Search Deals onDowntown Portland Vacation Packages
Downtown Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Scarborough - Portland
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) to Portland (PWM)
Book a stay at this business-friendly hotel 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 Old Orchard Beach Pier are located nearby.
Portland Harbor Hotel
Downtown Portland
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) 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.
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) 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.
Inn By The Sea
Save 100% on your flight
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) 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.
Blind Tiger Portland – Carleton Street
West End
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Hampton Inn Portland Downtown - Waterfront
Downtown Portland
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) to Portland (PWM)
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 helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Grand Beach Inn
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) to Portland (PWM)
Stay at this 3-star 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 Old Orchard Beach Pier and Old Orchard Beach are located nearby.
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection
per person
May 21 - May 25
found 12 hours ago
Roundtrip flight included
Madison (MSN) to Portland (PWM)
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
3-4 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 ...
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 ...
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 ...
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
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 ...
Hyatt Place Portland-Old Port
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 ...
Aloft Portland Downtown Waterfront ME
379 Commercial Street, Portland, ME
Stay at this 3-star hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the bar and the helpful staff ...
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 ...
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 ...
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.
Sat, Apr 19 - Sat, Apr 26
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Wed, May 21 - Tue, May 27
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Tue, May 13 - Tue, May 20
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Wed, Jun 4 - Tue, Jun 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
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