Town Landing Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Town Landing

Price found within the past 48 hours. Click for updated prices.
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (31 reviews)
The light switch at the door turns the TV on and off, which isn’t very convenient. The shower knob that changes the water from the spout to the showerhead kept falling out. The drop ceilings are gross and have black mold on them. The view is lovely from the windows.

Reviewed on Jul. 21, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Located in the heart of the action. It is classically elegant with a wonderful terrace. The rooms are clean and bright and the staff is friendly and accommodating,

Reviewed on Jul. 22, 2025

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Downtown Portland
Save 100% on your flight
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
8.8/10 Excellent! (1,153 reviews)
Great location and wonderful customer service! Really quiet in the room so you can hear quite a bit outside, shower pressure wasn't great but bed was comfortable and room was clean. There was some construction going on that we weren't aware of but it wasn't a deal breaker. Love that they offer airport shuttle!

Reviewed on Jul. 22, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (147 reviews)
Small bathroom. No safe. No storage space. Everything else was above average.

Reviewed on Jul. 16, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (272 reviews)
It was one of the best getaways we have ever been on. Thank you for your hospitality.

Reviewed on Jun. 13, 2025

Town Landing Hotel Deals

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 23 to Jul 24
CA $162
CA $176 total
Jul 23 - Jul 24
includes taxes & fees
7.8/10 Good! (1,051 reviews)
"Convenient"

Reviewed on Jul. 21, 2025

Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jul 27 to Jul 28
CA $208
CA $230 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,013 reviews)
"."

Reviewed on Jul. 19, 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jul 28 to Jul 29
CA $212
CA $234 total
Jul 28 - Jul 29
includes taxes & fees
7.6/10 Good! (1,047 reviews)
"Very nice"

Reviewed on Jul. 21, 2025

Ramada Plaza by Wyndham Portland
See all 2,412 properties in Town Landing
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Town Landing vacation package cost?
Custom build your Town Landing package from as low as CA $1,478. Choose from any combination of flights, hotels and rental cars to put together the getaway you've been dreaming about for ages. Don't forget to add on a few activities!
How do I get a cheap travel package to Town Landing?
Track down flights that suit your busy schedule, add a hotel room to your booking and watch how much you save with a Town Landing vacation package. It's that simple! From flights and hotels to tours and rental cars, Expedia makes traveling cheap and easy. And with over 550 air carriers and 1,000,000 hotel options around the world to select from, you won't be short of choice.
Where should I stay in Town Landing?
There's loads to do in Town Landing, so stay close to its top sights and treat yourself to more time sightseeing. Gilsland Farm Audubon Center is one place to put on your to-do list.
How far in advance should I book my Town Landing vacation?
While not all air carriers advertise tickets early, you can usually start comparing international fares on Expedia up to 12 months in advance. This is when you can score some fantastic deals. If you're booking last minute, you might get lucky. Low prices occasionally become available only weeks prior to departure.
What does an Expedia Town Landing travel package include?
That depends on what you're looking for. If you're traveling alone, you might decide to bundle hotels and flights. Taking the whole family to Town Landing? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Town Landing travel package?
Bundling your bookings into a Town Landing vacation package is the easiest way to organize your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Town Landing Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to choose. We have access to more than 550 airline partners around the world, so you have options galore when arranging your Town Landing adventure.
If I'm not able to travel, can I cancel my Town Landing vacation package?
Yes, you can cancel your Town Landing booking if your plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Things to do

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

CA $91
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

CA $77
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

CA $49
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
See all activities in Falmouth
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.