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 1 day 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 20 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 $1,678, price is now $1,081 per person
$1,081
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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.
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 1 day 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.
USA Inn
Price was $1,105, price is now $912 per person
$912
per person
Aug 11 - Aug 18
found 24 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this motel in Wells. Enjoy free WiFi, free parking, and a beach shuttle (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Best Western York Inn
Price was $1,120, price is now $929 per person
$929
per person
Aug 11 - Aug 18
found 24 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this business-friendly hotel in York. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Long Sands Beach and Short Sands Beach 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.
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 22 hours ago
$165
Roundtrip
found 22 hours ago
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Tue, Jul 7 - Fri, Jul 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$250 Roundtrip, found 2 days ago
$250
Roundtrip
found 2 days ago
Discover Other Travel Deals
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- Wadsworth-Longfellow House Vacations
- Fore Street Gallery Vacations
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