Valley Street Vacations from $472

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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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $647, price is now $472 per person
$472
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
9.2/10 Wonderful! (52 reviews)
Quiet and peaceful with views of the Bay. Easy to access and close to downtown Portland

Reviewed on Aug 18, 2025

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $1,595, price is now $1,110 per person
$1,110
per person
Oct 1 - Oct 6
found 16 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.2/10 Wonderful! (30 reviews)
The staff was customer friendly.

Reviewed on Aug 4, 2025

River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
Price was $1,260, price is now $888 per person
$888
per person
Oct 10 - Oct 17
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (294 reviews)
It was a basic suite-like motel. Could use an upgrade. Very 70s

Reviewed on Mar 30, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,393, price is now $995 per person
$995
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
What’s not to love. It’s Cliff House!!

Reviewed on Aug 29, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $871, price is now $658 per person
$658
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
9.6/10 Exceptional! (228 reviews)
We stayed at the property for three nights and paid extended hour for checking-out. Unfortunately, the system hotel created didn't work. the cleaning staffs kept knocking our door at 11am (normal check-out time). Even I told them that I paid for the extension hour to check out. They still kept coming back to knock the door multiple times.

Reviewed on Aug 31, 2025

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
State Street Church

Downtown Portland

5 out of top 10 points of interest in this area
4.5/5(326 area reviews)

Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.

Find hotels in Downtown Portland

Valley Street Hotel Deals

Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St, Portland, ME
$109 nightly
The price is $119 total per night from Sep 1 to Sep 2
$119 total
Sep 1 - Sep 2
Total with taxes and fees
Inn at St John Portland In-Town
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $168 total per night from Sep 4 to Sep 5
$168 total
Sep 4 - Sep 5
Total with taxes and fees
Clarion Hotel Portland
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
$85 nightly
The price is $93 total per night from Sep 30 to Oct 1
$93 total
Sep 30 - Oct 1
Total with taxes and fees
Germaine Inn South Portland
See all 2,483 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Valley Street

State Theatre showing street scenes as well as an individual femail

State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
Portland Museum of Art showing art and interior views as well as a small group of people

Portland Museum of Art

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
East End Beach which includes general coastal views and a beach as well as a small group of people

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$7
per adult
Downtown Golden Adventure Quest Experience in Portland
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

$67
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Port City Light Cruise

Port City Lights Cruise

$41
per adult
100% of travellers recommend
Port City Lights Cruise
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.