
Madison Vacations from $425
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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.
The Latest Madison vacation packages
Price found within the past 48 hours. Click for updated prices.

Nonantum Resort
Save 100% on your flight
Price was $617, price is now $425 per person
$425
per person
Nov 7 - Nov 10
found 21 hours ago
Roundtrip flight included
Nashville (BNA) to Portland (PWM)
9.2/10 Wonderful! (802 reviews)
The stay was amazing, only issue we had was that the walls were very thin and there were hardwood floors. Heard everything going on around us including the person in the room above us on the first night walking back and forth and continuously turning the bath faucet on and off for hours until past 2 am. Kept us awake most of the night.
Reviewed on Oct 6, 2025

Cliff House Maine
Save 100% on your flight
Price was $1,122, price is now $729 per person
$729
per person
Nov 7 - Nov 10
found 21 hours ago
Roundtrip flight included
Nashville (BNA) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
Beautiful clean room with the most amazing views! Staff is very friendly and shoutout to Mark and Mariam for welcoming my kids with some fun snacks after our long trip to get here! Words can’t describe our experience at the Cliff House.. just WOW!
Reviewed on Oct 4, 2025


Kennebunkport Captains Collection
Price was $1,124, price is now $901 per person
$901
per person
Nov 14 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
9.4/10 Exceptional! (622 reviews)
Quaint, historical, friendly and helpful staff. Loved our stay here!
Reviewed on Oct 7, 2025

The Weldon Hotel
Downtown Portland
Price was $1,042, price is now $847 per person
$847
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
9.8/10 Exceptional! (79 reviews)
Great spot, large space, cool design, clean, easy to walk all over town.
Reviewed on Oct 1, 2025
Madison Hotel Deals

Purity Spring Resort
1251 Eaton Rd, Madison, NH
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $107 total per night from Oct 21 to Oct 22
$107 total
Oct 21 - Oct 22
Total with taxes and fees
8.6/10 Excellent! (182 reviews)
"Great location, camp rooms need updating"
Reviewed on Oct 2, 2025

North Conway Mountain Inn
2114 White Mountain Highway, North Conway, NH
$89 nightly
The price is $97 total per night from Oct 26 to Oct 27
$97 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (1,126 reviews)
"Great place! So nice + clean! Friendly staff! Shopping is all around + the views of the mountains are gorgeous!!!"
Reviewed on Oct 7, 2025

North Conway Grand Hotel
72 Common Court, North Conway, NH
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $155 total per night from Nov 6 to Nov 7
$155 total
Nov 6 - Nov 7
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"The room was clean,but I found the bed very uncomfortable. The mattress was very hard."
Reviewed on Oct 2, 2025
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.
Madison Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 2,100 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Cranmore Mountain Resort, Kahuna Laguna and Echo Lake State Park |
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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.