Portland Vacations from ₩634,588

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The Latest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (1,244 reviews)
It was wonderful… comfortable, convenient, clean.

Reviewed on Apr 16, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.2/10 Wonderful! (1,475 reviews)
Great staff. Super convenient location. Comfy bed. Clean and quiet.

Reviewed on Apr 17, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (253 reviews)
It’s everything you would expect or want in a couples get-a-way!!

Reviewed on Apr 14, 2025

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
East Bayside
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (806 reviews)
So far we love everything! The 4th floor lounge is a great amenity when your family is taking up too much space in the room. Welcoming fire place and kind staff. I’ll see what the beds are like shortly.

Reviewed on Apr 14, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (141 reviews)
Love The Blind Tiger. Fantastic accommodations, lovely staff. Can't wait to go back!

Reviewed on Feb 10, 2025

Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
State Street Church

Downtown Portland

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

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Wadsworth-Longfellow House, you won't get bored spending a day wandering around this part of Portland.

Find hotels in Downtown Portland

Find the Best Portland Vacation Packages

Portland Hotel Deals

The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ₩196,941 per night from Apr 21 to Apr 22
₩196,941
₩221,168 total
includes taxes & fees
Apr 21 - Apr 22
8.8/10 Excellent! (1,002 reviews)
"Great staff and facility."

Reviewed on Apr 9, 2025

The Westin Portland Harborview
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ₩126,524 per night from Apr 21 to Apr 22
₩126,524
₩139,987 total
includes taxes & fees
Apr 21 - Apr 22
8.8/10 Excellent! (2,126 reviews)
"Close to many things, breakfast every morning is nice. Nice facility."

Reviewed on Apr 16, 2025

La Quinta Inn & Suites by Wyndham Portland
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 ₩215,572 per night from Apr 20 to Apr 21
₩215,572
₩292,562 total
includes taxes & fees
Apr 20 - Apr 21
9/10 Wonderful! (1,480 reviews)
"It’s centrally located so it makes walking around downtown easy."

Reviewed on Apr 15, 2025

Portland Harbor Hotel
See all 475 properties in Portland
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 a Portland vacation package cost?
You’ll find cheap prices from ₩634,588 on Expedia for your Portland break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Portland costs.
What are the cheapest months to go to Portland?
You’re likely to find lower rates and greater availability in January, February and March. Explore our cheap Portland vacation packages and you could score some great off-season discounts.
How many days is enough for Portland?
We recommend booking a Portland vacation for at least 2 days. This will allow you plenty of time to tick off top sights including East End Beach and Sand Beach, as well as explore neighborhoods like Downtown Portland and Old Port. You might even be able to make time for a day trip (or two) outside of Portland.
Is it worth booking a vacation package to Portland?
During your Portland vacation, you can count on experiencing some top-notch walking trails and culture. Leave enough time in your itinerary to discover major sights like Thompson’s Point and State Theatre.
How to find the best Portland package deals?
Start your search for a Portland package deal by entering your destination and travel dates under our “Packages” tab. Then select a few filters, like “Popular locations” and “Amenities,” to fine-tune the results to your exact style. You can also sort by “Package discount” and discover offers that come with irresistible savings. If you don’t find the ideal Portland package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Portland escape off to a flying start.
Is it cheaper to book a Portland vacation as a package?
You can enjoy significant savings on your Portland retreat by booking a personalized vacation package. Check the “Package” heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Portland?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Portland escape.
How to plan a trip to Portland?

  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to travel to Portland.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Portland.
  3. Decide your trip length: Think about how much time you’d like to spend discovering Portland. Plan your itinerary so you can get to all the attractions and activities you’re interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Portland vacation package.

Discover the most popular places to visit in Portland

Wadsworth-Longfellow House showing interior views, heritage elements and a house

Wadsworth-Longfellow House

4/5(78 reviews)

As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.

Wadsworth-Longfellow House

Merrill Auditorium

4/5(15 reviews)

You can enjoy a show at Merrill Auditorium during your trip to Portland. Stroll along the area's waterfront or experience its great live music.

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