Madison Vacations from $536

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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.
The Docent's Collection
The Weldon Hotel
Cliff House Maine
Portland Harbor Hotel
The McKernan Inn
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Madison Hotel Deals

Purity Spring Resort

Purity Spring Resort

2 out of 5
1251 Eaton Rd, Madison, NH
$99 nightly
The price is $107 total per night from Aug 19 to Aug 20
$107 total
Aug 19 - Aug 20
Total includes taxes and fees
8.6/10 Excellent! (159 reviews)
"Nice restaurant on locations,"

Reviewed on Aug 18, 2025

Purity Spring Resort
Charming Standalone Home, Close to Sandy Beach w 2 Kayaks

Charming Standalone Home, Close to Sandy Beach w 2 Kayaks

Madison
10/10 Exceptional! (6 reviews)
Relaxing
"We enjoyed our stay at Eidelweiss. The house was perfect for me and my adult son. It was very clean and had everything we needed. We didn’t use the grill because it was very dirty and rusty looking. But the kitchen has everything you need to cook meals. It is a very quiet area. And close to little ..."

Reviewed on Aug 4, 2024

Charming Standalone Home, Close to Sandy Beach w 2 Kayaks
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway, North Conway, NH
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $107 total per night from Aug 24 to Aug 25
$107 total
Aug 24 - Aug 25
Total includes taxes and fees
8.6/10 Excellent! (1,104 reviews)
"Affordable place to stay that was convenient to all the offerings of North Conway NH"

Reviewed on Aug 18, 2025

North Conway Mountain Inn
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.

Things to do near Madison

Madison, New Hampshire, offers a perfect getaway for outdoor enthusiasts and couples alike, with stunning scenery and exciting activities. Popular options include skiing at local resorts, enjoying scenic bike rides, and taking leisurely Sunday drives. Visitors can also explore free attractions that highlight the area's natural beauty, making it an ideal destination for a fun and memorable vacation.

Shopping

For a delightful shopping experience in Madison, visit the L. L. Bean Factory Store, just 6 miles away. The Settlers' Green Outlet Village and Northway Plaza Shopping Center, both 9 miles away, offer a variety of shops and family-friendly vibes if you're up for a drive.

Recreation

At North Conway Country Club, enjoy a round of golf surrounded by beautiful landscapes, just 11 miles from Madison. For family fun, Pirate's Cove Adventure Mini Golf offers an exciting mini-golf experience 9 miles away. Experience live music and entertainment at Stone Mountain Arts Center, located 10 miles from Madison.

Adventure

Visit Kahuna Laguna, a thrilling waterpark located 10 miles from Madison, where you can enjoy exciting water slides and family-friendly attractions. For winter sports enthusiasts, Cranmore Mountain Resort, situated 11 miles away, offers skiing adventures. Don’t miss Monkey Trunk Chocorua, an arcade adventure zone only 4 miles from Madison, perfect for family fun.

Nightlife

Madison offers a charming nightlife with cozy taverns and local events. Visit the local pub for craft beers and friendly vibes. For live entertainment, check out seasonal festivals or community gatherings that showcase local talent, ensuring a memorable night in this picturesque town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Madison

Madison, New Hampshire, is perfect for outdoor enthusiasts and couples seeking a romantic getaway amidst beautiful scenery. Visitors can explore popular attractions like local lakes, historic railways, and scenic rivers. The Madison Museum offers a glimpse into the area’s history, while other favorite spots cater to adventurers looking for unique experiences. Whether you're hiking or simply enjoying the views, Madison promises a memorable vacation.

  • Saco River: Enjoy the serene beauty of the Saco River, just 6 miles from Madison. Perfect for outdoor enthusiasts, this river offers stunning scenery, making it ideal for kayaking, fishing, or simply relaxing by the water's edge.
  • Conway Scenic Railway: Experience a journey back in time on the Conway Scenic Railway, located 11 miles away. This historic train ride provides a unique cultural experience as you traverse picturesque landscapes while learning about the region's rich history.
  • Ossipee Lake: Just 8 miles from Madison, Ossipee Lake is a romantic getaway with beautiful beaches and breathtaking views. Perfect for swimming, picnicking, or sunset strolls, it offers a tranquil escape into nature.

Best time to go to Madison

The best time to visit Madison can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Madison falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Madison falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.9°F (-7.3°C)Light RainMostly SunnyAverageAverage
February20.7°F (-6.3°C)Light RainMostlySlightly HighAverage
March29.1°F (-1.6°C)Light RainMostlyAverageSlightly Low
April41.5°F (5.3°C)Light RainMostlyAverageSlightly Low
May54.7°F (12.6°C)Light RainMostly SunnyAverageSlightly Low
June62.4°F (16.9°C)Light RainMostly SunnySlightly HighAverage
July68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
August67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
September60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
October48.2°F (9.0°C)Light RainMostly SunnySlightly LowSlightly High
November35.4°F (1.9°C)Light RainMostly SunnySlightly LowAverage
December26.2°F (-3.2°C)Light RainMostlySlightly LowAverage

Tips to save on your trip to Madison

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Madison.
  • Consider traveling during the off-peak season (typically March to May) for more affordable package holidays to Madison.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from $536 on Expedia for your Madison getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
If you're looking to book a cheap Madison vacation package, consider planning a trip in February, May and November. You'll typically find better prices on flights and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Madison?
With a well-planned itinerary, you can easily visit the most popular Madison attractions in a handful of days. But if you want to discover hidden spots or go on day trips, consider booking your Madison vacation for longer.
How to find the best Madison package deals?
Use Expedia's handy filters to find some terrific Madison package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Madison package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a customized Madison vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Madison?
If you have your Madison vacation dates confirmed, book as soon as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
Jet off on your perfect escape to Madison with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until your next paycheck — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.