Portland Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
State Street Church

Downtown Portland

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

Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.

Find hotels in Downtown Portland

Find the Best Portland Vacation Packages

Portland Hotel Deals

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 ￥22,745 per night from Oct 19 to Oct 20
￥22,745
￥25,165 total
Oct 19 - Oct 20
includes taxes & fees
7.8/10 Good! (1,091 reviews)
"Not bad at all"

Reviewed on Sep 22, 2025

Clarion Hotel Portland
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥16,892 per night from Oct 23 to Oct 24
￥16,892
￥18,971 total
Oct 23 - Oct 24
includes taxes & fees
7.8/10 Good! (1,037 reviews)
"Front desk staff was helpful with dining suggestions."

Reviewed on Sep 25, 2025

Fireside Inn & Suites Portland
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥33,232 per night from Oct 27 to Oct 28
￥33,232
￥36,769 total
Oct 27 - Oct 28
includes taxes & fees
9.4/10 Exceptional! (1,017 reviews)
"It was the perfect location - walkable distance from all the restaurants, bars, coffee shops, art district, ferry, etc. Great rooftop and downstairs restaurant/lounge."

Reviewed on Sep 24, 2025

Canopy by Hilton Portland Waterfront
See all 486 properties in Portland
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.

Discover the most popular places to visit in Portland

Eastern Promenade showing a bay or harbor 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

International Cryptozoology Museum

You can spend time browsing the exhibits at International Cryptozoology Museum in Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.

International Cryptozoology Museum

Maine Narrow Gauge Railroad Company and Museum

You can spend an afternoon studying the exhibits at Maine Narrow Gauge Railroad Company and Museum in Portland. Experience the area's acclaimed theater scene and great live music.

Maine Narrow Gauge Railroad Company and Museum

What to do in Portland

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

￥1,302
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

￥9,814
per adult
90% of travellers recommend
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Port City Light Cruise

Port City Lights Cruise

￥6,006
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.