East End Vacations

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Photo by Brian V. Rowe
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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

5 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

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
NT$3,497
NT$3,812 total
Oct 18 - Oct 19
includes taxes & fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
Fully refundable
NT$2,807
NT$3,059 total
Oct 18 - Oct 19
includes taxes & fees
6.4/10 (1,132 reviews)
"Older facility without an elevator, which is challenging for older guests with heavy luggage who are staying on the 2nd floor. Staff were courteous and helpful."

Reviewed on 2026/9/17

Quality Inn & Suites South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
NT$3,433
NT$3,799 total
Oct 18 - Oct 19
includes taxes & fees
Clarion Hotel Portland Airport ME
See all 2,427 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 . 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

Kayaks on a beach with calm water and boats in the distance.

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.
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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 great live music.
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A pathway alongside a river with a bridge in the background.

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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.