East End Vacation Packages 2026 from $587

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Your East End Vacation

Discover the best that East End has to offer with an East End vacation package. From its dining and walking to its shopping and more, you'll quickly be won over by this residential neighborhood. Want to explore the sights during your trip to East End? Pencil in a visit to nearby attractions like Portland Museum of Art, University of Southern Maine and Victoria Mansion. No matter what your dream East End vacation may look like, you can turn it into reality with Expedia.

The Latest East End Vacation Packages

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

Portland Harbor Hotel

Downtown Portland

$587

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.2/10 Wonderful! (1,864 reviews)

Canopy by Hilton Portland Waterfront

Downtown Portland

$877

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

9.4/10 Exceptional! (1,007 reviews)

Inn By The Sea

$1,408

per person

Dec 26 - Jan 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (333 reviews)

The Meadowmere Resort

$812

per person

Dec 18 - Dec 21

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

8.6/10 Excellent! (1,008 reviews)

Check in was a nightmare, the room I paid for in full before the stay was not available (over booked) downgraded to a queen room, young man at check in was rides fold me it was my fault bc used Expedia. Finally got a room key after that din exchange and walked into a lady in bed! So apparently all the rooms were ‘double booked’ the manager did come talk to us, he was very nice, he got us into the queen room and told us he’d comp a return night (hasn’t happened yet). The resort is lovely, clean and spa area is great. Walkable to in town restaurants. Beds are comfortable and rooms are clean and updated. If not for the horrible check in and attitude I’d give this stay 5 stars, but tough to do when you paid for something you didn’t get. Expedia declined to refund any of what we paid, they said the resort had to and the resort said they had to …

Reviewed on Oct 17, 2026

Cliff House Maine

Bald Head

$1,032

per person

Dec 18 - Dec 21

found 21 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.4/10 Exceptional! (1,002 reviews)

Beautiful, first class accommodations. A “must stay” when in this area.

Reviewed on Oct 17, 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

5 out of top 10 points of interest in this area

Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.

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.

An aerial view of a coastal town with houses, a parking lot, and a rocky shoreline.

West Bayside

If you're looking for some top things to see and do in West Bayside and surrounding area, you can visit Merrill Auditorium and Cross Insurance Arena.

East End Hotel Deals

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundable

$83 nightly

$92 total

Nov 1 - Nov 2

Total with taxes and fees

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

$108 nightly

$119 total

Nov 18 - Nov 19

Total with taxes and fees

Fireside Inn & Suites Portland

81 Riverside St Portland ME

Fully refundableReserve now, pay when you stay

$87 nightly

$96 total

Nov 1 - Nov 2

Total with taxes and fees

See all 2,450 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.

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.

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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.

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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Things to do

Vintage Fire Truck Sightseeing Tour of Portland Maine

$45

per adult

98% of travellers recommend

Afternoon Windjammer Cruise Along the Coast of Portland Maine

$69

per adult

96% of travellers recommend

Sunset Windjammer Cruise Along the Coast of Portland Maine

$77

per adult

90% of travellers recommend

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.

East End Vacations from $587

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your East End Vacation

The Latest East End Vacation Packages

Portland Harbor Hotel

Canopy by Hilton Portland Waterfront

Inn By The Sea

The Meadowmere Resort

Cliff House Maine

Where to stay in East End

Downtown Portland

Old Port

West End

Portland Arts District

West Bayside

East End Hotel Deals

Clarion Hotel Portland Airport ME

The Westin Portland Harborview

Fireside Inn & Suites Portland

Stay near popular East End attractions

East End Beach

Eastern Promenade

Portland Observatory

East Prom Trail

Things to do

Vintage Fire Truck Sightseeing Tour of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine