Search Deals onPortland Vacation Packages
Portland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Harraseeket Inn & Event House
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.
Portland Harbor Hotel
Save 100% on your flight
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Chebeague Island Inn
Save 100% on your flight
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
The Weldon Hotel
Save 100% on your flight
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 Maine Mall are located nearby.
Inn at Diamond Cove
per person
Jun 18 - Jun 22
found 6 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Thompson's Point and Little Diamond Island are located nearby.
Hyatt Place Portland-Old Port
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
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 helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Kennebunkport Captains Collection
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
Portland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Portland Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Apr 19 - Sun, May 4
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Mon, Jul 28 - Thu, Jul 31
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Tue, Apr 22 - Thu, Apr 24
LGA
LaGuardia
PWM
Portland Intl. Jetport
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Thu, Apr 24 - Sun, Apr 27
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Discover Other Travel Deals
- Thompson's Point Vacations
- State Theatre Vacations
- Maine Medical Center Vacations
- Cross Insurance Arena Vacations
- University of Southern Maine Vacations
- Portland Museum of Art Vacations
- University of New England Vacations
- Merrill Auditorium Vacations
- Hadlock Field Vacations
- East End Beach Vacations
- Casco Bay Lines Ferry Terminal Vacations
- Sand Beach Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Portland
- Car rentals in Old Orchard Beach
- Car rentals in Kennebunkport
- Car rentals in Kennebunk
- Car rentals in South Portland
- Car rentals in Freeport
- Car rentals in Scarborough
- Car rentals in Cape Elizabeth
- Car rentals in Biddeford
- Car rentals in Brunswick
- Car rentals in Raymond
- Car rentals in Saco
- Car rentals in Ocean Park