Little Falls-South Windham Vacation Packages

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Your Little Falls-South Windham Vacation

When a city break is calling, answer it with a vacation package to Little Falls-South Windham. The neighborhood of Parkside, which is great for festivals, markets and walking, makes a wonderful base for your adventures. Gorham Country Club is just one of the leading attractions to include on your itinerary during a trip to Little Falls-South Windham. Your perfect Little Falls-South Windham vacation is a few clicks away. Browse flights, accommodations and more on Expedia for a trip that's tailored to suit your travel style.

Top Little Falls-South Windham 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 $1,952, price is now CA $1,516 per person
CA $1,516
per person
Aug 20 - Aug 23
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
8.8/10 Excellent! (200 reviews)
Unusual place to stay; in a renovated former army base. Huge rooms, gorgeous recent renovation/reconstruction.Expensive!

Reviewed on Jul 12, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was CA $2,316, price is now CA $1,738 per person
CA $1,738
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Staff was very helpful, room was clean, and great location! Would definitely stay there again

Reviewed on Jul 14, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $2,033, price is now CA $1,545 per person
CA $1,545
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
I always base a stay by the cleanliness first. This place was very clean from floors to bed and bathroom. Breakfast was nice we enjoyed it. Staff is very nice. I do think you need a few more items to sell in your store. Tylenol adult and kids maybe tums. Things people may forget or run out of. Parking is fine, no problem. It was a 30 min walk to downtown. I guess it would depend on how fast you walk. Don’t count on the trolleys to much lots of traffic we waited 40 min for one we started walking after 30 min. Overall very nice. Thank you

Reviewed on Jul 18, 2026

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was CA $3,379, price is now CA $2,685 per person
CA $2,685
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (247 reviews)

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Price was CA $4,516, price is now CA $3,588 per person
CA $3,588
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (1,006 reviews)

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Little Falls-South Windham Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is CA $203 per night from Jul 27 to Jul 28
CA $203
CA $225 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very good! (1,561 reviews)
"The property is quite dated and that can be seen at the room furnishings, bathrooms and other stuff. Some paint chipping off, the sheer curtains ripped, base of the toilet missing a corner and the light over the bathroom mirror not working."

Reviewed on Jul 18, 2026

Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Jul 26 to Jul 27
CA $210
CA $232 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"It was not really a hot tub. It was a large climb in bathtub. The breakfast was ridiculous a few prepackaged muffins and granola bars no water. When asked for water they said we had to pay for it."

Reviewed on Jul 18, 2026

Fireside Inn & Suites Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $504 per night from Jul 26 to Jul 27
CA $504
CA $611 total
Jul 26 - Jul 27
includes taxes & fees
9.4/10 Exceptional! (1,780 reviews)
"The location is unbeatable with so many shops and restaurants right outside the door. The team was incredibly kind, the room was super clean, and the à la carte breakfast was a delicious. My only constructive feedback is that the bathroom feels a bit dated. Also, heads-up on the valet parking—it’s ..."

Reviewed on Jul 18, 2026

Portland Harbor Hotel
See all 2,747 properties in Little Falls-South 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.
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What to do in Little Falls-South Windham

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

CA $109
per adult
88% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Morning Lighthouse Cruise Along the Coast of Portland Maine

Morning Lighthouse Cruise Along the Coast of Portland Maine

CA $84
per adult
Morning Lighthouse Cruise Along the Coast of Portland Maine
See all activities in Little Falls-South Windham

Frequently asked questions

How much does a Little Falls-South Windham vacation package cost?
Offering excellent value package deals from CA $1,516 on Expedia, you'll be surprised at how little a vacation to Little Falls-South Windham costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Little Falls-South Windham?
You can generally find lower prices and better availability in January, February and March. Browse our cheap Little Falls-South Windham vacation packages and you could score some excellent off-season deals.
How many days is enough for Little Falls-South Windham?
Usually, a handful of days is enough to explore the top attractions during your Little Falls-South Windham vacation. However, if you prefer to have time to kick back or take day tours, think about extending your itinerary.
How to find the best Little Falls-South Windham package deals?
Use Expedia's filter tool to help you find some great Little Falls-South Windham 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 escape for midweek, or look for Little Falls-South Windham package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Little Falls-South Windham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels individually. Better still, you can personalize your Little Falls-South Windham getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Little Falls-South Windham?
If you're considering a spontaneous Little Falls-South Windham getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Little Falls-South Windham?

  1. Choose when to go: Check your diary and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Little Falls-South Windham.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to put aside for your trip to Little Falls-South Windham. Then, pick a hotel that works with your budget, whether that's an affordable stay or a deluxe getaway.
  3. Decide your trip length: Think about how long you want to spend discovering Little Falls-South Windham. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Little Falls-South Windham vacation package.

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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.