Search Deals onDowntown Portland Vacation Packages
Downtown Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham York
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip flight included
Charleston (CHS) 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 helpful staff and the clean rooms in our reviews. Popular attractions Long Sands Beach and York Golf and Tennis Club are located nearby.
Waldo Emerson Inn
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
per person
Apr 17 - Apr 21
found 22 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions State Theatre and Thompson's Point are located nearby.
Blind Tiger Portland – Carleton Street
West End
Save 100% on your flight
per person
Apr 17 - Apr 21
found 22 hours ago
Roundtrip non-stop flight included
Charleston (CHS) 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 Neal S. Dow House are located nearby.
Portland Harbor Hotel
Downtown Portland
per person
Apr 17 - Apr 21
found 22 hours ago
Roundtrip non-stop flight included
Charleston (CHS) 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 Cross Insurance Arena and Fore Street Gallery are located nearby.
The Weldon Hotel
Downtown Portland
per person
Apr 17 - Apr 21
found 22 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Portland (PWM)
Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Victoria Mansion are located nearby.
Longfellow Hotel
Parkside
per person
Apr 17 - Apr 21
found 22 hours ago
Roundtrip non-stop flight included
Charleston (CHS) to Portland (PWM)
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Thompson's Point and Center for Cultural Exchange 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 ...
Holiday Inn Portland-By the Bay, an IHG Hotel
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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 ...
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 ...
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 ...
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, Mar 12 - Wed, Mar 26
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$89 Roundtrip, found 5 days ago
$89
Roundtrip
found 5 days ago
Fri, Apr 4 - Mon, Apr 7
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Sat, Apr 19 - Mon, Apr 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
Mon, Mar 31 - Tue, Apr 1
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Discover Other Travel Deals
- State Theatre Vacations
- Cross Insurance Arena Vacations
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- Wadsworth-Longfellow House Vacations
- Maine College of Art Vacations
- Fore Street Gallery Vacations
- State Street Church Vacations
- International Cryptozoology Museum Vacations
- Port City Music Hall Vacations
- Monument Square Vacations