Search Deals onWoolwich Vacation Packages
Woolwich Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Price was $1,001, price is now $783 per person
$783
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Cross Insurance Arena and Thompson's Point are located nearby.
Great location .
Reviewed on Sep 15, 2026
Evalina Hotel
Price was $1,456, price is now $1,050 per person
$1,050
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
The Meadowmere Resort
Price was $1,093, price is now $798 per person
$798
per person
Dec 10 - Dec 13
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Clean and tidy property 👌
Reviewed on Sep 14, 2026
The Docent's Collection at 121 Middle Street
Price was $1,194, price is now $901 per person
$901
per person
Dec 5 - Dec 10
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Portland Head Light are located nearby.
Inn By The Sea
Price was $1,372, price is now $1,059 per person
$1,059
per person
Dec 3 - Dec 8
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 Portland Head Light and Crescent Beach State Park are located nearby.
The staff was fantastic and the setting is very peaceful and beautiful.
Reviewed on Sep 14, 2026
Inn at St John Portland In-Town
Price was $1,974, price is now $1,536 per person
$1,536
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Cross Insurance Arena are located nearby.
The carpeting was dirty, there was mold above the shower and there were not enough electrical outlets in the room. The stairwells were steep and narrow and for someone in their 70’s trying to carry their luggage up the stairs was difficult..
Reviewed on Sep 14, 2026
Blind Tiger Portland – Carleton Street
Price was $1,383, price is now $1,079 per person
$1,079
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Cliff House Maine
Price was $1,645, price is now $1,285 per person
$1,285
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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.
Woolwich Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Woolwich 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.
Thu, Nov 26 - Wed, Dec 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$171 Roundtrip, found 10 hours ago
$171
Roundtrip
found 10 hours ago
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, found 10 hours ago
$185
Roundtrip
found 10 hours ago
Wed, Nov 11 - Wed, Dec 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$223 Roundtrip, found 23 hours ago
$223
Roundtrip
found 23 hours ago
Thu, Oct 8 - Fri, Oct 23
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$277 Roundtrip, found 9 hours ago
$277
Roundtrip
found 9 hours ago
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