Madison Vacation Packages
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Your Madison Vacation
The easiest way to experience this exciting city is with a custom-made Madison vacation package. Base yourself in the neighborhood of Downtown Cambridge, which is good for bars and pubs, culture and cafes or go someplace else — our packages are all about you. There's plenty to put on your must-see list during a trip to Madison, beginning with leading attractions such as Harriet Tubman Underground Railroad National Historical Park and Spocott Windmill. Whatever your travel plans or budget, organizing your ultimate tailored Madison vacation is easy with Expedia.
Top Madison Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sahara Motel
Downtown Ocean City
Price was CA $1,751, price is now CA $1,404 per person
CA $1,404
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
7.6/10 Good! (568 reviews)
What I disliked was the bathtub drain did not work well at all, in fact to take a 10 minute shower the tub fills with dirty water and takes a half hour to drain out. The room overall was decent but poorly cleaned and maintained.
Reviewed on Jun 18, 2026
Fenwick Shores, Tapestry Collection by Hilton
Price was CA $2,492, price is now CA $1,967 per person
CA $1,967
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
9.4/10 Exceptional! (770 reviews)
Rooms were spacious and very clean. Staff was very courteous
Reviewed on Jun 11, 2026
Lankford Hotel and Lodge
Downtown Ocean City
Price was CA $1,813, price is now CA $1,458 per person
CA $1,458
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8.6/10 Excellent! (645 reviews)
Fabulous vintage hotel right on the beach and close to everything. It seemed like there were a lot of different room options - I stayed in the one bedroom apartment and it was a great stay! Very helpful and friendly staff! And it’s quiet! I would stay here again!
Reviewed on Jun 16, 2026
Princess Royale Oceanfront Resort
North Ocean City
Price was CA $2,317, price is now CA $1,885 per person
CA $1,885
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8.8/10 Excellent! (2,455 reviews)
Love this place! Highly recommend!
Reviewed on Jun 15, 2026
Ocean Terrace Family Apartments
Downtown Ocean City
Price was CA $1,901, price is now CA $1,559 per person
CA $1,559
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8/10 Very Good! (32 reviews)
Great location and easy parking
Reviewed on Jun 17, 2026
Madison Hotel Deals
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is CA $422 per night from Jul 6 to Jul 7
CA $422
CA $546 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"My family and I had a wonderful experience. We will definitely go back. The whole property is clean. All employees that I encountered were helpful and courteous. The breakfast is okay. The sausage was overcooked; other than that, they have good selections. There are a lot of activities on the property. ..."
Reviewed on Jun 18, 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Jun 21 to Jun 22
CA $214
CA $280 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Wanna check in I was initially placed in the room with a window that was blocked on the outside so no view. I called spoke with management. They quickly moved me to a room that gave me a view of the river, but not the beach."
Reviewed on Jun 16, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is CA $939 per night from Jul 1 to Jul 2
CA $939
CA $1,033 total
Jul 1 - Jul 2
includes taxes & fees
9.6/10 Exceptional! (390 reviews)
"It was a wonderful stay. The rooms were clean, the staff helpful and the food marvelous. I intend to visit again!"
Reviewed on Jun 8, 2026
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.
Stay near popular Madison attractions
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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.
