East End Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Brian V. Rowe
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  • Better together

    Save up to CA $4,200 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 East End

Price found within the past 48 hours. Click for updated prices.
The Lodge at Turbat's Creek

The Lodge at Turbat's Creek

CA $1,047
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (894 reviews)
Nautical Mile

Nautical Mile

CA $1,283
per person
Oct 14 - Oct 21
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.6/10 Excellent! (24 reviews)
Bel endroit où séjourner! Tout près de Well’s Beach.

Reviewed on Jul 27, 2026

The Meadowmere Resort

The Meadowmere Resort

CA $1,575
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Portland (PWM)
8.6/10 Excellent! (1,010 reviews)
Clean room

Reviewed on Sep 1, 2026

Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
CA $1,219
per person
Oct 23 - Oct 26
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,828 reviews)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

Moody
CA $1,356
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (1,022 reviews)
Nice clean rooms, perfect outdoor space for kids, felt safe. Rooms were quiet, breakfast was great, nice friendly stuff

Reviewed on Sep 1, 2026

Where to stay in East End

Find the best East End areas and neighborhoods for the activities you enjoy most. Learn more about East End
A tree-lined pathway leading to a brick building with a sign reading "Mercy Hospital Service Entrance".

Downtown Portland

4 out of top 10 points of interest in this area

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.

A marina with boats docked, a wooden pier, and a red brick building with balconies.

Old Port

Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.

A lighthouse on a rocky shore with a sailboat in the distance.

West End

Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.

A large, cream-colored building with white columns and a white picket fence in front.

Portland Arts District

The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.

A red brick building with Gothic architectural features, including pointed arches and a cross on top.

East Bayside

Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.

East End Hotel Deals

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
Fully refundable
CA $105
CA $115 total
Sep 9 - Sep 10
includes taxes & fees
6.4/10 (1,106 reviews)
"Great location, but the property is old and run down. The gentleman working night shift was kind and helpful / the woman. Working yesterday morning was the opposite. Just know it is an okay price when in a pinch and simply needing to sleep. For. Expect anything more than that."

Reviewed on Sep 2, 2026

Quality Inn & Suites South Portland
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

80 John Roberts Rd. South Portland ME
Fully refundable
CA $152
CA $165 total
Sep 3 - Sep 4
includes taxes & fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Clarion Pointe South Portland

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME
Fully refundable
CA $94
CA $102 total
Sep 17 - Sep 18
includes taxes & fees
7.2/10 Good! (765 reviews)
"My only complaint is the shower curtains don’t shut all the way so water gets everywhere."

Reviewed on Sep 2, 2026

Clarion Pointe South Portland
See all 2,488 properties in East End
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.

Frequently asked questions

How much does an East End vacation package cost?
Get your credit card ready, because a trip to East End starts from just CA $1,047. When you combine your flights, hotels and more into a package, you'll pick up the biggest bargains.
How do I get a cheap travel package to East End?
Browse and lock in everything in the one place with our East End vacation packages. You'll discover bargains on hotels, flights, tours and more that'll keep your pocket happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 properties all over the world to select from, you have countless opportunities to mix and match your own way.
Where should I stay in East End?
A journey to East End has to include University of Southern Maine and Portland Museum of Art. Stay at a hotel close by so you can easily access these terrific sights.
What are the top hotels in East End?
Lock in a room at Historic Condo With Casco Bay Views. It's one of the area's most sought-after hotels. Another top option in East End is Exquisite 2br/2ba+stunning Views+munjoy Hill.
How far in advance should I book my East End vacation?
Reserving your seat early with Expedia means one less thing to worry about. A number of air carriers advertise tickets up to a year in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to East End occasionally appear in the weeks leading up to departure.
What does an Expedia East End travel package include?
Hotels, flights and car rentals — we bring you the very best deals. All you'll have to do is decide on your favorite combination. After you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it easy to craft an awesome East End getaway.
What should I know before booking an East End travel package?
You'll pick up big savings when you combine your hotels, flights and rental cars into a travel package. Not only that, booking everything in one spot will make your trip planning easier. So why waste money or time? Whether you're organizing a ritzy city getaway or a budget family adventure, take a look at our package deals today.
Can I choose my airline with an East End Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my East End vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your East End vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Stay near popular East End attractions

A beach with people sunbathing and swimming, boats in the water, and a rocky shoreline.

East End Beach

9.2/10 (90 reviews)
Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.
See properties
A calm lake with several boats, a dock, and a sailboat.

Eastern Promenade

9.4/10 (182 reviews)
Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.
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A tall brick tower with a white steeple, a small white building with a flag, and a clear blue sky.
Photo by Brian V. Rowe

Portland Observatory

8.8/10 (144 reviews)
After visiting Portland Observatory, make a plan to see the other sights and activities in Portland. Stroll along the area's waterfront or experience its entertainment choices.
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A lake with boats, a tree-lined path, and distant buildings.

East Prom Trail

Former rail beds are often turned into trails. At this one you can walk, run, bike or swim for active relaxation within the city.
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Things to do

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

CA $107
per adult
90% 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 $82
per adult
Morning Lighthouse Cruise Along the Coast of Portland Maine
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.