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Downtown Portland Vacation Packages

Downtown Portland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Saco/Old Orchard Beach Area

Ramada by Wyndham Saco/Old Orchard Beach Area

2.5 out of 5
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Engine and Saco Museum are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
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 helpful staff in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Fort Preble are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Stay at this 4-star beach hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
Microtel Inn & Suites By Wyndham Windham

Microtel Inn & Suites By Wyndham Windham

3 out of 5
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seacoast Adventure and Sebago Lake Basin are located nearby.
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
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 our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
Downtown Portland
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Maine Mall and Merrill Auditorium are located nearby.
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
Stroudwater
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Tate House Museum are located nearby.

3-4 Night Vacations in Downtown Portland

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites By Wyndham Windham

Microtel Inn & Suites By Wyndham Windham

3 out of 5
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
per person
Feb 5 - Feb 9
found 21 hours ago
Roundtrip flight included
Orlando (MCO) 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
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
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, an IHG Hotel

Holiday Inn Portland-By the Bay, an IHG Hotel

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, an IHG Hotel
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, Jan 2 - Mon, Jan 6
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 19 hours ago
$119
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Jan 2 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Mon, Jan 6, priced at $119 found 19 hours ago
JetBlue Airways
Mon, Mar 31 - Tue, Apr 1
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Mar 31 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Tue, Apr 1, priced at $127 found 1 day ago
Breeze Airways
Fri, Apr 4 - Mon, Apr 7
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Apr 4 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Mon, Apr 7, priced at $138 found 1 day ago
United
Thu, Feb 13 - Sun, Feb 16
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$187 Roundtrip, found 5 days ago
$187
Roundtrip
found 5 days ago
Select United flight, departing Thu, Feb 13 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sun, Feb 16, priced at $187 found 5 days ago