East Madison Vacation Packages
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Your East Madison Vacation
The hassle-free way to experience this exciting city is with a tailor-made East Madison vacation package. Stay in the neighborhood of Chocorua, which is great for nature, families and views or go someplace else — our package deals are all about you. There's loads to see during your trip to East Madison, including King Pine Ski Area and Madison Boulder. Stop daydreaming and start traveling. Check out the broad range of options on Expedia today and put your East Madison vacation plans in motion!
Top East Madison Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Kennebunk Inn
Price was CA $1,794, price is now CA $1,502 per person
CA $1,502
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
7.8/10 Good! (754 reviews)
Wonderful atmosphere! Staff was extremely welcoming and pet friendly.
Reviewed on May 3, 2026
Saco Bay Hotel
Price was CA $2,281, price is now CA $1,614 per person
CA $1,614
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
7.6/10 Good! (1,056 reviews)
Breakfast was good, plenty of parking, and this place was extremely clean! You can literally smell the cleanliness when you walk down the hallways. Bed quality was great. I would definitely stay here again! Staff was extremely friendly as well.
Reviewed on May 14, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was CA $4,045, price is now CA $3,175 per person
CA $3,175
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (304 reviews)
It’s a good place to stay when rates aren’t sky high. Paying over $300 a night plus $60 to self park for Portland is ridiculous.
Clean rooms, quiet. The digital key system is a hassle to get working if you’re not using Safari on iOS.
Reviewed on May 13, 2026
The Weldon Hotel
Downtown Portland
Price was CA $3,991, price is now CA $3,280 per person
CA $3,280
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless,
Great location. Would stay here again
Reviewed on Apr 23, 2026
East Madison Hotel Deals
North Conway Grand Hotel
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jun 8 to Jun 9
CA $122
CA $166 total
Jun 8 - Jun 9
includes taxes & fees
8.4/10 Very Good! (1,061 reviews)
"The Grand Hotel is very family friendly. The grounds are beautifully landscaped with a warm welcome leading up to the front door. The staff are equally friendly and helpful. The breakfast was delicious. It is very low key and easy to relax when you're there. The location is also grand. It is located ..."
Reviewed on May 18, 2026
Hampton Inn & Suites North Conway
1788 White Mountain Hwy North Conway NH
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Jun 1 to Jun 2
CA $143
CA $156 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"My toddlers loved it."
Reviewed on May 14, 2026
Comfort Inn & Suites North Conway
2001 White Mountain Hwy North Conway NH
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from May 20 to May 21
CA $151
CA $164 total
May 20 - May 21
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Yes"
Reviewed on May 15, 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.
