
Portland Arts District Vacation Packages
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Top Holiday Package Deals in Portland Arts District
Price found within the past 48 hours. Click for updated prices.

Portland Harbor Hotel
Downtown Portland
Price was CA $1,770, price is now CA $1,510 per person
CA $1,510
per person
Jun 14 - Jun 18
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.2/10 Wonderful! (1,766 reviews)
The location was very good because you can walk to everything you need in the area. The only thing we didn’t like was the automatic $35 fee you can use toward meals etc in their restaurant, but if you don’t use it you get charged the fee anyway. We felt like it was a way to force us to eat in their restaurant.
Reviewed on Apr 17, 2026

The Weldon Hotel
Downtown Portland
Price was CA $2,062, price is now CA $1,670 per person
CA $1,670
per person
Jun 14 - Jun 18
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.8/10 Exceptional! (98 reviews)
We had an absolutely wonderful stay here.
It is our second time.
The location is fantastic, making it easy to get anywhere we needed. One block from the waterfront. Very walkable. Our unit came with a fully stocked kitchen, complete with a multi cooking option stove. Beautiful place settings, and every tool you could possibly need to prepare a full meal.
We actually hosted a dinner party during our stay, and the staff went above and beyond by providing extra place settings and making sure we had everything we needed.
The gym is impressively equipped - truly set up for any type of workout, which made it easy to stay on our routine. The bedding and towels were luxurious and added an extra level of comfort that made the stay
feel special. Washer and dryer in the unit was awesome.
Overall, a great second experience from start to finish. We'd happily stay again.
Reviewed on Mar 26, 2026

Inn By The Sea
Price was CA $2,267, price is now CA $1,865 per person
CA $1,865
per person
Jul 13 - Jul 16
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (309 reviews)
This was my first trip away since having kids 12 years ago. The staff was very friendly, helpful and attentive. The parking lot, lobby, halls and room were very clean. Our dinner and breakfast at the Inn were absolutely delicious. The ingredients were fresh and the flavors complimented each other well. It was difficult to make a choice on what to order. We didn't have a pet with us but did see several dogs during dining and were impressed with dog menu. I would highly recommend to anyone to stay at the Inn and if you are unable to at least have a meal in the restaurant. We are already planning a longer stay next time.
Reviewed on Mar 30, 2026

Blind Tiger Portland - Danforth Street.
West End
Price was CA $3,080, price is now CA $2,608 per person
CA $2,608
per person
Jun 14 - Jun 18
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (178 reviews)
The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!
Reviewed on Mar 10, 2026
Where to stay in Portland Arts District
Find the best Portland Arts District areas and neighborhoods for the activities you enjoy most. Learn more about Portland Arts District

Downtown Portland
5 out of top 10 points of interest in this area
4.5/5(11 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.
Portland Arts District Hotel Deals

Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Fully refundable
The price is CA $133 per night from Apr 26 to Apr 27
CA $133
CA $147 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (1,495 reviews)
We had a lovely stay. Pro - The room was clean and spacious, staff was very helpful and friendly. Buffet breakfast was so delicious and had a great variety. Con -parking garage stairs were in disrepair and closed for use, but signs still pointed to them to access hotel.
Reviewed on Apr 19, 2026

The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Apr 20 to Apr 21
CA $204
CA $226 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
A fine location with nice rooms and helpful staff. The bar on the 15th floor has a nice view of the harbor and pretty good draft beer. Don't order food - or at least the tots as the serving size is meager and quality very low. Not to mention the high cost. Like many cities, Portland does struggle ...
Reviewed on Apr 17, 2026

Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Apr 26 to Apr 27
CA $167
CA $236 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,757 reviews)
The location was very good because you can walk to everything you need in the area. The only thing we didn’t like was the automatic $35 fee you can use toward meals etc in their restaurant, but if you don’t use it you get charged the fee anyway. We felt like it was a way to force us to eat in their ...
Reviewed on Apr 17, 2026
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 Portland Arts District

Portland Museum of Art
5/5(5 reviews)
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
Things to do

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
CA $14
per traveller

Ultimate Portland Self-Guided Driving GPS Audio Tour
CA $23
per traveller
100% of travellers recommend

Portland Smartphone Audio Tour: Self-Guided Drive
CA $21
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











