Downtown Portland Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Downtown Portland

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Aug 17 - Aug 22
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Quick check in. The staff has been very helpful. I am on a motorcycle, it has been raining, they offered towels to dry the bike and found some towels i could take with me, as my seat is very soggy.

Reviewed on Jul. 10, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 17 - Aug 22
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
9.2/10 Wonderful! (1,533 reviews)
The staff were super friendly and helpful. The room was beautiful and the garden atmosphere was fantastic. I would recommend this hotel.

Reviewed on Jul. 10, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 17 - Aug 22
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
9.6/10 Exceptional! (209 reviews)
We loved our stay at The Docent's Collection, would come here again.

Reviewed on Jul. 8, 2025

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 17 - Aug 22
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
8.8/10 Excellent! (1,144 reviews)
Loved it's proximity to everything in Old Port!

Reviewed on Jun. 28, 2025

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
per person
Aug 17 - Aug 22
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Portland (PWM)
9.8/10 Exceptional! (113 reviews)
Great location. Quiet street. Well maintained property. Warm and welcoming.

Reviewed on Jul. 5, 2025

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 featuring a bay or harbor

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

The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $441 per night from Aug 13 to Aug 14
CA $441
CA $495 total
Aug 13 - Aug 14
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Nice hotel"

Reviewed on Jul. 6, 2025

The Westin Portland Harborview
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $482 per night from Jul 21 to Jul 22
CA $482
CA $533 total
Jul 21 - Jul 22
includes taxes & fees
8.8/10 Excellent! (1,159 reviews)
"Great stay!"

Reviewed on Jul. 4, 2025

Hyatt Place Portland Downtown - Old Port Square
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is CA $443 per night from Jul 20 to Jul 21
CA $443
CA $542 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,531 reviews)
Perfect stay perfect location
"Such a wonderful hotel in the perfect location. The front desk texted me throughout my stay to make sure everything was OK and if we needed anything. The rooms were clean, spacious and well appointed. Restaurant and bar were excellent. Would definitely make this hotel a priority next time I come ..."

Reviewed on Jul. 12, 2025

Portland Harbor Hotel
See all 2,460 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Downtown Portland vacation package cost?
The most affordable Downtown Portland package is CA $744, 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 showing street scenes as well as an individual female

State Theatre

4.5/5(5 reviews)

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 which includes interior views and art as well as a small group of people

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.

Portland Museum of Art
McLellan-Sweat Mansion which includes a house

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

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

CA $12
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

CA $92
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

CA $77
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
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.