Search Deals onWiscasset Vacation Packages
Wiscasset Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Dormir
Price was $779, price is now $627 per person
$627
per person
Dec 26 - Jan 1
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 Seacoast Adventure and Sebago Lake Basin are located nearby.
84 Main
Price was $1,211, price is now $872 per person
$872
per person
Dec 26 - Jan 1
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.
Reviewed on Jul 17, 2026
Blind Tiger Portland - Danforth Street.
Price was $1,437, price is now $1,133 per person
$1,133
per person
Jan 14 - Jan 18
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions State Theatre and Cross Insurance Arena are located nearby.
Evalina Hotel
Price was $1,470, price is now $1,175 per person
$1,175
per person
Jan 14 - Jan 18
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions State Theatre and Thompson's Point are located nearby.
The Docent's Collection at 121 Middle Street
Price was $1,133, price is now $912 per person
$912
per person
Jan 14 - Jan 18
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions State Theatre and Thompson's Point are located nearby.
Not very much parking and you have to schedule it in advance. Expedia didn't warn. It could be a disaster if you don't plan for it and rent a car.
Reviewed on Nov 7, 2026
The Docent's Collection at 178 Middle Street
Price was $1,289, price is now $1,052 per person
$1,052
per person
Jan 14 - Jan 18
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions State Theatre and Thompson's Point are located nearby.
room was very modern, however some areas did not look well cleaned (edge if the bed had some dried white liquid). the surrounding area has nice shops but is very sketchy at night. did not feel comfortable with the parking situation. also at 6am sounded like maintenance or cleaning crew was constantly in and out of the elevator making tons of noise. was good for a night but wouldnt stay again.
Reviewed on Oct 27, 2026
Portland Harbor Hotel
Price was $810, price is now $666 per person
$666
per person
Jan 14 - Jan 18
found 17 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
The hotel is perfectly located, beautiful and clean. The staff are all lovely.
Reviewed on Nov 7, 2026
The Kennebunk Inn
Price was $898, price is now $742 per person
$742
per person
Dec 26 - Jan 1
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
Wiscasset Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Wiscasset 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.
Mon, Feb 15 - Sat, Feb 20
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 2 hours ago
$219
Roundtrip
found 2 hours ago
Sat, Dec 5 - Tue, Dec 15
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$237 Roundtrip, just found
$237
Roundtrip
just found
Wed, Feb 24 - Sat, Feb 27
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$255 Roundtrip, found 1 hour ago
$255
Roundtrip
found 1 hour ago
Wed, Dec 2 - Sat, Dec 5
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Acadia National Park Vacations
- LL Bean Flagship Store Vacations
- Coastal Maine Botanical Gardens Vacations
- Bowdoin College Vacations
- Boothbay Harbor Marina Vacations
- Augusta Civic Center Vacations
- Maine Street Vacations
- Pemaquid Point Lighthouse Park Vacations
- Reid State Park Vacations
- Popham Beach State Park 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
