East Madison Vacations from $521

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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!

The Latest East Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
84 Main

84 Main

4 out of 5
Price was $673, price is now $521 per person
$521
per person
Apr 7 - Apr 10
found 24 hours ago
Roundtrip flight included
Washington (DCA) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $985, price is now $717 per person
$717
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.2/10 Wonderful! (1,765 reviews)
Business facilities were perfect. Front desk man Roman was an all star helping us out. Whole stay was 100/100

Reviewed on Mar 4, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,335, price is now $980 per person
$980
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (273 reviews)
Check-in and check-out are a breeze, easy access to a city parking lot on the block (needed as there was a snow ban on parking when I visited!). In terms of the space itself - clean, well appointed, spacious. Honestly a treat to stay here!

Reviewed on Feb 23, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $832, price is now $618 per person
$618
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9/10 Wonderful! (1,000 reviews)
The room was very clean!

Reviewed on Oct 31, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $1,300, price is now $1,013 per person
$1,013
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (175 reviews)
The whole was cozy! Well curated style and knowledgeable staff.

Reviewed on Jan 5, 2026

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East Madison Hotel Deals

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
$132 nightly
The price is $144 total per night from Mar 15 to Mar 16
$144 total
Mar 15 - Mar 16
Total with taxes and fees
8.4/10 Very Good! (1,016 reviews)
Great stay, outdoor pool and hot tubs were fantastic.

Reviewed on Mar 5, 2026

North Conway Grand Hotel
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway North Conway NH
$76 nightly
The price is $82 total per night from Mar 20 to Mar 21
$82 total
Mar 20 - Mar 21
Total with taxes and fees
8.8/10 Excellent! (1,218 reviews)
Really enjoyed this place and the staff was very accommodating to fix a mistake I made when booking. Great room at a reasonable price with a really fantastic view. Exceeds its star rating compared to similar places around the area. Room was spacious, clean, and comfortable. A great place to stay ...

Reviewed on Mar 5, 2026

North Conway Mountain Inn
Comfort Inn & Suites North Conway

Comfort Inn & Suites North Conway

3 out of 5
2001 White Mountain Hwy North Conway NH
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $114 total per night from Mar 9 to Mar 10
$114 total
Mar 9 - Mar 10
Total with taxes and fees
9.4/10 Exceptional! (1,009 reviews)
Nice hotel with food included breakfast

Reviewed on Mar 7, 2026

Comfort Inn & Suites North Conway
See all 1,830 properties in East 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.

Find the Best East Madison Vacation Packages

East Madison Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
30ºF
Max Temp Summer
75ºF

East Madison Ski Vacation Packages

Go your own way with one of our East Madison ski vacation packages. Whether you're seeking thrills on the mountain, some respite at altitude or a little of both, your ultimate escape starts with Expedia. Journey to East Madison between December and March and you'll discover around 17 runs operating at this top ski destination in United States of America. Enjoy tree, downhill and backcountry skiing or if you're a newbie, sign up for a lesson in a beginners' area. Need poles, a jacket and other items? You'll find everything in the ski village. There's also a spa and wellness center to make use of here. After a long day of skiing, your tired legs will welcome a relaxing massage. The whole gang will be entertained on your family ski vacation in East Madison, with thrilling activities such as nordic skiing, night skiing and snowboarding on the menu too.

How To Get Around

If you've booked one of our East Madison vacation packages, you'll likely be jetting into Portland International Jetport. From here, it's one and a half hours to reach this well-known ski area. It takes 15 minutes to travel to the runs from the middle of East Madison, and free parking is available. If you're driving in winter, tire chains are recommended. With season-pass, weekend-pass, full-day and half-day ticket types on offer, your dream ski vacation is as easy as choosing the right option for you. Planning your escape with Expedia is easy too. Look through our East Madison ski package deals and combine your hotel, flights and car rental to make some big savings.

East Madison Resort Ski Info

Average yearly snowfall
10 ft
Elevation of lowest ski lift
741 ft
Cost of 1-day lift pass
Under $75
Easy runs
7
Moderate runs
5
Advanced runs
4
Longest run
0.39 mi

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Frequently asked questions

How much does an East Madison vacation package cost?
You'll find cheap prices from $521 on Expedia for your East Madison escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to East Madison costs.
What are the cheapest months to go to East Madison?
February, May and November are the best times to look for cheap East Madison vacation packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for East Madison?
With a well-organized schedule, you can easily hit the top East Madison sights in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your East Madison vacation for longer.
How to find the best East Madison package deals?
Finding a cheap East Madison package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly East Madison package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an East 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 you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized East Madison vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to East Madison?
Secure incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu East Madison escape.
Does Expedia offer Book Now, Pay Later East Madison vacation packages?
Jet off on your perfect escape to East Madison with help from our Book Now, Pay Later vacations. There's no need to save up or wait until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up travel deals before they disappear.

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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.