East End Vacation Packages
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Top Holiday Package Deals in East End
Price found within the past 48 hours. Click for updated prices.
Inn By The Sea
CA $2,236
per person
Oct 9 - Oct 14
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
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, paid breakfast, front office staff very efficient, very limited items even in paid breakfast section.check in time 4 pm and check out 11 am.
Reviewed on Sep 2, 2026
White Barn Inn & Spa, Auberge Collection
CA $4,869
per person
Oct 2 - Oct 4
found 8 hours ago
Roundtrip flight included
Kitchener (YKF) to Portland (PWM)
9.4/10 Exceptional! (123 reviews)
An amazing experience.
Wonderful place, wonderful accommodation (we had the loft suite). Staff was great and smiling.
Reviewed on Aug 10, 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
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.
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.
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.
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.
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
738 Main Street South Portland ME
Fully refundable
CA $105
CA $115 total
Sep 9 - Sep 10
includes taxes & fees
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
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! (767 reviews)
"Booked room, when I showed up they had no power. They let me into my room where I set my bags down. No room key because no power. Went out for about four hours, came back still no power. Checked out, was promised refund. Went to nearby hotel that had power. Tried to get refund through Expedia they ..."
Reviewed on Sep 2, 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.
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 $1,127. 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
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.
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.
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.
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.
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
CA $107
per adult
90% of travellers recommend
Morning Lighthouse Cruise Along the Coast of Portland Maine
CA $82
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.