🥾 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 1 — Indiana Dunes State Park, IN
Day 1 — Indiana Dunes State Park, IN
🚗 2 hr 25 min driving📍 5 stops
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Morning
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Drive
Chicago, IL → Indiana Dunes State Park — Trail 9 & 10
1 hr 5 min8:00 AM → 9:05 AM
Indiana Dunes State Park — Trail 9
★ 4.7The 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.
9:05 AM📍 See location
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Lunch
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Drive
Indiana Dunes State Park → Miller Beach — Gary, IN
20 min10:05 AM → 10:25 AM
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.
10:25 AM📍 See location
🍽️ Lunch11:25 AM
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 options · tap to switch
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Afternoon
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Drive
Miller Beach → New Buffalo, MI
1 hr12:25 PM → 1:25 PM
New Buffalo Beach
★ 4.6The 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.
1:25 PM📍 See location
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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 2 — Saugatuck, MI
Day 2 — Saugatuck, MI
🚗 3 hr 50 min driving📍 3 stops
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Morning
🚗
Drive
New Buffalo, MI → Saugatuck, MI
1 hr 5 min8:00 AM → 9:05 AM
Drive north on I-196 along the Lake Michigan shoreline corridor through Benton Harbor and Holland.
Saugatuck Dunes State Park
★ 4.8A 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.
9:05 AM📍 See location
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Lunch
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Drive
Saugatuck Dunes → Saugatuck — Butler Street
10 min10:05 AM → 10:15 AM
Phil's Bar & Grille
★ 4.6A 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.
10:15 AM📍 See location
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Evening
The Southerner
★ 4.6A 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.
5:00 PM📍 See location
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Drive
The Southerner → Chicago, IL
2 hr 35 min6:00 PM → 8:35 PM
Return via I-196 south to I-94 west to Chicago.
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