Deals on vacations and trips to Downtown Portland

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Downtown Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $737, price is now $539 per person
$539
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,015, price is now $652 per person
$652
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $879, price is now $584 per person
$584
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $896, price is now $615 per person
$615
per person
Jan 2 - Jan 5
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.
The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block

2 out of 5
Downtown Portland
Price was $1,031, price is now $721 per person
$721
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features free WiFi in public areas, concierge services, and self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Luggage storage is also provided.

Top Downtown Portland hotels deals

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Dec 17 - Dec 18
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $157 total per night
$157 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
Free Cancellation
$79 nightly
The price is $88 total per night
$88 total
Dec 23 - Dec 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $171 total per night
$171 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
209 Fore St Portland ME
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $105 total per night
$105 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St Portland ME
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $110 total per night
$110 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Valet parking, a coffee shop, and a snack bar/deli are also offered.
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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.

Popular places to visit

State Theatre showing street scenes as well as an individual femail

State Theatre

4.5/5(88 reviews)

You can make plans for a show at State Theatre during your trip to Portland. Experience the area's great live music and entertainment choices.

State Theatre
Portland Museum of Art showing art and interior views as well as a small group of people

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
Portland showing heritage elements

State Street Church

After visiting State Street Church, make a plan to see the other sights and activities in Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.

State Street Church

Frequently asked questions

How much are vacation packages to Downtown Portland?
Packages, which provide both flights and hotels in Downtown Portland, are priced from as little as $539. Turn your daydreams into reality and begin your booking with Travelocity today.
Where can I get the best vacation package deals for Downtown Portland?
You can grab amazing Downtown Portland package deals with Travelocity. Select from 400 air carriers and 1,000,000 worldwide properties and turn those travel dreams into reality.
Why should I book my Downtown Portland vacation bundle via Travelocity?
You'll not only enjoy great savings, but you can also access our round-the-clock support, quality service and a Price Match Guarantee. Journey across the world, uncover hidden sights and forge unforgettable memories — we'll take care of the important details.
Will I save money on my Downtown Portland car rental if I book it with a hotel or flight?
You sure can — and booking one of our Downtown Portland vacation packages is the best way to do this. Bundle any combination of a hotel, car, flight and experience and score awesome discounts. The more you book, the more you save. There are loads of top attractions in and around Downtown Portland to put on your bucket list, including Fenway Park (100 mi from Downtown Portland). Nothing tops exploring places like this with the freedom of your own wheels.
What is there to do in Downtown Portland?
Grab your vacation itinerary and make a note of Portland Museum of Art and Wadsworth-Longfellow House. They're two of the top attractions in Downtown Portland.

Photos of local treasures

Browse Downtown Portland vacation photos for more inspiration

State Street Church
State Theatre featuring signage
State Theatre featuring interior views
Portland which includes heritage architecture
State Street Church