East End Holidays

Photo by Brian V. Rowe

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  • 50-inch flat-screen TV with cable channels
    Jul 13 - Jul 16

    The Docent's Collection at 178 Middle Street + Flight

    Downtown Portland
    3 nights
    2.0 star property
    10/10 - Exceptional (25 reviews)
    "Beautiful, clean, modern room with modern amenities. Had everything you could need in an apartment even, and was so close to old for, everything was walking distance Staff with beyond friendly, helpful, assisting, and courteous. If I could give 6/5 stars instead I would have"
    Reviewed May 29, 2026
    Return • New York (LGA) - Portland (PWM)
    LGA - PWM • Direct PWM - LGA • Direct
    Save 100% on your flight
    S$1,217
    S$919
    per traveller
    found 1 day ago
    The Docent's Collection at 178 Middle Street
  • Restaurant
    Jul 13 - Jul 16

    Portland Harbor Hotel + Flight

    Downtown Portland
    3 nights
    4.0 star property
    9.4/10 - Exceptional (1,759 reviews)
    "Staff was extremely gracious and helpful. From the valet to the front desk to the restaurant."
    Reviewed May 30, 2026
    Return • New York (LGA) - Portland (PWM)
    LGA - PWM • Direct PWM - LGA • Direct
    Save 100% on your flight
    S$1,344
    S$1,029
    per traveller
    found 1 day ago
    Portland Harbor Hotel
  • Premium bedding, individually decorated, individually furnished
    Jul 13 - Jul 16

    Blind Tiger Portland - Danforth Street. + Flight

    West End
    3 nights
    3.5 star property
    9.6/10 - Exceptional (184 reviews)
    "The only real issue was the distance from all of the attractions and restaurants. "
    Reviewed May 15, 2026
    Return • New York (LGA) - Portland (PWM)
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    Save 100% on your flight
    S$2,308
    S$1,787
    per traveller
    found 1 day ago
    Blind Tiger Portland - Danforth Street.
  • Children’s activities
    Jul 13 - Jul 16

    Inn By The Sea + Flight

    Cape Elizabeth
    3 nights
    4.0 star property
    9.6/10 - Exceptional (317 reviews)
    "Very nice place, very cclean and friendly."
    Reviewed May 30, 2026
    Return • New York (LGA) - Portland (PWM)
    LGA - PWM • Direct PWM - LGA • Direct
    Save 100% on your flight
    S$2,119
    S$1,659
    per traveller
    found 1 day ago
    Inn By The Sea
  • Living area
    Jul 13 - Jul 16

    The Docent's Collection at 121 Middle Street + Flight

    Downtown Portland
    3 nights
    3.5 star property
    9.6/10 - Exceptional (326 reviews)
    "The property is great. The amenities are quality- nothing is cheap… kitchen is stocked & utensils are not flimsy- bedding is nice. Some good touches like under mount lighting in the bathroom that comes on as you walk in- the temperature is easy to keep constant (which is rare in units) it’s very walkable and the parking is easy ($60 per night). Lots of good. The unit itself is very nice. My only complaint is that the furniture is stained and filthy… one chair had caked food and hair (a good..."
    Reviewed May 27, 2026
    Return • New York (LGA) - Portland (PWM)
    LGA - PWM • Direct PWM - LGA • Direct
    S$1,223
    S$991
    per traveller
    found 1 day ago
    The Docent's Collection at 121 Middle Street

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

Downtown Portland

4 out of top 10 points of interest in this area
3.5/5(2 area reviews)

A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Merrill Auditorium.

Find hotels in Downtown Portland

Top hotels in East End

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is S$167 per night from 15 Jun to 16 Jun
S$167
15 Jun - 16 Jun
includes taxes & fees
8/10 Very Good! (1,472 reviews)
"This hotel was bad from the minute we arrived. I called early in week to see if there was a possibility to check in early because we had a long ride & had to catch a ferry for a memorial for a boss in Peaks Island, ME. When we arrived the 2 at front desk kind of laugh at me & looked at me like I ..."

Reviewed on 1 Jun, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is S$402 per night from 7 Jun to 8 Jun
S$402
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,759 reviews)
"Staff was extremely gracious and helpful. From the valet to the front desk to the restaurant."

Reviewed on 30 May, 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
The price is S$391 per night from 7 Jun to 8 Jun
S$391
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,224 reviews)
"Convenient and dog friendly."

Reviewed on 31 May, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,420 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 holiday 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 holiday 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 holiday?
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 favourite 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 organising 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 holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our holiday 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 holiday 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 holiday 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.

Things to do

Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

S$68
per adult
90% of travellers recommend
Harbor Lights and Sights Cruise
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

S$19
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
Portland Explorer: Cultural/Historical & 3 Lighthouses Tour

Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour

S$115
per adult
100% of travellers recommend
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.