Search Deals onDowntown Portland Vacation Packages
Downtown Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Brookside Inn & Cottages
Price was $536, price is now $496 per person
$496
per person
Apr 16 - Apr 21
found 18 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Portland (PWM)
Stay at this motel in Saco. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Engine and Saco Museum are located nearby.
InnSeason Resorts The Falls at Ogunquit
Price was $1,015, price is now $920 per person
$920
per person
Mar 29 - Apr 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Marginal Way are located nearby.
84 Main
Price was $1,418, price is now $1,055 per person
$1,055
per person
Apr 10 - Apr 17
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
Kennebunkport Captains Collection
Price was $1,716, price is now $1,482 per person
$1,482
per person
Apr 10 - Apr 17
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Kennebunkport Village Green are located nearby.
Best Western Freeport Inn
Price was $1,003, price is now $877 per person
$877
per person
Apr 10 - Apr 17
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LL Bean Flagship Store and Eartha are located nearby.
Casco Bay Inn
Price was $982, price is now $892 per person
$892
per person
Apr 10 - Apr 17
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LL Bean Flagship Store and Eartha are located nearby.
Holiday Inn Express Hotel & Suites Freeport by IHG
Price was $973, price is now $892 per person
$892
per person
Apr 10 - Apr 17
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Bradbury Mountain State Park are located nearby.
Grand Beach Inn
Price was $733, price is now $675 per person
$675
per person
Apr 16 - Apr 21
found 18 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Portland (PWM)
Stay at this hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Engine and Grand Beach 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 ...
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed 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 ...
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 ...
Hyatt Place Portland Downtown - Old Port Square
433 Fore 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 breakfast ...
Canopy by Hilton Portland Waterfront
9 Center Street Portland ME
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Aloft 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.
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$178 Roundtrip, found 2 hours ago
$178
Roundtrip
found 2 hours ago
Wed, Apr 15 - Mon, Apr 27
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Tue, Jun 2 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Mon, Mar 9 - Sat, Mar 14
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$229 Roundtrip, found 10 hours ago
$229
Roundtrip
found 10 hours ago
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