East Bayside Holidays from £954
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Your East Bayside Holiday
Your next big adventure is calling with a holiday package to East Bayside. Relaxation, entertainment and nonstop great times — you're sure to find it in this neighbourhood. Kick off your trip to East Bayside with a visit to nearby attractions such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. No matter your travel plans or budget, booking your dream East Bayside holiday is simple with Expedia.
Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa
Downtown Portland
£1,416
per person
16 Oct - 20 Oct
found 13 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.4/10 Exceptional! (1,740 reviews)
The check in staff were very friendly. The room was clean and the bed very comfortable. Great central location for walking around Portland.
Reviewed on 23 Aug 2026
Where to stay in East Bayside
Find the best East Bayside areas and neighborhoods for the activities you enjoy most. Learn more about East Bayside
Downtown Portland
5 out of top 10 points of interest in this area
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 Merrill Auditorium.
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.
Top hotels in East Bayside
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
£58
31 Aug - 1 Sept
includes taxes & fees
7.2/10 Good! (716 reviews)
"Well it wasn’t the best place. Run down and cheap upgrades. The staff was helpful, but not very expedient. I would stay again as the price was fair for what you get."
Reviewed on 23 Aug 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
£70
31 Aug - 1 Sept
includes taxes & fees
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
£96
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (1,640 reviews)
"Really a pleasant place to stay. And a great price!"
Reviewed on 23 Aug 2026
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 an East Bayside travel package cost?
Discover the best of East Bayside from as low as £954. We offer a wonderful selection of flights, hotels and rental cars to suit your travel style. Score even better deals when you add a couple of sightseeing activities to your travel package.
If I'm not able to travel, can I cancel my East Bayside travel package?
Because we understand life is full of surprises, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your East Bayside travel package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to East Bayside?
Our East Bayside travel packages promise plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But great bargains are just the beginning of your next memorable adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 hotel options around the world to choose from. Whatever your style or budget, there's a package that's perfect for you.
Does Expedia offer Book Now, Pay Later East Bayside holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway easier on your hip pocket. Paying in instalments means you can spread the costs of your next adventure, leaving you with more money to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Consider these flexible payment options:
- Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budgets, so you can have that well-deserved holiday sooner.
- Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.
Where should I stay in East Bayside?
Most visitors to East Bayside include both University of Southern Maine and Portland Museum of Art on their to-do lists. Why not go for a hotel that's close to these fantastic attractions?
What are the top hotels in East Bayside?
Get your escape off to an excellent start by booking a stay at The Westin Portland Harborview. It's one of most sought-after properties in East Bayside. Another comfortable option is Embassy Suites by Hilton Portland Maine.
How far in advance should I book my East Bayside holiday?
Smart travellers will likely want to book early. You can usually compare international airfares on Expedia up to 12 months before your flight. If you're late to book, don't despair. Low prices occasionally occur in the last weeks before departure.
What does an Expedia East Bayside travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your ideal East Bayside getaway. You can also add on experiences and activities once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking an East Bayside travel package?
Bundling your bookings into an East Bayside travel package is the easiest 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 a tour or an activity?
Can I choose my airline with an East Bayside Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.
Stay near popular East Bayside attractions
Maine Jewish Museum
Located in the immigrant-era Etz Chaim Synagogue, this museum tells the stories of Maine’s Jewish families and showcases Jewish artists from the area.
Cathedral of the Immaculate Conception
Find out about the history of Portland with a stop at Cathedral of the Immaculate Conception. Stroll along the area's waterfront or experience its entertainment choices.
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
£58
per adult
90% of travellers recommend
Portland Explorer: Boat Cruise with Oysters & Prosecco
£103
per adult
* 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.