Downtown Portland Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Downtown Portland

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was CA $1,195, price is now CA $890 per person
CA $890
per person
Jul 20 - Jul 24
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
7.6/10 Good! (1,049 reviews)
We just had a night stay there during a journey but it was comfortable and what we needed

Reviewed on May 7, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was CA $1,669, price is now CA $1,138 per person
CA $1,138
per person
Jul 20 - Jul 24
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (1,003 reviews)
The front desk was incredibly nice. They moved us closer to our family in another room without being asked. It was very appreciated, thank you.

Reviewed on May 3, 2026

Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
Price was CA $1,622, price is now CA $1,186 per person
CA $1,186
per person
Jul 20 - Jul 24
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (341 reviews)
IT WAS CHARMING AND BEAUTIFUL. The restaurant was wonderful, all the staff was first class, would love to go back.

Reviewed on Oct 14, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,972, price is now CA $1,520 per person
CA $1,520
per person
Jul 20 - Jul 24
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,751 reviews)
Everything was clean.

Reviewed on May 9, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $2,487, price is now CA $1,999 per person
CA $1,999
per person
Jul 20 - Jul 24
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (300 reviews)
This accommodation was in an excellent location for restaurants and attending events. We were able to park our car and walk without concern. We found the accommodation well furnished with a well equipped kitchen. We would have liked to stay longer and will likely return.

Reviewed on May 5, 2026

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

Old Port

4.5/5(7 area reviews)

Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.

Find hotels in Old Port

Downtown Portland Hotel Deals

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $254 per night from May 25 to May 26
CA $254
CA $333 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,760 reviews)
Everything was clean.

Reviewed on May 9, 2026

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $309 per night from May 31 to Jun 1
CA $309
CA $342 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,642 reviews)
Very nice for pets!

Reviewed on May 7, 2026

Portland Regency Hotel & Spa
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $228 per night from May 25 to May 26
CA $228
CA $289 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,211 reviews)
Reception was amazing! They bent over backwards to help us to make our stay wonderful. Customer Service is what set this *Hotel apart.

Reviewed on May 8, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,378 properties in Downtown 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.
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Frequently asked questions

How much does a Downtown Portland vacation package cost?
The most affordable Downtown Portland package is CA $890, so your dream escape can become a reality — without spending a fortune. Combine flights, hotels and car rentals to build a package that fits you.
How do I get a cheap travel package to Downtown Portland?
Bundle your flights and hotels, add on extras such as tours, and save with a Downtown Portland vacation package. You won't just walk away with impressive discounts on your adventure — you'll have plenty of choice too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 properties globally. Your next epic adventure begins right here, right now!
Where should I stay in Downtown Portland?
Take the leg work out of sightseeing by staying right around the corner from Downtown Portland's big attractions. University of Southern Maine and Portland Museum of Art are two of the best in this neighborhood.
What are the top hotels in Downtown Portland?
Make a reservation at The Docents Collection. It's one of the neighborhood's most sought-after properties. Another highly rated option in Downtown Portland is Canopy by Hilton Portland Waterfront.
How far in advance should I book my Downtown Portland vacation?
It's difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you're unable to do so, don't worry. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Downtown Portland travel package include?
You can select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's also possible. The choice is yours when it comes to putting together your dream Downtown Portland getaway.
What should I know before booking a Downtown Portland travel package?
Our prices are always low. However, you'll snap up even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Downtown Portland Expedia vacation package?
Yes — that's the beauty of an Expedia package. You're in control. We have more than 550 airline partners around the world, so you have lots of choice when arranging your Downtown Portland trip.
If I'm not able to travel, can I cancel my Downtown Portland vacation package?
Plans can change suddenly, so yes, you can. You may be able to cancel or amend your Downtown Portland vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your hotel, car rental company or airline may impose a charge. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Downtown Portland

State Theatre

State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
Portland Museum of Art

Portland Museum of Art

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
McLellan-Sweat Mansion

McLellan-Sweat Mansion

Providing a window into Maine’s prosperous past, this well-preserved early 19th-century brick mansion and house museum forms the back of the Portland Museum of Art.

McLellan-Sweat Mansion

Things to do

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

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

Portland Smartphone Audio Tour: Self-Guided Drive

CA $21
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
Self-Guided Driving & Walking Bundle of Portland Maine Tours

Portland Maine App-Based Driving & Walking Audio Tour Bundle

CA $31
per traveller
Portland Maine App-Based Driving & Walking Audio Tour Bundle
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.