Portland Vacations

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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 Merrill Auditorium, 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

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 ₩164,808 per night from Jan 29 to Jan 30
₩164,808
₩237,077 total
includes taxes & fees
Jan 29 - Jan 30
9/10 Wonderful! (1,443 reviews)
"Hotel was great. Staff were helpful and friendly. Clean rooms and great soaking tub. We will be back for sure!"

Reviewed on Jan 20, 2025

Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ₩218,655 per night from Feb 9 to Feb 10
₩218,655
₩241,919 total
includes taxes & fees
Feb 9 - Feb 10
9.2/10 Wonderful! (899 reviews)
"My go to when I'm in Portland. Front desk is great, place is clean, new, & it's in a great location"

Reviewed on Jan 20, 2025

Canopy by Hilton Portland Waterfront
Holiday Inn Portland-By the Bay, an IHG Hotel
Holiday Inn Portland-By the Bay, an IHG Hotel
3 out of 5
88 Spring St, Portland, ME
Fully refundable
The price is ₩140,595 per night from Jan 27 to Jan 28
₩140,595
₩155,555 total
includes taxes & fees
Jan 27 - Jan 28
8.8/10 Excellent! (1,108 reviews)
Great location
"Excellent location in Portland. Walking distance to the Museum and Maine college of Art, shops, restaurants and the water. Staff was friendly and quick to check us in."

Reviewed on Jan 19, 2025

Holiday Inn Portland-By the Bay, an IHG Hotel
See all 432 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 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

Merrill Auditorium

4/5(15 reviews)

You can enjoy a show at Merrill Auditorium during your trip to Portland. Stroll along the area's seaside or experience its acclaimed theater scene.

Merrill Auditorium

Maine Narrow Gauge Railroad Company and Museum

You can spend an afternoon studying the exhibits at Maine Narrow Gauge Railroad Company and Museum in Portland. Experience the area's entertainment choices and great live music.

Maine Narrow Gauge Railroad Company and Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.