day 2Saugatuck, MI

🚗 3 hr 50 min driving📍 3 stops
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Morning
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Drive
New Buffalo, MISaugatuck, MI
1 hr 5 min8:00 AM9:05 AM
Drive north on I-196 along the Lake Michigan shoreline corridor through Benton Harbor and Holland.
Saugatuck Dunes State Park
Saugatuck Dunes State Park
4.8
A 1,000-acre state park north of Saugatuck with 2.5 miles of undeveloped Lake Michigan shoreline and dunes reaching 200 feet above the lake — some of the tallest on the eastern shore. The challenging North Trail (2.7 miles round-trip) climbs through forested dune slopes to a ridge overlooking the lake; the beach access trail (0.9 miles) is the more direct route to the water.
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Lunch
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Drive
Saugatuck DunesSaugatuck — Butler Street
10 min10:05 AM10:15 AM
Phil's Bar & Grille
Phil's Bar & Grille
4.6
A Saugatuck staple serving dependable pub fare — whitefish, burgers, and Michigan craft drafts — on a covered porch steps from the Douglas marina. Beloved for cold beer after summer on the dunes.
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Evening
The Southerner
The Southerner
4.6
A restaurant in Saugatuck's Masonic Temple building serving Southern-influenced American cooking — smoked meats, Gulf-tradition seafood preparations, and serious cocktails. The smoked pork ribs are the anchor; the bread pudding is made with Michigan blueberries. Saugatuck's restaurant quality has risen significantly; the Southerner represents the high end.
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Drive
The SouthernerChicago, IL
2 hr 35 min6:00 PM8:35 PM
Return via I-196 south to I-94 west to Chicago.
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