Downtown Portland Holidays

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Your Downtown Portland Holiday

Experience the best that Downtown Portland offers with a Downtown Portland holiday package. From its markets to every other thing that makes it stand out, this neighbourhood will delight you from beginning to end. Some top nearby attractions to visit during your trip to Downtown Portland include Portland Museum of Art, University of Southern Maine and Victoria Mansion. Stop daydreaming and start doing. When it's time to lock in your holiday to Downtown Portland, Expedia will help you get there.

Where to stay in Downtown Portland

Find the best Downtown Portland areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Portland
Old Port featuring a bay or harbour

Old Port

Explore the cobblestone streets in Portland’s historic district, which combines a wealth of history with a thoroughly modern city experience.

Find hotels in Old Port

Top hotels in Downtown Portland

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 £221 per night from 26 Aug to 27 Aug
£221
26 Aug - 27 Aug
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Nice property could add some vending machines by ice machines for soft drinks and snacks."

Reviewed on 24 Jul 2025

The Westin Portland Harborview
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 £290 per night from 25 Aug to 26 Aug
£290
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (1,540 reviews)
"Excellent in a great location"

Reviewed on 26 Jul 2025

Portland Harbor Hotel
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
The price is £320 per night from 25 Aug to 26 Aug
£320
25 Aug - 26 Aug
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
Traveling in Maine
"We really enjoyed our stay. Bed was comfortable as was our room, and the front desk service was great."

Reviewed on 23 Jul 2025

Canopy by Hilton Portland Waterfront
See all 2,463 properties in Downtown 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Downtown Portland travel package cost?
Be ready to book, because a trip to Downtown Portland starts from a tempting . When you combine your hotels, flights and car rentals into a package, you'll score the best prices.
If I'm not able to travel, can I cancel my Downtown Portland travel package?
You can. We get that life happens, so we're happy to help if you have to make changes to your Downtown Portland travel package. It may be possible to change or cancel your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Downtown Portland?
If you love getting an amazing deal, combine your bookings into a Downtown Portland travel package. Whether you're looking for flights, hotels, activities or rental cars, you can browse and book them all in one place. You'll have ample choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 hotel options throughout the world to choose from. Fly with who you want, stay wherever you like and save precious dollars — now that's the ideal getaway!
Does Expedia offer Book Now, Pay Later Downtown Portland holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a dream getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all types of budgets, so you can book that well-deserved holiday sooner.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Downtown Portland?
Most who travel to Downtown Portland include University of Southern Maine and Portland Museum of Art on their bucket lists. Why not choose a hotel as close as possible to these great attractions?
What are the top hotels in Downtown Portland?
The Westin Portland Harborview and Embassy Suites by Hilton Portland Maine are two of the most well-known properties in Downtown Portland. Why not look up the amenities and rates at each and then make up your mind?
How far in advance should I book my Downtown Portland holiday?
It can be hard to know when is the perfect time to book your trip to Downtown Portland. But typically the earlier you book, the better the prices. In some cases, you can lock in your flights and hotels nearly a year prior to your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are incredible bargains popping up on Expedia every single day.
What does an Expedia Downtown Portland travel package include?
Hotels, flights and rental cars — we've got them well covered. With Expedia, you can shape your Downtown Portland travel package the way you like it. All you have to do is decide exactly what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a Downtown Portland travel package?
Bundling your bookings into a Downtown Portland travel package is the most convenient way to organise your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Downtown Portland Expedia travel package?
Yes, and with more than 550 airlines to choose from all over the world, you've got lots of choice. Scroll through the available options and find out which airline best suits your needs and budget.

Popular places to visit

Casco Bay Lines Ferry Terminal

Explore the waterfront in Portland with a trip to Casco Bay Lines Ferry Terminal. Discover the top-notch restaurants and great live music in this family-friendly area.

Casco Bay Lines Ferry Terminal

International Cryptozoology Museum

You can spend time studying the exhibits at International Cryptozoology Museum during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.

International Cryptozoology Museum

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

£5
per adult
Downtown Golden Adventure Quest Experience in Portland
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

£49
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

£41
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
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. Flight-inclusive packages are ATOL protected.