Search Deals onDowntown Portland Vacation Packages
Downtown Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Portland Harbor Hotel
Downtown Portland
Price was $564, price is now $439 per person
$439
per person
Dec 31 - Jan 4
found 1 hour ago
Roundtrip flight included
New York (NYC) 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.

Casco Bay Inn
Price was $906, price is now $686 per person
$686
per person
Dec 7 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Americas Best Value Inn Scarborough Portland
Price was $837, price is now $670 per person
$670
per person
Dec 7 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly motel in Scarborough. 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.

AC Hotel Portland Downtown/Waterfront, ME
East Bayside
Price was $984, price is now $824 per person
$824
per person
Dec 7 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $969, price is now $760 per person
$760
per person
Dec 31 - Jan 4
found 1 hour ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.

Spinneys Guesthouse & Beach Cottages
Price was $596, price is now $470 per person
$470
per person
Dec 31 - Jan 4
found 1 hour ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 3-star beach guesthouse in Phippsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Popham Beach and Fort Popham State Historic Site are located nearby.

The Docent's Collection - New Opening
Downtown Portland
Save 100% on your flight
Price was $839, price is now $675 per person
$675
per person
Dec 31 - Jan 4
found 1 hour ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.

Portland Regency Hotel & Spa
Downtown Portland
Price was $561, price is now $471 per person
$471
per person
Dec 31 - Jan 4
found 1 hour ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
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 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

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 ...

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 ...

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 ...
Save an average of 15% on thousands of hotels when you're signed 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, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...

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 ...

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 ...

Hilton Garden Inn Portland Downtown Waterfront
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 ...

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 ...
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, Nov 19 - Wed, Dec 3
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago

Mon, Nov 10 - Sat, Nov 15
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$182 Roundtrip, found 4 days ago
$182
Roundtrip
found 4 days ago

Thu, Jan 15 - Mon, Jan 19
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago

Thu, Nov 27 - Wed, Dec 3
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Discover Other Travel Deals
- State Theatre Vacations
- Casco Bay Lines Ferry Terminal Vacations
- Cross Insurance Arena Vacations
- Portland Museum of Art Vacations
- Merrill Auditorium Vacations
- International Cryptozoology Museum Vacations
- Wadsworth-Longfellow House Vacations
- Fore Street Gallery Vacations
- Maine College of Art Vacations
- State Street Church Vacations
- Maine Historical Society Vacations
- Monument Square Vacations


