Madison Vacation Packages
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Your Madison Vacation
From its highlights to its hidden delights, this city is best experienced with a Madison vacation package. Find somewhere to stay in Chocorua, which is great for nature, families and views. Make your trip to Madison even more fulfilling by including some sightseeing. King Pine Ski Area, Saco River and Chocorua Lake are some of the big attractions worth exploring. Expedia can help you escape the everyday. Tailor your vacation to Madison to suit your style of travel, whatever that may be.
Top Madison Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Admiral Peary Inn
Price was CA $1,938, price is now CA $1,236 per person
CA $1,236
per person
Jul 26 - Aug 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (49 reviews)
Good price, quiet property. They do state somewhere in their web page that they're no longer a bed and breakfast, it would be better to really put that up front, perhaps take the bed and breakfast sign down from inside the kitchen.
It was nice to have tea and coffee, thank you.
Surprising, but not totally unusual in this day and age to not see a single person from the property, that all contact was done via notes.
Reviewed on Jun 18, 2026
The Meadowmere Resort
Price was CA $3,927, price is now CA $2,570 per person
CA $2,570
per person
Jul 26 - Aug 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Price was good for the amenities offered and location. Our room was just recently renovated.
Reviewed on Jun 22, 2026
Ogunquit River Inn & Suites
Moody
Price was CA $3,264, price is now CA $2,168 per person
CA $2,168
per person
Jul 26 - Aug 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
This ida beautiful hotel close to all beaches, dining, and shopping in ogunquit and wells. It is unique because it sits on a hill. Everything was great. The only reason for 4 stars is all the stairs. Be sure you know where your room is located because you might end up dragging your stuff up and down some steep and lengthy stair cases.
Reviewed on Jun 24, 2026
Dormir
Price was CA $2,024, price is now CA $1,447 per person
CA $1,447
per person
Jul 26 - Aug 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
8.8/10 Excellent! (1,006 reviews)
Clean room. Breakfast selection. Clean facilities. Parking was good.
Reviewed on Jun 22, 2026
Ocean Gate Inn
Price was CA $2,048, price is now CA $1,546 per person
CA $1,546
per person
Jul 26 - Aug 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
What a hidden gem in the area! We loved this beautiful property
Reviewed on Jun 23, 2026
Madison Hotel Deals
Purity Spring Resort
1251 Eaton Rd Madison NH
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Jun 28 to Jun 29
CA $153
CA $204 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (201 reviews)
"Had an AMAZING time at Purity Springs Resort!! Convenient location, great amenities, comfortable and quiet rooms, great dining options at Traditions Restaurant (on site) and cant appreciate the peaceful and tranquil, nice Purity Lake enough. Kayaking on the lake was an incredible experience and we ..."
Reviewed on Jun 15, 2026
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jun 29 to Jun 30
CA $175
CA $224 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (1,105 reviews)
"Nice spacious room!! Staff were accommodating and helpful! Didn’t use the pool or hottub unfortunately, but they were very nice we did stop by to look"
Reviewed on Jun 24, 2026
Swiss Chalets Village Inn
457 Intervale Resort Loop Intervale NH
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jul 9 to Jul 10
CA $99
CA $108 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"A cute cottage feel to the outside of our room and appreciated the balcony to sit on."
Reviewed on Jun 25, 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.
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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.
