Search Deals onDowntown Portland Vacation Packages
Downtown Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Airport/Maine Mall
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
And. N B&B
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this 3-star B&B in Gray. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Spring Meadows Golf Course and Little Sebago Lake are located nearby.
River View Resort
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and 4 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.
InnSeason Resorts The Falls at Ogunquit
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Thompson's Point and Maine Mall are located nearby.
The Docent's Collection
Downtown Portland
Save 100% on your flight
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
Inn By The Sea
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 4-star luxury 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.
Ramada Plaza by Wyndham Portland
Nasons Corner
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
3-4 Night Vacations in Downtown Portland
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown Portland
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown Portland
The Westin Portland Harborview
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 ...
Hyatt Place Portland Downtown - Old Port Square
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 ...
Portland Harbor Hotel
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Portland Regency Hotel & Spa
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 ...
Canopy by Hilton Portland Waterfront
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 ...
Hampton Inn Portland Downtown - Waterfront
209 Fore St, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Aloft Portland Downtown Waterfront ME
379 Commercial Street, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
Holiday Inn Portland-By the Bay by IHG
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 ...
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.
Tue, Sep 16 - Tue, Sep 30
LGA
LaGuardia
PWM
Portland Intl. Jetport
$117 Roundtrip, found 7 hours ago
$117
Roundtrip
found 7 hours ago
Tue, Aug 5 - Wed, Aug 13
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$118 Roundtrip, found 2 hours ago
$118
Roundtrip
found 2 hours ago
Wed, Aug 6 - Tue, Aug 12
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$127 Roundtrip, just found
$127
Roundtrip
just found
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$151 Roundtrip, found 9 hours ago
$151
Roundtrip
found 9 hours ago
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