East End Vacations from $323

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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.
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
Price was $524, price is now $323 per person
$323
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.2/10 Wonderful! (69 reviews)
Picturesque and quiet location! Laundry facilities! Staff was more than accommodating and a lovely ocean view with a delicious breakfast made for a memorable stay!

Reviewed on Oct 21, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,319, price is now $898 per person
$898
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
9.4/10 Exceptional! (1,016 reviews)
Absoltely incredible views- the cliffs were the perfect place to catch the sunrise. The restaurant was wonderful and the staff were super friendly and helpful. Extremely comfortable room and the hot tub and indoor pool were fantastic.

Reviewed on Oct 20, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Price was $658, price is now $524 per person
$524
per person
Dec 15 - Dec 18
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (283 reviews)
Absolutely 5 star. Best bed I’ve slept in at a hotel bar none.

Reviewed on Sep 10, 2025

Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
Price was $639, price is now $511 per person
$511
per person
Dec 3 - Dec 6
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
8.8/10 Excellent! (334 reviews)
This inn was so charming! Upon arrival, there were complimentary cookies and apple cider waiting for us. Amelia and Ron were so friendly and accommodating to ensure we had an amazing stay. Rooms were spotless and very comfortable.

Reviewed on Oct 28, 2025

Snowvillage Inn

Snowvillage Inn

4 out of 5
Price was $876, price is now $702 per person
$702
per person
Jan 16 - Jan 19
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
8.8/10 Excellent! (274 reviews)
Property was nice and quaint with a touch of serenity.

Reviewed on Oct 22, 2025

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
State Street Church

Downtown Portland

5 out of top 10 points of interest in this area
4.5/5(326 area reviews)

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

Find hotels in Downtown Portland

East End Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Nov 11 to Nov 12
$92 total
Nov 11 - Nov 12
Total with taxes and fees
7.8/10 Good! (1,202 reviews)
The Clarion was excellent for my trip. Located close to airport and to downtown and priced reasonably.

Reviewed on Oct 27, 2025

Clarion Hotel Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $183 total per night from Nov 30 to Dec 1
$183 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,656 reviews)
Amazing
Amazing location, unique hotel with beautiful decor and amenities

Reviewed on Oct 28, 2025

Portland Harbor Hotel
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Nov 1 to Nov 2
$122 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (1,041 reviews)
Items left in drawers from previous customers, as welll as some trash under chair. Remote control for TV did not function properly. Buttons did not align with labels on remote.

Reviewed on Oct 27, 2025

Fireside Inn & Suites Portland
See all 2,327 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in East End

East End Beach which includes general coastal views and a beach as well as a small group of people

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach
Eastern Promenade showing a bay or harbor and general coastal views as well as a small group of people

Eastern Promenade

5/5(1 review)

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.

Eastern Promenade
East Prom Trail which includes a park and a bay or harbor as well as a couple

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.

East Prom Trail

Things to do

Port City Light Cruise

Port City Lights Cruise

$41
per adult
100% of travellers recommend
Port City Lights Cruise
Portland: Maine Lighthouses Sightseeing Cruise with Drinks

Portland: Maine Lighthouses Sightseeing Cruise with Drinks

$69
per adult
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

$69
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
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.