North Windham Vacations from ￥327,648
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The Latest North Windham Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland - Danforth Street.
West End
￥416,999
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Portland (PWM)
9.6/10 Exceptional! (193 reviews)
Adorable stylish house and spacious room comfortable bed. Worth the walk to old port. Will come back!
Reviewed on Oct 6, 2026
Evalina Hotel
Downtown Portland
￥352,296
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Portland (PWM)
10/10 Exceptional! (13 reviews)
Centrally located in the Old Port, with views of the harbor, this was a last minute — therefore pricey — excellent find for a fall weekend getaway. Stylish, elegant rehab of 19th century granite industrial building. Whimsical decor notes referring to 19th century owner Evalina Fox. Nicely appointed kitchenette — though if you came to Portland for the foodie scene, you might end up just using it for breakfast, as we did. Only sour note was the disco music (coming in via the ventilation system?) from a nearby establishment audible during business hours. Well, if you pick a hotel in the middle of things, you get the noise and bustle that comes from being in the middle of things. That said, we’d come again, but shoot for a penthouse/upper floor unit farther from the street-level mania.
Reviewed on Oct 5, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
￥375,400
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Portland (PWM)
9.6/10 Exceptional! (70 reviews)
This place is gorgeous! I highly recommend it. Beautiful modern design with everything you might need. Great central location. A bit hard to find. Parking was A lot! But made life easier. Will stay here again.
Reviewed on Oct 6, 2026
Find the Best North Windham Vacation Packages
North Windham Hotel Deals
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
￥11,177
￥12,365 total
Nov 1 - Nov 2
includes taxes & fees
8.2/10 Very Good! (1,753 reviews)
"Nice hotel and near the airport."
Reviewed on Oct 6, 2026
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
￥21,318
￥23,586 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Wonderful, historic building. Clean room. Great staff. Design starting to look a bit dated."
Reviewed on Oct 6, 2026
Fireside Inn & Suites Portland
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
￥13,752
￥15,216 total
Nov 3 - Nov 4
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
"S for"
Reviewed on Oct 6, 2026
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.
What to do in North Windham
Portland: Trolley City Tour with Portland Head Light Stop
￥9,570
per adult
100% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
￥9,256
per adult
80% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
￥12,080
per adult
92% of travellers recommend
Frequently asked questions
How much does a North Windham vacation package cost?
You'll find cheap prices from ￥327,648 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?
You can generally find lower rates and better availability in January, February and March. Explore our cheap North Windham vacation packages and you could get some great off-season deals.
How many days is enough for North Windham?
Typically, a handful of days is enough to explore the main sights during your North Windham vacation. However, if you'd like to have time to rest or take day tours, think about extending your itinerary.
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.
How to plan a trip to North Windham?
- Choose when to travel: Check your calendar and pack your bags. Your favorite time of year and the activities on offer will also help you decide when to visit North Windham.
- Set your budget: Factor in costs such as transportation, flights and meals when working out how much to set aside for your trip to North Windham. Then, choose a property that works with your budget, whether that's a low-cost option or a deluxe retreat.
- Decide how many days away: Start by listing all the activities and attractions you want to get to in North Windham. Then, estimate how long you'll need at each, as well as any travel time.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a North Windham vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
