
Downtown Portland Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Our guide on where to stay in Downtown Portland
Find the best Downtown Portland areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Portland

Old Port
5/5(1 area review)
Explore the cobblestone streets in Portland’s historic district, which combines a wealth of history with a thoroughly modern city experience.
Our pick of the best Downtown Portland Hotel Deals

The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 11 Jan to 12 Jan
NZ$187
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Helpful staff
Reviewed on 17 Dec 2025

Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,547 reviews)
The location was perfect. It was very close to shopping, restaurants and the waterfront. The room was nice and clean. The hot tub was closed for several days for cleaning so we could not use which was a major bummer as we really really wanted to use it. Staff super friendly. Valet parking for $35 ...
Reviewed on 17 Dec 2025

Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$260 per night from 25 Dec to 26 Dec
NZ$260
25 Dec - 26 Dec
includes taxes & fees
9.2/10 Wonderful! (1,710 reviews)
Wonderful hotel, wonderful room. Absolutely recommend to anyone traveling to Portland, Maine.
Reviewed on 19 Dec 2025
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
Discover the most popular places to visit in Downtown Portland

State Street Church
Portland’s history of religious tolerance finds its place in a Gothic Revival building at the city center, perfect for attending religious services while on vacation.

Charles Q. Clapp House
Demonstrating the wealth and artistic sensibilities of 19th-century Portland, this masterpiece of Greek Revival architecture is next to the Portland Museum of Art.
Port City Music Hall
You can make plans for a show at Port City Music Hall on your trip to Portland. Experience the area's great live music and acclaimed theatre scene.
Activities

Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
NZ$39
per adult
100% of travellers recommend

Ultimate Portland Self-Guided Driving GPS Audio Tour
NZ$29
per traveller
100% of travellers recommend

Portland Smartphone Audio Tour: Self-Guided Drive
NZ$26
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



