Valley Street Vacation Packages
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Top Holiday Package Deals in Valley Street
Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort
CA $871
per person
Oct 23 - Oct 26
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
8.6/10 Excellent! (1,010 reviews)
Clean room, paid breakfast, front office staff very efficient, very limited items even in paid breakfast section.check in time 4 pm and check out 11 am.
Reviewed on Sep 2, 2026
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
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.
Old Port
Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.
West End
Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.
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
Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.
Valley Street Hotel Deals
Inn at St John Portland In-Town
939 Congress St Portland ME
Fully refundableReserve now, pay when you stay
CA $186
CA $203 total
Sep 30 - Oct 1
includes taxes & fees
8.6/10 Excellent! (1,120 reviews)
"Checked in around 7:30 and asked about where we could have dinner. The clerk just said to go along the adjacent street. Not much there. Settled for bad pizza across the street. It’s not in the best part of town. The room was pretty run down. The carpet was hideous. They had a really powerful cheap ..."
Reviewed on Sep 2, 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
CA $105
CA $114 total
Sep 9 - Sep 10
includes taxes & fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
CA $161
CA $175 total
Sep 9 - Sep 10
includes taxes & fees
8.4/10 Very good! (3,005 reviews)
"Staff was very friendly and courteous."
Reviewed on Sep 2, 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 a Valley Street vacation package cost?
Live it up in Valley Street from as little as CA $871. 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 vacation 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 vacation 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 neighborhood'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 vacation?
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 traveling 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 vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation 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 vacation package?
Don't worry if you're rethinking your Valley Street vacation 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 realize 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 at 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.
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
CA $107
per adult
90% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
CA $82
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.