Portland Arts District Vacation Packages for 2026
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Portland Arts District Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Old Orchard Beach Inn
$739
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Playland and Old Orchard Beach are located nearby.
This review has been rejected several times, perhaps because it was too negative. Of the three properties I booked for this trip on different platforms, Old Orchard Beach Inn was the most disappointing. The room and bathroom needed a complete refresh. The furniture was old (not antique, poor reproductions and broken down). The bathroom was small and very dated. There was only one very small window and the room was dark. The lighting was terrible. Location was good. I only interacted with one staff person, who booked me in. The breakfast was acceptable--eggs, sausage and potatoes kept warm on a flame, and a fairly good variety of other breakfast foods. The breakfast is served two doors away, a short walk but it was pouring rain that morning. Parking was fine. This property was below my expectations for Hotels.com, compared with other properties I have booked on your platform. My rating for this property is significantly lower than the one on your website.
Reviewed on Aug 9, 2026
Portland Harbor Hotel
Downtown Portland
$1,453
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
The Docent's Collection at 121 Middle Street
Downtown Portland
$1,675
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Casco Bay Lines Ferry Terminal and Cross Insurance Arena are located nearby.
Unexpectedly found The Docent's Collection on my trip wanting to spend an extra night. I was generously accommodated before my 4 pm check in time as I was already in the area. It is a beautiful loft style apartment/room that is spacious and very clean. Also within walking distance of a lot of the places I wanted to visit. I loved it so much and I would definitely be back soon.
Reviewed on Aug 9, 2026
The Weldon Hotel
Downtown Portland
$2,077
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Cross Insurance Arena and State Theatre are located nearby.
The rooms were clean and spacious. The location was very convenient to the Old port. Parking was right across the street. The only drawback was a mechanical noise that we believe originated from the building next door. This noise made it sometimes difficult to sleep. Having a kitchen and laundry were helpful.
Reviewed on Aug 4, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
$2,282
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
Evalina Hotel
Downtown Portland
$2,289
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands.
The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well.
We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!
Reviewed on Aug 8, 2026
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See all available trips from Columbus to Portland Arts District
View all tripsPortland Arts District Vacation Packages
Trying to plan a way to package your Portland Arts District flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We're here to book everything you'll need to make your Portland Arts District trip one to remember. With just a few clicks, you can select the best vacation package for you. We have a fabulous list of accommodations and flight, as well as local endeavors to pull from.
Portland Arts District Hotels
You can choose from around 2429 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Portland Arts District hot spots, we have plenty of options available.
From Portland Arts District hotels with swimming pools and on-site restaurants, to boutique accommodations that add all the thoughtful touches, you'll find a hotel here that will make your trip astounding. With AARP Travel Center's Portland Arts District hotel packages, you not only get a great rate on your flight, but also a great place to stay.
Things to do in Portland Arts District
You'll find that Portland Arts District always has something to do. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.
The AARP Travel Center "Things to Do" page has more great activities that you can book.
Save with a Portland Arts District Vacation Package
With so much going on in Portland Arts District, you'll be wanting to plan your outings, not devoting time to finding the hotel with the lowest rate. The AARP Travel Center Powered by Expedia® allows you to quickly book everything you need, and save money doing it. You can coordinate your whole trip, including activities in Portland Arts District from only one place. The hardest packing you'll have to do is for your suitcase. Bundle now and save!
Top Hotel Deals
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Fireside Inn & Suites Portland
81 Riverside St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Waves Oceanfront Resort
87 W Grand Ave Old Orchard Beach ME
Book a stay at this beach hotel in Old Orchard Beach. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean ...
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Portland Harbor Hotel
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Spark by Hilton Portland Airport Maine Mall
461 Maine Mall Rd South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
The Westin Portland Harborview
157 High St Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
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See all available properties in Portland Arts District
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$202
Roundtrip
found 1 day ago
Thu, Oct 8 - Fri, Oct 16
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$237
Roundtrip
found 6 days ago
Wed, Aug 26 - Wed, Sep 9
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$247
Roundtrip
found 2 days ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$248
Roundtrip
found 1 day ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$267
Roundtrip
found 1 day ago
Best points of interest in Portland
- Cross Insurance Arena Vacations
- Portland Museum of Art Vacations
- Wadsworth-Longfellow House Vacations
- Maine College of Art Vacations
- Maine Historical Society Vacations
- Portland Stage Vacations
- Port City Music Hall Vacations
- Monument Square Vacations
- Center for Maine History Vacations
- Space Gallery Vacations
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More Types of Hotels
- Hotels with Bars in Portland Arts District
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- Hotels with an Indoor Pool in Portland Arts District
- Hotel with wifi in Portland Arts District
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