Madison Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
Price was CA $1,198, price is now CA $1,122 per person
CA $1,122
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Manchester (MHT)
7/10 Good! (1,003 reviews)

Hotel Coolidge

Hotel Coolidge

3 out of 5
Price was CA $1,266, price is now CA $1,177 per person
CA $1,177
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Manchester (MHT)
8.2/10 Very good! (1,007 reviews)

Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

2.5 out of 5
Price was CA $1,204, price is now CA $1,123 per person
CA $1,123
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Manchester (MHT)
8.6/10 Excellent! (1,003 reviews)
Great hotel. Close to everything.

Reviewed on Nov 5, 2026

Six South St Hotel

Six South St Hotel

2.5 out of 5
Price was CA $1,564, price is now CA $1,496 per person
CA $1,496
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
9.4/10 Exceptional! (1,004 reviews)

Inn at Clearwater Pond (Quechee)

Inn at Clearwater Pond (Quechee)

3.5 out of 5
Price was CA $1,491, price is now CA $1,432 per person
CA $1,432
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Manchester (MHT)
9.4/10 Exceptional! (62 reviews)
We loved this 200-year-old farmhouse. Tina was friendly and helpful. She literally provides everything you could possibly need. The location is perfect as it's close to so many attractions. The entire house is beautifully decorated, and the ample grounds are prefect for walking and viewing the beautiful sunsets! Will definitely be going back here again!

Reviewed on Oct 24, 2026

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Madison Hotel Deals

Purity Spring Resort

Purity Spring Resort

2 out of 5
1251 Eaton Rd Madison NH
Get rates
Purity Spring Resort
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court North Conway NH
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Nov 15 to Nov 16
CA $148
CA $193 total
Nov 15 - Nov 16
includes taxes & fees
North Conway Grand Hotel
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway North Conway NH
The price is CA $138 per night from Nov 21 to Nov 22
CA $138
CA $150 total
Nov 21 - Nov 22
includes taxes & fees
North Conway Mountain Inn
See all 2,666 properties in Madison
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Madison attractions

beach near Lyman Town Forest

Why not spend a lazy afternoon at beach near Lyman Town Forest during your trip to Madison? Amble around the area's lakeside or visit its shops.
See properties

Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from CA $1,122 on Expedia for your Madison escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
March, April and November are great times to look for cheap Madison vacation packages. Travelling in less busy months means you can generally find better prices on accommodations and flights.
How many days is enough for Madison?
Madison vacations can be short or long, but to really get a feel for this destination, we reckon 2 days is a good ballpark. In this timeframe, you can fit in headline attractions like Conway Station and Conway Lake and seek out some hidden gems. Don't miss out on cool neighbourhoods such as Chocorua and Eaton either. If you plan wisely, you can even allow for a day trip from Madison too.
How to find the best Madison package deals?
Start your search for a Madison package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Madison package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Madison escape off to a flying start.
Is it cheaper to book a Madison vacation as a package?
You can enjoy significant savings on your next Madison getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Madison?
Score amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Madison trip.
How to plan a trip to Madison?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Madison.
  2. Plan your budget wisely: As well as the cost of your hotel, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that could arise during your trip to Madison.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Madison. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the right Madison vacation package for you.

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