North Windham Vacations from $448

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Your North Windham Vacation

Come and discover this wonderful city for yourself with a North Windham vacation package. Think about staying in the neighborhood of North Sebago, which is great for views and camping, and your time here will be nothing short of unforgettable. Make sure to do some sightseeing during your trip to North Windham. Seacoast Adventure and Maine Wildlife Park are some of the major places to visit. Stop dreaming and start doing. Browse the many options on Expedia today and finally put your North Windham vacation plans into motion!

The Latest North Windham vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $585, price is now $448 per person
$448
per person
Nov 20 - Nov 23
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
9.2/10 Wonderful! (1,581 reviews)
Nice hotel within walking distance of everything downtown.

Reviewed on Oct 9, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,160, price is now $810 per person
$810
per person
Nov 20 - Nov 23
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
9.4/10 Exceptional! (1,007 reviews)
The views were absolutely breath taking every where on the property. Staff extremely friendly and caring. Night time entertainment was a plus.

Reviewed on Oct 8, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,097, price is now $821 per person
$821
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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

InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $1,042, price is now $798 per person
$798
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (347 reviews)
Nice and convenient

Reviewed on Oct 3, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,268, price is now $982 per person
$982
per person
Nov 20 - Nov 23
found 19 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
9.4/10 Exceptional! (281 reviews)
Absolutely 5 star. Best bed I’ve slept in at a hotel bar none.

Reviewed on Sep 10, 2025

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Discover the most popular places to visit in North Windham

Seacoast Adventure

Bring the family to Seacoast Adventure and enjoy some excitement at this amusement park in Windham. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants.

Seacoast Adventure

What to do in North Windham

Port City Light Cruise

Port City Lights Cruise

$41
per adult
100% of travellers recommend
Port City Lights Cruise
Portland: Maine Lighthouses Sightseeing Cruise with Drinks

Portland: Maine Lighthouses Sightseeing Cruise with Drinks

$69
per adult
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

$69
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
See all activities in North Windham

North Windham Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Nov 5 to Nov 6
$92 total
Nov 5 - Nov 6
Total with taxes and fees
7.8/10 Good! (1,115 reviews)
"Fine for a night on our way to the outer parts of Maine"

Reviewed on Oct 6, 2025

Clarion Hotel Portland
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
$90 nightly
The price is $98 total per night from Oct 19 to Oct 20
$98 total
Oct 19 - Oct 20
Total with taxes and fees
7.4/10 Good! (288 reviews)
"It was convenient right off the highway. The room was clean and comfortable and the staff was friendly"

Reviewed on Oct 2, 2025

Germaine Inn South Portland
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $115 total per night from Nov 2 to Nov 3
$115 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (1,013 reviews)
"A renovation would be good."

Reviewed on Oct 7, 2025

Fireside Inn & Suites Portland
See all 1,774 properties in North Windham
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.

North Windham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
1,350
Top Sights
Seacoast Adventure and Maine Wildlife Park

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Frequently asked questions

How much does a North Windham vacation package cost?
You'll find cheap prices from $448 on Expedia for your North Windham break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to North Windham costs.
What are the cheapest months to go to North Windham?
If you'd like to score a cheap North Windham vacation package, consider traveling in June, July and October. You'll usually find lower rates on accommodations and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for North Windham?
Usually, a handful of days is enough to check out the main sights during your North Windham vacation. However, if you want to have time to unwind or take day trips, think about extending your trip.
How to find the best North Windham package deals?
Start your search for a North Windham package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal North Windham package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your North Windham adventure off to a flying start.
Is it cheaper to book a North Windham vacation as a package?
You can enjoy significant savings on your next North Windham retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares 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 North Windham?
If you're planning a spontaneous North Windham trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later North Windham vacation packages?
Your North Windham break should be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.