East End Vacations from $510

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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.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
Save 100% on your flight
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Quick check in. The staff has been very helpful. I am on a motorcycle, it has been raining, they offered towels to dry the bike and found some towels i could take with me, as my seat is very soggy.

Reviewed on Jul 10, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.6/10 Exceptional! (209 reviews)
We loved our stay at The Docent's Collection, would come here again.

Reviewed on Jul 8, 2025

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.2/10 Wonderful! (27 reviews)
Cherri was very nice and welcoming. It was a neat old house they have made comfortable and welcoming.

Reviewed on May 27, 2025

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
8.8/10 Excellent! (71 reviews)
The location is perfect with the golf course right next door and sitting up on the hill overlooking the harbor. The restaurant serves wonderful meals, one of the best lobster bisque we’ve ever had. The wrap around porch is awesome with heaters. In saying all this, the inn needs some TLC. Our room had paint chipping on the walls and all around the shower. The shower head was awful. There isn’t a main door to the front desk and the one our driver brought us in was like we were walking into a shed, very weird . We will go back to the restaurant but we wouldn’t stay over.

Reviewed on Jun 20, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.2/10 Wonderful! (1,533 reviews)
The staff were super friendly and helpful. The room was beautiful and the garden atmosphere was fantastic. I would recommend this hotel.

Reviewed on Jul 10, 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

Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham Airport/Maine Mall
2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $141 total per night from Jul 13 to Jul 14
$141 total
Jul 13 - Jul 14
Total includes taxes and fees
7.8/10 Good! (1,011 reviews)
"Great for the price, clean rooms and good breakfast"

Reviewed on Jul 10, 2025

Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $168 total per night from Jul 20 to Jul 21
$168 total
Jul 20 - Jul 21
Total includes taxes and fees
7.8/10 Good! (1,015 reviews)
"Nice hotel close to the airport with shuttle service"

Reviewed on Jul 7, 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $165 total per night from Jul 13 to Jul 14
$165 total
Jul 13 - Jul 14
Total includes taxes and fees
7.6/10 Good! (1,030 reviews)
"Quick check in. The staff has been very helpful. I am on a motorcycle, it has been raining, they offered towels to dry the bike and found some towels i could take with me, as my seat is very soggy."

Reviewed on Jul 10, 2025

Ramada Plaza by Wyndham Portland
See all 2,491 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

Portland Paddle uses both tandem and solo kayaks

Sunset Sea Kayak Tour of Casco Bay

$55
per adult
100% of travellers recommend
Sunset Sea Kayak Tour of Casco Bay
Portland Headlight at Fort Williams Park

Private Portland Lighthouses and Kennebunkport Tour - 12 Pax

$1,550
per traveler
Private Portland Lighthouses and Kennebunkport Tour - 12 Pax
East End Bakery Crawl - Ladies only!

East End Bakery Crawl - Ladies only!

$115
per adult
East End Bakery Crawl - Ladies only!
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.