Valley Street Holidays

Photo by Assya A

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Downtown Portland

5 out of top 10 points of interest in this area
3.5/5(2 area reviews)

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.

Find hotels in Downtown Portland

Top hotels in Valley Street

Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 16 Apr to 17 Apr
S$111
16 Apr - 17 Apr
includes taxes & fees
8.8/10 Excellent! (1,138 reviews)
Not much of a Continental breakfast

Reviewed on 11 Apr, 2026

Inn at St John Portland In-Town
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 S$183 per night from 30 Apr to 1 May
S$183
30 Apr - 1 May
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
We enjoyed our stay. The only boy issue was a stain on the box spring, which staff took care of almost immediately. Would definitely stay again

Reviewed on 12 Apr, 2026

The Westin Portland Harborview
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
The price is S$207 per night from 19 Apr to 20 Apr
S$207
19 Apr - 20 Apr
includes taxes & fees
9.4/10 Exceptional! (1,195 reviews)
Disappointed with Friday dinner. Ordered simple burgers and they were burnt. Staff great, though

Reviewed on 12 Apr, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,460 properties in Valley Street
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.

Popular places to visit

Fitzpatrick Stadium

Catch an event at Fitzpatrick Stadium during your trip to Portland. Amble around the area's waterfront or attend a sporting event.

Fitzpatrick Stadium

Thompson's Point

Commune with nature and explore the great outdoors at Thompson's Point during your travels in Portland. Stroll along the waterfront or attend a sporting event in the area.

Thompson's Point

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Portland Golden Adventure Puzzle Quest and Tour

S$12
per adult
Portland Golden Adventure Puzzle Quest and Tour
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

S$20
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
Maine: Portland Smartphone-Based Walking Audio Tour

Maine: Portland Smartphone-Based Walking Audio Tour

S$15
per traveller
Maine: Portland Smartphone-Based Walking Audio Tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.