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New Buffalo & Buchanan · 1 night · 36 holes

Chicago to New Buffalo Golf Weekend

Cross into Michigan for The Woodlands at Whittaker, stay on New Buffalo’s harbor, and play Brookwood in Buchanan before heading home.

Chicago-area golfers looking for two Michigan rounds and one night away.

See the scheduleSee what it costs

Day by day

Sample start times in Eastern time. Confirm availability with each course.

  1. Saturday · Chicago to New Buffalo

    11:30 am ET · 18 holes

    The Woodlands Course at Whittaker

    12578 Wilson Rd, New Buffalo, MI

    Leave downtown Chicago around 8:00 am CT for an 11:00 am ET target arrival, allowing two hours on the road. Start earlier if traffic is heavy.

    Allow 1½–2 hours of driving from downtown Chicago via the I-94 corridor, plus the one-hour clock change.

    Tee times for The Woodlands Course at Whittaker Course Guide for The Woodlands Course at Whittaker

    Allow up to five hours for golf. The harbor hotel is about 10–15 minutes from the course. Check in after golf and have dinner by the marina.

  2. Sunday · Buchanan and home

    9:30 am ET · 18 holes

    Brookwood Golf Course

    1339 Rynearson Rd, Buchanan, MI

    Check out before golf. Allow up to five hours and keep the return flexible.

    Allow about 40–45 minutes from the hotel.

    Tee times for Brookwood Golf Course Course Guide for Brookwood Golf Course

    Allow roughly 2–2½ hours from Brookwood to downtown Chicago. Leaving at 3:00 pm ET puts a typical arrival around 4:00–4:30 pm CT, before extra traffic delays.

Your route

Downtown Chicago is the road-time reference. The suggested starts in Michigan use Eastern time.

  1. Downtown Chicago
  2. The Woodlands Course at Whittaker
  3. Marina Grand Resort
  4. Brookwood Golf Course
  5. Return to downtown Chicago

Drive times are rounded road-route estimates. Allow extra time for traffic and check-in.

Open route in Google Maps

What it might cost

Golf prices are published references per golfer. Ask the hotel for the total price and check the holiday and cart terms for your dates.

The Woodlands Course at Whittaker

$99 · Standard Fri–Sun daytime 18 holes · 2026 reference

Cart included. The published rate sheet lists separate holiday and spring/fall rates and a 14-day booking window.

Published rate for The Woodlands Course at Whittaker
Brookwood Golf Course

$49 · Standard weekend 18 holes riding · Rate year unspecified

The course lists higher rates for certain holiday weekends. Confirm the price for your date.

Published rate for Brookwood Golf Course

Golf references exclude lodging, food, transportation and any unlisted fees or taxes. Sources checked November 14, 2026.

Timing and daylight

Use a nonholiday weekend from late spring through early fall. Chicago uses Central time, while both Michigan courses and the hotel use Eastern time. Turn the clock forward one hour on the way out and back one hour on the return.

Where to stay

New Buffalo harbor

Marina Grand Resort

One night on the marina. Choose a weekend when single-night reservations are available or price another New Buffalo hotel.

Away from the course

  • Bentwood Tavern

    Marina-side dinner at the hotel. Check hours and table availability.

If plans change

If the Chicago departure slips, keep the harbor overnight and book only the Sunday round.

Check Brookwood Golf Course Find My Round

Make it happen

Check Whittaker’s booking window and the hotel’s minimum stay for your dates, then book Brookwood. Use Eastern time for both golf reservations.

Customize in Trip Planner

Book and pay directly with each course or hotel.