Search Deals onDowntown Portland Vacation Packages
Downtown Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Old Orchard Beach Motel
Price was $808, price is now $686 per person
$686
per person
Aug 10 - Aug 14
found 22 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this motel in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Old Orchard Beach and Higgins Beach are located nearby.
Ogunquit River Inn & Suites
Moody
Save 100% on your flight
Price was $1,304, price is now $826 per person
$826
per person
Aug 1 - Aug 5
found 14 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Inn at Diamond Cove
Save 100% on your flight
Price was $1,258, price is now $818 per person
$818
per person
Aug 1 - Aug 5
found 14 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
River View Resort
Save 100% on your flight
Price was $1,120, price is now $857 per person
$857
per person
Aug 13 - Aug 21
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $1,978, price is now $1,567 per person
$1,567
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.
Chebeague Island Inn
Save 100% on your flight
Price was $977, price is now $804 per person
$804
per person
Aug 10 - Aug 14
found 22 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
Portland Regency Hotel & Spa
Downtown Portland
Price was $1,486, price is now $1,235 per person
$1,235
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this 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 in our reviews. Popular attractions Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
The Bethel Resort & Suites
Price was $972, price is now $831 per person
$831
per person
Aug 13 - Aug 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this ski resort in Bethel. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Historical Society 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
Portland Harbor Hotel
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Book a stay at this 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 in ...
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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 helpful staff and the clean ...
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 ...
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Aloft by Marriott Portland Downtown Waterfront ME
379 Commercial Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
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 8 - Sat, Sep 12
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$165 Roundtrip, found 16 hours ago
$165
Roundtrip
found 16 hours ago
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Tue, Jul 7 - Fri, Jul 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
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