Search Deals onWiscasset Vacation Packages
Wiscasset Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa
Price was $1,278, price is now $1,069 per person
$1,069
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Love the old building ! Great walking distance in the historic area with great shopping, bars, and restaurants. Would not recommend our hotel room as it was in the basement area . Very dark and if you had the curtains open people walking by looked right in your room . Was hoping for a balcony 😜
Reviewed on Oct 18, 2026
Inn By The Sea
Price was $1,726, price is now $1,408 per person
$1,408
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
Blind Tiger Portland - Danforth Street.
Price was $1,994, price is now $1,693 per person
$1,693
per person
Dec 26 - Jan 1
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
The Docent's Collection at 178 Middle Street
Price was $2,062, price is now $1,769 per person
$1,769
per person
Dec 26 - Jan 1
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Longfellow Hotel
Price was $1,660, price is now $1,436 per person
$1,436
per person
Dec 26 - Jan 1
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Kennebunkport Captains Collection
Price was $1,579, price is now $1,376 per person
$1,376
per person
Dec 26 - Jan 1
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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.
The Nicholson Inn
Price was $1,292, price is now $1,130 per person
$1,130
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LL Bean Flagship Store and Harrington House are located nearby.
We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again..
Reviewed on Oct 9, 2026
West End Collection at 49 Neal
Price was $1,678, price is now $1,483 per person
$1,483
per person
Dec 26 - Jan 1
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this inn in Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cross Insurance Arena and Maine Mall 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.
Sat, Nov 7 - Sat, Nov 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$178 Roundtrip, just found
$178
Roundtrip
just found
Wed, Nov 11 - Wed, Dec 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$194 Roundtrip, found 3 hours ago
$194
Roundtrip
found 3 hours ago
Thu, Dec 3 - Tue, Dec 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 6 hours ago
$207
Roundtrip
found 6 hours ago
Tue, Nov 10 - Wed, Nov 18
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$214 Roundtrip, found 12 hours ago
$214
Roundtrip
found 12 hours ago
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