Search Deals onDowntown Portland Vacation Packages
Downtown Portland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Dormir
Save 100% on your flight
Price was $696, price is now $550 per person
$550
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebago Lake and Seacoast Adventure are located nearby.
Cliff House Maine
Save 100% on your flight
Price was $1,687, price is now $1,151 per person
$1,151
per person
Nov 8 - Nov 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Nonantum Resort
Save 100% on your flight
Price was $840, price is now $608 per person
$608
per person
Nov 8 - Nov 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this 3.5-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Inn By The Sea
Save 100% on your flight
Price was $1,926, price is now $1,506 per person
$1,506
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Kennebunkport Captains Collection
Price was $1,294, price is now $1,051 per person
$1,051
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4.5-star 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 Wells Beach are located nearby.
Waldo Emerson Inn
Price was $786, price is now $649 per person
$649
per person
Nov 8 - Nov 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) 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 Dock Square and Wells Beach are located nearby.
The Docent's Collection
Downtown Portland
Price was $1,392, price is now $1,159 per person
$1,159
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
Comfort Inn & Suites Scarborough - Portland
Price was $758, price is now $635 per person
$635
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
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 ...
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 ...
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
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 ...
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 ...
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 ...
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 ...
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.
Mon, Oct 20 - Thu, Oct 23
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Sun, Oct 12 - Thu, Oct 23
LGA
LaGuardia
PWM
Portland Intl. Jetport
$109 Roundtrip, found 5 days ago
$109
Roundtrip
found 5 days ago
Fri, Oct 24 - Sun, Oct 26
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Tue, Sep 30 - Thu, Oct 9
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 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
