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.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Price was CA $1,511, price is now CA $1,168 per person
CA $1,168
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (196 reviews)
We had a really wonderful visit at the Inn at Diamond Cove. It was a special adventure and the staff tried to work with us to help us enjoy our visit after arriving very late at night for a one night /one day stay. We knew nothing about the inn or the island's history so it was a leap of faith and well worth it.

Reviewed on Jun 29, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $1,790, price is now CA $1,252 per person
CA $1,252
per person
Aug 14 - Aug 17
found 20 hours ago
Roundtrip flight included
Ottawa (YOW) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
Everything was good!

Reviewed on Jul 2, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was CA $3,078, price is now CA $2,529 per person
CA $2,529
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) 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

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $2,256, price is now CA $1,874 per person
CA $1,874
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (1,771 reviews)
Great room. Excellent location nice courtyard for food and drinks with firepit

Reviewed on Jul 1, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $2,858, price is now CA $2,376 per person
CA $2,376
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.

Reviewed on Jun 26, 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
The price is CA $188 per night from Jul 9 to Jul 10
CA $188
CA $238 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,103 reviews)
"Very nice"

Reviewed on Jul 3, 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
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jul 9 to Jul 10
CA $155
CA $168 total
Jul 9 - Jul 10
includes taxes & fees
8.8/10 Excellent! (1,255 reviews)
"Room was clean but could use an update. Staff was cordial and helpful with local attractions and restaurants. The check-in lobby had no rest room for guests to use who arrive early and are not able to check in immediately. Suggested to use bathroom at hotel next door or Dunkins’ down the street."

Reviewed on Jul 3, 2026

North Conway Mountain Inn
Swiss Chalets Village Inn

Swiss Chalets Village Inn

2 out of 5
457 Intervale Resort Loop Intervale NH
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jul 9 to Jul 10
CA $107
CA $116 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Très bien situé, propre et gens serviable"

Reviewed on Jul 2, 2026

Swiss Chalets Village Inn
See all 1,980 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.
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Frequently asked questions

How much does an East Madison vacation package cost?
You'll find cheap prices from CA $1,168 on Expedia for your East Madison break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to East Madison costs.
What are the cheapest months to go to East Madison?
February, April and November are the best times to look for cheap East Madison vacation packages. Travelling in quieter periods means you can usually find lower prices on flights and accommodations.
How many days is enough for East Madison?
With a well-organized travel plan, you can easily visit the top East Madison attractions in a handful of days. But if you prefer to discover hidden spots or go on day tours, think about 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. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable East Madison package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an East Madison vacation as a package?
You can enjoy significant savings on your East Madison escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to East Madison?
If you have your East Madison travel dates finalized, book as soon as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to East Madison?

  1. Choose your dates: The things you'd like to do in East Madison and your preferred season will help you decide when to go.
  2. Set your budget: Consider costs like transportation, flights and meals when working out how much to set aside for your trip to East Madison. Then, pick a hotel that matches your budget, whether that's an economical stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're up to speed on East Madison, you can figure out the right length of your vacation. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the perfect East Madison vacation package for you.

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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.