Valley Street Holidays
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Our guide on where to stay in Valley Street
Find the best Valley Street areas and neighborhoods for the activities you enjoy most. Learn more about Valley Street
Downtown Portland
4 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.
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.
Our pick of the best Valley Street Hotel Deals
Inn at St John Portland In-Town
939 Congress St Portland ME
Fully refundableReserve now, pay when you stay
NZ$313
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,123 reviews)
"Cute property and comfortable room. There is not a lot of parking actually on-site, but they give a parking pass to another lot about a block away. Pretty typical Continental breakfast. Would stay there again."
Reviewed on 10 Aug 2026
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
NZ$171
8 Sept - 9 Sept
includes taxes & fees
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
NZ$177
30 Aug - 31 Aug
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 Valley Street holiday package cost?
Live it up in Valley Street from as little as . Choose from a great selection of hotels, flights and rental cars to suit your travel style. You can pick up even better deals when you add a few experiences or tours to your package.
How do I get a cheap travel package to Valley Street?
Simply by bundling. Hotels, rental cars and flights — combine whatever you need into a Valley Street holiday package to save a ton of cash. Score even more discounts when you add extras such as activities or tours to your booking. But that's not the only good part. You have the freedom to put together your trip your way. We offer more than 550 airlines and 1 000 000 hotel options in all corners of the globe, so that everyone has a chance to travel and live out those holiday dreams.
Where should I stay in Valley Street?
Most people who travel to Valley Street include University of Southern Maine and Portland Museum of Art on their must-see lists. Why not consider a hotel right near these main attractions?
What are the top hotels in Valley Street?
Reserve a room at Walk - In Modern Downtown One Bedroom. It's one of the neighbourhood's most popular hotels. Another highly rated option in Valley Street is Stylish Walk - In Private One Bedroom Apt.
How far in advance should I book my Valley Street holiday?
While prices change frequently, we generally recommend booking your flight as soon as possible. Most international fares are available on Expedia up to 12 months in advance. If you're booking late, you might still get lucky. Discount prices to Valley Street occasionally appear in the weeks prior to departure.
What does an Expedia Valley Street travel package include?
It comes down to what you're looking for. If you're travelling alone, you might decide to bundle flights and hotels. Taking the whole family to Valley Street? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Valley Street travel package?
You'll save big with an Expedia travel package. Combine your flights, rental cars and hotels and enjoy terrific discounts. Hotels aren't your only option, however. We've got beachside condos, creek-side mountain cabins and just about everything in between!
Can I choose my airline with a Valley Street Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Valley Street holiday package?
Don't worry if you're rethinking your Valley Street holiday package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We realise your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
Stay near popular Valley Street attractions
Hadlock Field
9.8/10 (6 reviews)
Catch an event at Hadlock Field during your trip to Portland. Amble around the area's waterfront or attend a sporting event.
Portland Exposition Building
8.0/10 (3 reviews)
Learn about the events happening in Portland Exposition Building during your trip to Portland. Experience the area's great live music and entertainment choices.
Fitzpatrick Stadium
Catch an event at Fitzpatrick Stadium during your trip to Portland. Amble around the area's waterfront or attend a sporting event.
Home of the Maine Celtics
Catch an event at Home of the Maine Celtics during your trip to Portland.
Activities
Sunset Windjammer Cruise Along the Coast of Portland Maine
NZ$133
per adult
90% of travellers recommend
Portland Explorer: Boat Cruise with Oysters & Prosecco
NZ$237
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.