Valley Street Holidays from £809

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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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was £926, price is now £809 per person
£809
per person
6 Nov - 10 Nov
found 10 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.2/10 Wonderful! (1,545 reviews)
Beautiful hotel, great location

Reviewed on 28 Aug 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Price was £1,723, price is now £1,481 per person
£1,481
per person
11 Oct - 14 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Portland (PWM)
9.4/10 Exceptional! (279 reviews)
We chose Inn by the Sea because it was advertised as a “pet-friendly” property with beach access for pets, which was a key factor in our decision. Unfortunately, our experience didn’t quite align with those expectations. We arrived on a Sunday around noon and, as expected, our room wasn’t ready (check-in is at 4:00pm). However, unlike many hotels, we were not offered anything while we waited — no welcome drink, light refreshment, or even an early check-in estimate — despite having to wait the full four hours. Once we checked in, we were told our assigned room was not pet-friendly, and we would be charged for any accidents — despite booking under the premise that this was a pet-friendly stay. Additionally, the restaurant only allows pets in the outdoor seating area, and the pool area is not pet-friendly at all. So while the hotel does accommodate pets in some areas, it’s misleading to call it fully pet-friendly when the main guest amenities are off-limits. That said, the property is beautiful and most of the staff were friendly and professional, which we appreciated. But overall, if you’re traveling with a pet and hoping for a truly integrated experience, this may not be the best fit.

Reviewed on 18 Aug 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was £962, price is now £857 per person
£857
per person
6 Nov - 10 Nov
found 10 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (608 reviews)
Walkable to downtown Kennebunkport shopping.

Reviewed on 24 Aug 2025

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was £918, price is now £841 per person
£841
per person
6 Nov - 10 Nov
found 10 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,379 reviews)
Any problems I had were rectified. Would be back there anytime staff was very friendly and accommodating.

Reviewed on 27 Aug 2025

Dormir

Dormir

3 out of 5
Price was £1,054, price is now £972 per person
£972
per person
11 Oct - 14 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
For the price I would have liked to have my bed made and fresh towels replaced every day. Breakfast was really good but ditch those fake eggs. Over all it was great. Would stay there again.

Reviewed on 17 Aug 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
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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 £112 per night from 2 Sept to 3 Sept
£112
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,065 reviews)
"The Inn at St. John is a clean, convenient, and unique stay experience. The inn is old but well-kept. My room was comfortable, clean, and cute. It had a charming character unlike the big name-brand hotels. It is in a walkable location convenient to sporting and entertainment events, if you are up ..."

Reviewed on 24 Aug 2025

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
The price is £125 per night from 2 Sept to 3 Sept
£125
2 Sept - 3 Sept
includes taxes & fees
7.8/10 Good! (1,010 reviews)
"Consistent- we’ve chosen to stay many times both when we need Park and Fly and when going to local concerts at Thompson Point so we can walk over, and have the long drive home late at night. Clean, friendly and convenient. Price is reasonable."

Reviewed on 23 Aug 2025

Clarion Hotel Portland
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is £123 per night from 31 Aug to 1 Sept
£123
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (1,248 reviews)
"the breakfast was great"

Reviewed on 25 Aug 2025

Days Inn by Wyndham Airport/Maine Mall
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 Holidays
All Inclusive Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Valley Street travel package cost?
The cheapest Valley Street travel package is £809, 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 entertainment choices 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

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

£5
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

£50
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

£44
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
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.