Madison Vacations

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Find the Best Madison Vacation Packages

Madison Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is ₩364,224 per night from May 21 to May 22
₩364,224
₩484,831 total
May 21 - May 22
includes taxes & fees
Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is ₩200,832 per night from May 25 to May 26
₩200,832
₩252,876 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
The hotel was clean with excellent security. Our room had a wonderful balcony with water views, and the entire staff were cordial and professional. The train museum was quite interesting. I only wished they had more massage salons in the area.

Reviewed on May 16, 2026

Rod 'N' Reel Resort
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is ₩903,071 per night from May 31 to Jun 1
₩903,071
₩993,378 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (385 reviews)
We had yet another wonderful stay, great views, very comfortable. Some areas (primarily outside) would benefit from some paint.

Reviewed on May 14, 2026

Inn at Perry Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.