Downtown Portland Vacations

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Your Downtown Portland Vacation

Book your vacation package to Downtown Portland and get ready to enjoy its markets and more. Whether you're searching for adventure or relaxation, you'll find it in this appealing neighborhood. Some popular nearby attractions to check out during your trip to Downtown Portland include Portland Museum of Art, University of Southern Maine and Victoria Mansion. Expedia is here to help put your travel plans into action. Book your perfect Downtown Portland vacation today.

The Latest Downtown Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Nautical Mile by Capital Vacations

Nautical Mile by Capital Vacations

2.5 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 6
just found
Roundtrip flight included
New York (NYC) to Portland (PWM)
8/10 Very Good! (10 reviews)
River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
8.8/10 Excellent! (260 reviews)
We really enjoyed the pool and hot tub, with mountain views. The balcony off the bedroom was nice to sit out on at night. Staff very helpful, quite location.

Reviewed on Jul 7, 2024

White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 6
just found
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.6/10 Exceptional! (78 reviews)
I have never had a more pleasant staff who did everything possible to accommodate and make the stay comfortable.They have several cars available to loan guests, including a Maybach sedan. The bar is amazing and the living room very cozy.

Reviewed on Jun 19, 2024

Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 6
just found
Roundtrip flight included
New York (NYC) to Portland (PWM)
8.6/10 Excellent! (314 reviews)
Comfy beds, wonderful host Amelia, great breakfast! The attention to detail was superior. Fantastic B&B will absolutely go back!

Reviewed on Jul 12, 2024

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
8.6/10 Excellent! (1,001 reviews)
Very relaxing and peaceful area. Many activities. No complaints!

Reviewed on Jul 22, 2024

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(473 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 hotel + flight trips 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 $298 per night from Aug 27 to Aug 28
$298
includes taxes & fees
$270 per night
Aug 27 - Aug 28
8.6/10 Excellent! (1,027 reviews)
"We really enjoyed our stay! Clean and styled facilities, walkable location, easy parking, and competitive prices for peak tourist season in Portland. Staff was also eager to answer our questions and make recommendations for how to navigate the city. Gladly recommend!"

Reviewed on Jul 18, 2024

The Westin Portland Harborview
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 $435 per night from Aug 25 to Aug 26
$435
includes taxes & fees
$394 per night
Aug 25 - Aug 26
9/10 Wonderful! (1,244 reviews)
"Best hotel in Portland"

Reviewed on Jul 22, 2024

Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $440 per night from Aug 26 to Aug 27
$440
includes taxes & fees
$398 per night
Aug 26 - Aug 27
9.2/10 Wonderful! (715 reviews)
"Perfect downtown location."

Reviewed on Jul 23, 2024

Canopy by Hilton Portland Waterfront
See all 2,157 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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Downtown Portland vacation package cost?
The most affordable Downtown Portland package is $351, 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

Image for State Theatre

State Theatre

4.5/5(88 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
Image for Portland Museum of Art

Portland Museum of Art

4.5/5(255 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
Image for Wadsworth-Longfellow House

Wadsworth-Longfellow House

4/5(78 reviews)

As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.

Wadsworth-Longfellow House

Things to do

Image for Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

$48
Per adult
86% of travellers recommend
Harbor Lights and Sights Cruise
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

$90
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Image for Portland, Maine: Sightseeing Trolley Tour with a Guide

Portland, Maine: Sightseeing Trolley Tour with a Guide

$35
Per adult
100% of travellers recommend
Portland, Maine: Sightseeing Trolley Tour with a Guide
See all activities in Portland

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.