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
Explore the cobblestone streets in Portland’s historic district, which combines a wealth of history with a thoroughly modern city experience.
West End
If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.
Portland Arts District
The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.
Parkside
If you're spending some time in Parkside, Fitzpatrick Stadium and Neal S. Dow House are top sights worth seeing.
East Bayside
If you're spending some time in East Bayside, Maine Jewish Museum and Cathedral of the Immaculate Conception are top sights worth seeing.
Top hotels in Downtown Portland
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
£304
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (1,832 reviews)
"Perfect location, clean and friendly! Would definitely stay here again!"
Reviewed on 8 Sept 2026
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
£208
20 Sept - 21 Sept
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"Great location spacious clean rooms! Mattress were showing there age a bit but the hotel iitself was very well maintained and the staff is great!!"
Reviewed on 8 Sept 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
£257
20 Sept - 21 Sept
includes taxes & fees
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 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.
Stay near popular Downtown Portland attractions
State Theatre
8.8/10 (392 reviews)
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.
Portland Museum of Art
9.2/10 (610 reviews)
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
Photo by Tim Thomas
Maine College of Art
10.0/10 (2 reviews)
You can spend time exploring the galleries in Maine College of Art during your trip to Portland. Experience the area's acclaimed theatre scene and great live music.
State Street Church
Portland’s history of religious tolerance finds its place in a Gothic Revival building at the city center, perfect for attending religious services while on vacation.
Cross Insurance Arena
8.6/10 (275 reviews)
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its great live music.
Merrill Auditorium
8.8/10 (107 reviews)
You can enjoy a show at Merrill Auditorium during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
Fore Street Gallery
You can spend an afternoon exploring the galleries in Fore Street Gallery during your travels in Portland. Experience the area's entertainment choices and great live music.
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 great live music.
Things to do
Portland: Casco Bay Morning Lighthouse Cruise
£43
per adult
Sunset Windjammer Cruise Along the Coast of Portland Maine
£56
per adult
90% of travellers recommend
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* 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.