Portland Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to €185 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Default Image

Downtown Portland

5 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 Wadsworth-Longfellow House.

Find hotels in Downtown Portland

Top hotels in 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 €165 per night from 16 Mar to 17 Mar
€165
includes taxes & fees
16 Mar - 17 Mar
9/10 Wonderful! (1,469 reviews)
"The hotel was great. Stayed in the executive suite. Double shower heads and the jutted tube was huge. Loved the fire place too."

Reviewed on 20 Feb 2025

Portland Harbor Hotel
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
The price is €99 per night from 24 Feb to 25 Feb
€99
includes taxes & fees
24 Feb - 25 Feb
7.6/10 Good! (1,024 reviews)
Good but needs attention in the bathroom.
"It was good, loved the hot tub availability. Would be nice if it was open later than 1000. Room was comfortable and clean. The hot water availability is not so great, At the end of my shower, the water was no longer hot. I do not take a long shower-5 min max, there was no hot water when my husband ..."

Reviewed on 16 Feb 2025

Ramada Plaza by Wyndham Portland
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 €128 per night from 2 Mar to 3 Mar
€128
includes taxes & fees
2 Mar - 3 Mar
9.2/10 Wonderful! (780 reviews)
"The staff was great and it was clean! Would go back again"

Reviewed on 21 Feb 2025

Cambria Hotel Portland Downtown-Old Port
See all 450 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 holiday package cost?
You’ll find cheap prices on Expedia for your Portland break. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday 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 holiday packages and you could score some great off-season discounts.
How many days is enough for Portland?
We recommend booking a Portland holiday 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 neighbourhoods 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 holiday package to Portland?
During your Portland holiday, 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 holiday as a package?
You can enjoy significant savings on your Portland retreat by booking a personalised holiday 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 holiday 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, favourite 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 customised Portland holiday package.

Popular places to visit

Portland Museum of Art which includes art and interior views as well as a small group of people

Portland Museum of Art

4/5(2 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
East End Beach showing a sandy beach and general coastal views 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
Wadsworth-Longfellow House showing interior views, heritage elements and a house

Wadsworth-Longfellow House

3.5/5(2 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

What to do in Portland

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

€12
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland, Maine: Local Brewery & Spirits Bus Tour

Portland, Maine: Local Brewery & Spirits Bus Tour

€95
per adult
100% of travellers recommend
Portland, Maine: Local Brewery & Spirits Bus Tour
Old Wharf Street Portland, ME

Audio Guided Walking Tour from Old Port of Portland, Maine

€7
per adult
Audio Guided Walking Tour from Old Port of Portland, Maine
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.