Valley Street Vacations from $636
Book a Hotel + Flight or Car together to unlock savings
Photo by Assya A
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Valley Street Vacation
Make planning your travels hassle-free by booking a vacation package to Valley Street. We'll look after all the details, so you can concentrate on savoring everything this neighborhood can offer. Your trip to Valley Street wouldn't be complete without stopping by major attractions nearby such as Portland Museum of Art, University of Southern Maine and Victoria Mansion. Expedia is here to put your travel plans into action. Book your perfect Valley Street vacation today.
The Latest Valley Street Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Moody
Save 100% on your flight
Price was $1,030, price is now $636 per person
$636
per person
Aug 19 - Aug 22
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
Clean room , great and friendly staff , great location
Reviewed on Jul 13, 2026
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $2,223, price is now $1,395 per person
$1,395
per person
Oct 3 - Oct 6
found 21 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (188 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.
Reviewed on Jun 26, 2026
The Meadowmere Resort
Save 100% on your flight
Price was $1,520, price is now $1,038 per person
$1,038
per person
Sep 4 - Sep 7
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Staff was very helpful, room was clean, and great location! Would definitely stay there again
Reviewed on Jul 14, 2026
Evalina Hotel
Downtown Portland
Save 100% on your flight
Price was $1,788, price is now $1,252 per person
$1,252
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
10/10 Exceptional! (5 reviews)
It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure.
Reviewed on Jun 28, 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
5 out of top 10 points of interest in this area
Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.
Valley Street Hotel Deals
Inn at St John Portland In-Town
939 Congress St Portland ME
$188 nightly
The price is $205 total per night from Jul 19 to Jul 20
$205 total
Jul 19 - Jul 20
Total with taxes and fees
8.8/10 Excellent! (1,136 reviews)
"Tres decevant"
Reviewed on Jul 13, 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
$144 nightly
The price is $159 total per night from Jul 26 to Jul 27
$159 total
Jul 26 - Jul 27
Total with taxes and fees
8.2/10 Very Good! (1,558 reviews)
"The hotel was very small. There was no food available on site or snacks other than a vending machine. The rooms were tiny. The elevator was tiny. Overall, I would not stay here again. The food served at (the hotel "restaurant") breakfast was excellent though."
Reviewed on Jul 14, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
$323 nightly
The price is $357 total per night from Jul 26 to Jul 27
$357 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,268 reviews)
"Clean rooms,welcoming stagf"
Reviewed on Jul 13, 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.
Stay near popular Valley Street attractions
Things to do
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
$79
per adult
100% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
$77
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.