Valley Street Trip

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    Save up to ₹43,962 when you book a flight and hotel together*

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

The Kennebunk Inn

2.5 out of 5
Price was ₹71,512, price is now ₹66,531 per person
₹66,531
per person
12 Mar - 15 Mar
found 7 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PWM)
7.8/10 Good! (745 reviews)
I would visit again

Reviewed on 4 Dec 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Price was ₹153,820, price is now ₹125,919 per person
₹125,919
per person
12 Mar - 15 Mar
found 7 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Loved the hotel had a great time with a group of friends

Reviewed on 12 Jan 2026

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was ₹90,185, price is now ₹81,842 per person
₹81,842
per person
12 Mar - 15 Mar
found 7 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PWM)
9.4/10 Exceptional! (649 reviews)
The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again.

Reviewed on 3 Jan 2026

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was ₹86,126, price is now ₹80,171 per person
₹80,171
per person
12 Mar - 15 Mar
found 7 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PWM)
9.4/10 Exceptional! (225 reviews)
Excellent attention by front desk staff.

Reviewed on 12 Jan 2026

InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was ₹72,249, price is now ₹68,095 per person
₹68,095
per person
12 Mar - 15 Mar
found 7 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PWM)
9.4/10 Exceptional! (356 reviews)
Great clean and friendly place Love returning every year

Reviewed on 7 Jan 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
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Downtown Portland

4 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 Fore Street Gallery.

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 ₹7,213 per night from 14 Jan to 15 Jan
₹7,213
₹7,862 total
14 Jan - 15 Jan
includes taxes & fees
8.6/10 Excellent! (1,136 reviews)
Basic continental breakfast with good coffee variety, free parking. Great lobby area and overall vintage style of the hotel. Rooms are clean and spacious, following the same style. Would stay again.

Reviewed on 8 Jan 2026

Inn at St John Portland In-Town
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is ₹7,051 per night from 15 Jan to 16 Jan
₹7,051
₹7,801 total
15 Jan - 16 Jan
includes taxes & fees
8/10 Very Good! (1,322 reviews)
Very nice

Reviewed on 11 Jan 2026

Clarion Hotel Portland Airport ME
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 ₹9,557 per night from 4 Feb to 5 Feb
₹9,557
₹10,574 total
4 Feb - 5 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Room was clean and had all amenities.

Reviewed on 6 Jan 2026

The Westin Portland Harborview
See all 2,339 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 ₹66,531. 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

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
Victoria Mansion which includes heritage elements, a house and interior views

Victoria Mansion

Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.

Victoria Mansion
Eastern Promenade which includes a bay or harbour and general coastal views as well as a small group of people

Eastern Promenade

Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.

Eastern Promenade
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.