Bed & Breakfasts

Madison offers great bed and breakfasts that will put you in the mood and relieve that everyday stress. Some have old world style and are filled with antiques; some are brand new with gorgeous views; some are grand historic homes with beautiful architecture. Each offers a special experience and small town charm. Stay at a winery just out of town or choose from several bed and breakfasts right on Madison's historic Main Street. Let our local innkeepers pamper you!

Ayers' Windy Hill Bed & Breakfast

Country peace, edge of town, river view, internet. Perfect girlfriends & family retreat.

ADDRESS 340 Thomas Hill Road
PHONE 812-265-5284

Windy Hill Bed & Breakfast

Azalea Manor Bed & Breakfast

Antebellum with southern charm & hospitality, hot breakfast, verandas & gardens, packages. WIFI

ADDRESS 510 W. Main Street
PHONE 812-274-4059

Azalea Manor Bed & Breakfast

Broadway Manor

Stay in one of Madison’s beautiful downtown homes.

ADDRESS 409 W. First Street
PHONE 812-265-2346

Hendricks-Beall Home Bed & Breakfast

Grand old home! Complete B&B experience right on Main Street.

ADDRESS 620 West Main Street
PHONE 812-273-8430

Iron Gate Inn

Downtown historic home, side galleries overlook lovely gardens, candlelight breakfast.

ADDRESS 708 E. Main Street
PHONE 812-273-8959

Iron Gate Inn

Madison Vineyards Estate Winery Bed & Breakfast

Vineyard views, private baths, full breakfast, WIFI, packages. Minutes from downtown.


Wine Lovers Package
Lost Weekend Package
Girls Get Away Package
Romantic Getaway Package

ADDRESS 1460 E 400 N
PHONE 812-273-6500 or 888-473-6500

Madison Vineyards Bed & Breakfast

Rose Cottage Bed and Breakfast

Private romantic two room cottage, 10 miles north of Madison. Open Apr-Dec

ADDRESS 4993 E Canaan Main Cross St.
PHONE 812-839-3781

Rose Cottage Bed and Breakfast

2 Sisters Bed & Breakfast

Experience the newest in luxury accommodations in the heart of historic Madison, Indiana. Step back in time as you enter the beautiful Federal Italiante home, now run as 2 Sisters Bed & Breakfast. Enjoy our lovely B&B and comfy rooms, each decorated to reflect the golden age of the Roaring 20s. 2 Sisters is perfect for the weekend break or a leisurely mid-week holiday.

ADDRESS 618 E. Second St.
PHONE 812-265-5528

2 Sisters Bed & Breakfast