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.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $709, price is now $593 per person
$593
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Portland (PWM)
A restaurant and a bar/lounge are featured at this guesthouse. Free self parking and a picnic area are also offered on site.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,031, price is now $782 per person
$782
per person
Dec 22 - Dec 26
found 15 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $944, price is now $739 per person
$739
per person
Nov 17 - Nov 22
found 4 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to Portland (PWM)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.
Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Price was $775, price is now $646 per person
$646
per person
Dec 12 - Dec 15
found 22 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A coffee shop, a garden, and a snack bar/deli are also on offer.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $762, price is now $635 per person
$635
per person
Dec 22 - Dec 26
found 15 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.

Top Downtown Portland hotels deals

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $165 total per night
$165 total
Nov 16 - Nov 17
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
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
$140 nightly
The price is $155 total per night
$155 total
Nov 17 - Nov 18
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
$164 nightly
The price is $182 total per night
$182 total
Nov 17 - Nov 18
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
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
$87 nightly
The price is $96 total per night
$96 total
Nov 2 - Nov 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
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
$116 nightly
The price is $128 total per night
$128 total
Nov 16 - Nov 17
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
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
$114 nightly
The price is $126 total per night
$126 total
Oct 30 - Oct 31
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.
Pool
Breakfast included
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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 acclaimed theater scene 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
Wadsworth-Longfellow House showing interior views, heritage elements and a house

Wadsworth-Longfellow House

4/5(78 reviews)

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 entertainment choices.

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 $593. 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