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Downtown Portland Vacation Packages

3-4 Night Vacations in Downtown Portland

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Downtown Portland
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)

Cheap Hotel Deals in Downtown Portland

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
Portland Harbor Hotel
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Canopy by Hilton Portland Waterfront
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Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Portland Regency Hotel & Spa
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3 out of 5
379 Commercial Street, Portland, ME
Stay at this 3-star hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the bar and the helpful staff ...
Aloft Portland Downtown Waterfront ME
Hyatt Place Portland-Old Port

Hyatt Place Portland-Old Port

3 out of 5
433 Fore St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
Hyatt Place Portland-Old Port
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

3 out of 5
88 Spring St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Holiday Inn Portland-By the Bay by IHG
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
65 Commercial St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Hilton Garden Inn Portland Downtown Waterfront
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Thu, May 1 - Mon, May 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$101 Roundtrip, found 14 hours ago
$101
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, May 1 from Orlando Intl. to Portland Intl. Jetport, returning Mon, May 5, priced at $101 found 14 hours ago
Breeze Airways
Wed, Aug 20 - Wed, Aug 27
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 20 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $122 found 2 days ago
JetBlue Airways
Sat, Jul 5 - Tue, Jul 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$148 Roundtrip, found 5 days ago
$148
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Jul 5 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Tue, Jul 8, priced at $148 found 5 days ago
United
Wed, May 14 - Mon, May 19
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 14 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Mon, May 19, priced at $160 found 1 day ago