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.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
East Bayside
Price was $634, price is now $572 per person
$572
per person
Mar 16 - Mar 19
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) to Portland (PWM)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $714, price is now $604 per person
$604
per person
Mar 16 - Mar 19
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) 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.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $692, price is now $608 per person
$608
per person
Mar 16 - Mar 19
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) to Portland (PWM)
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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $667, price is now $587 per person
$587
per person
Mar 16 - Mar 19
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) 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.
84 Main

84 Main

4 out of 5
Price was $663, price is now $593 per person
$593
per person
Mar 16 - Mar 19
found 6 hours ago
Roundtrip flight included
Milwaukee (MKE) to Portland (PWM)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are 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
Feb 16 - Feb 17
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.
Spa
Pet friendly
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $156 total per night
$156 total
Feb 5 - Feb 6
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.
Pet friendly
Free WiFi
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
$78 nightly
The price is $86 total per night
$86 total
Feb 2 - Feb 3
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.
Pool
Free airport shuttle
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $118 total per night
$118 total
Feb 9 - Feb 10
Total with taxes and fees
This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.
Pet friendly
Free WiFi
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
$138 nightly
The price is $152 total per night
$152 total
Feb 3 - Feb 4
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.
Hot Tub
Spa
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
$90 nightly
The price is $100 total per night
$100 total
Mar 2 - Mar 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.
Free airport shuttle
Pet friendly
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See all available properties in Downtown Portland
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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 featuring interior views

State Theatre

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

State Theatre
Portland Museum of Art showing art and interior views as well as a couple

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
Wadsworth-Longfellow House as well as a small group of people

Wadsworth-Longfellow House

You can spend an afternoon exploring the galleries in Wadsworth-Longfellow House during your trip to Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.

Wadsworth-Longfellow House

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 $572. 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 Theatre which includes signage
State Theatre which includes signage
State Theatre featuring interior views
Portland which includes heritage architecture
State Street Church featuring a church or cathedral, street scenes and heritage architecture