Valley Street Holidays from £1,506

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Your Valley Street Holiday

Make travel planning simpler by snapping up a holiday package to Valley Street. We'll look after the details, so you can concentrate on discovering everything this neighbourhood has to offer. When it's time to see the sights, you'll find a lot of top attractions nearby including Portland Museum of Art, University of Southern Maine and Victoria Mansion. Visit one, two or all during your trip to Valley Street. Don't just imagine it — make it a reality! Secure your ideal Valley Street holiday with Expedia and experience travel your way.

Price found within the past 48 hours. Click for updated prices.
Breakwater Inn

Breakwater Inn

4.5 out of 5
Price was £1,754, price is now £1,506 per person
£1,506
per person
4 May - 11 May
found 24 hours ago
Return flight included
London (LHR) to Portland (PWM)
8.4/10 Very Good! (53 reviews)
Room was wonderful,perfect. Staff could not have been nicer

Reviewed on 19 Dec 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was £2,183, price is now £1,742 per person
£1,742
per person
4 May - 11 May
found 24 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (686 reviews)
Historic, cozy, and charming mansions and rooms...our stay was amazing.

Reviewed on 15 Mar 2026

Grasshopper Inn

Grasshopper Inn

4 out of 5
Price was £2,600, price is now £2,138 per person
£2,138
per person
4 May - 11 May
found 24 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.8/10 Exceptional! (71 reviews)
We had a fantastic stay at Grasshopper Inn and will definitely return when back in the area. Clean, friendly staff and brilliant location.

Reviewed on 22 Oct 2025

Stage Neck Inn

Stage Neck Inn

4 out of 5
Price was £2,233, price is now £1,918 per person
£1,918
per person
4 May - 11 May
found 24 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (522 reviews)
We loved our stay it was just perfect

Reviewed on 2 Jan 2026

Serenity by the Sea 180 Steps to the Beach!

Serenity by the Sea 180 Steps to the Beach!

4 out of 5
Wells Beach
Price was £1,780, price is now £1,540 per person
£1,540
per person
4 May - 11 May
found 24 hours ago
Return flight included
London (LHR) to Portland (PWM)
No reviews

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
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
The price is £65 per night from 26 Mar to 27 Mar
£65
26 Mar - 27 Mar
includes taxes & fees
8.8/10 Excellent! (1,131 reviews)
The room was very cozy and the staff were excellent. Convenient location and parking on site. Would stay again.

Reviewed on 24 Mar 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 £81 per night from 13 Apr to 14 Apr
£81
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
The staff was very helpful. Breakfast was included. Full service, not continental. Really good food. Parking was validated. No surprises on put bill. Definitely recommended.

Reviewed on 22 Mar 2026

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is £63 per night from 13 Apr to 14 Apr
£63
13 Apr - 14 Apr
includes taxes & fees
8/10 Very Good! (1,404 reviews)
Clean room , nice pool area and quiet ,will say that the beds are kinda uncomfortable but if you’re there for a night it’s not too bad ! I’d come back again.

Reviewed on 22 Mar 2026

Clarion Hotel Portland Airport ME
See all 2,428 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Valley Street travel package cost?
The cheapest Valley Street travel package is £1,506, so your dream holiday can become a reality — without the high price tag. Bundle flights, hotels, car rentals and more to tailor make a package that suits your travel style.
If I'm not able to travel, can I cancel my Valley Street travel package?
If your holiday plans in Valley Street have changed, it's a relief to know that you can cancel your booking. If you made your booking less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to Valley Street?
Our Valley Street travel packages offer plenty of savings for the savvy explorer. For the best deals, simply bundle your flights, hotels and tours into an affordable package. But low prices are just the beginning of your next amazing adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 properties around the globe to pick from. No matter your budget, there's a package to suit you.
Does Expedia offer Book Now, Pay Later Valley Street holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budgets, so you can jet away on that well-earned holiday now.
  • Pay in instalments holidays: If you'd like to pay off your getaway across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Valley Street?
A trip to Valley Street isn't complete without stopping by University of Southern Maine and Portland Museum of Art. Stay as close as possible for quick access to these popular tourist attractions.
What are the top hotels in Valley Street?
Get your trip off to a great start by locking in a room at The Westin Portland Harborview. It's one of most popular properties in Valley Street. Another option is Embassy Suites by Hilton Portland Maine.
How far in advance should I book my Valley Street holiday?
While prices fluctuate, we generally recommend booking your holiday as soon as possible. Many international airfares are found on Expedia up to a year in advance. If you're booking late, you might still get lucky. Cheaper tickets to Valley Street sometimes occur in the weeks prior to departure.
What does an Expedia Valley Street travel package include?
Expedia has everything you need to lock in Valley Street escape, but what your package looks like depends on you. Pick from a combination of hotels, flights and rental cars. Looking for some experiences or tours to keep you on the move? Once you've made your booking, you can add them on too. Whatever your style, there's a deal to match your needs.
What should I know before booking a Valley Street travel package?
You'll save big with an Expedia travel package. Bundle your flights, rental cars and hotels and unlock fabulous discounts. Hotels aren't your only choice, however. Book with us and select from beachside villas, city apartments and even glamping tents!
Can I choose my airline with a Valley Street Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.

Popular places to visit

East End Beach featuring 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

Portland Exposition Building

Learn about the events happening in Portland Exposition Building during your trip to Portland. Experience the area's great live music and acclaimed theatre scene.

Portland Exposition Building

Casco Bay Lines Ferry Terminal

Explore the waterfront in Portland with a trip to Casco Bay Lines Ferry Terminal. Discover the top-notch restaurants and great live music in this family-friendly area.

Casco Bay Lines Ferry Terminal

Things to do

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

£7
per traveller
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

£13
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
Portland Maine App-Based Driving & Walking Audio Tour Bundle

Portland Maine App-Based Driving & Walking Audio Tour Bundle

£19
per traveller
Portland Maine App-Based Driving & Walking Audio Tour Bundle
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. Flight-inclusive packages are ATOL protected.