Search Deals onWoolwich Vacation Packages
Woolwich Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Stone Park
Price was $614, price is now $503 per person
$503
per person
Nov 5 - Nov 9
found 6 hours ago
Roundtrip flight included
Tampa (TPA) to Augusta (AUG)
Stay at this aparthotel in Ellsworth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Seacoast Fun Park and Indian Point Trailhead are located nearby.
The property is pretty new and the rooms are spacious. Laundry and quick grab and go breakfast was great. Two rooms with kitchen, awesome! I think they are lacking a maintenance guy because there were a number of things on the property that didn't work or were broken that should have been fixed and appeared to have been like that for a while. Nothing that affected our stay, I just do not like to see a new property, or any property, go without the proper maintenance.
Reviewed on Sep 25, 2026
Portland Harbor Hotel
Price was $1,381, price is now $1,003 per person
$1,003
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Blind Tiger Portland – Carleton Street
Save 100% on your flight
Price was $989, price is now $738 per person
$738
per person
Oct 26 - Oct 29
found 5 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 daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Beautiful place
Reviewed on Sep 20, 2026
The Docent's Collection at 121 Middle Street
Price was $1,394, price is now $1,083 per person
$1,083
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip 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.
The loft was wonderful! Really great location for old port! Really enjoyed our stay! Felt homely! We relaxed and felt so comfortable there! Would recommend!
Reviewed on Sep 24, 2026
The Docent's Collection at 178 Middle Street
Price was $1,473, price is now $1,146 per person
$1,146
per person
Dec 14 - Dec 19
found 1 day 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 Thompson's Point are located nearby.
This loft was perfect! We will be back and stay longer!!
Reviewed on Sep 25, 2026
Inn By The Sea
Price was $1,323, price is now $1,069 per person
$1,069
per person
Dec 1 - Dec 6
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 $1,738, price is now $1,405 per person
$1,405
per person
Nov 4 - Nov 8
found 16 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 Thompson's Point and Portland Head Light are located nearby.
Place was charming and quirky. Very comfortable and well located.
Reviewed on Sep 18, 2026
Evalina Hotel
Price was $1,250, price is now $1,013 per person
$1,013
per person
Nov 21 - Nov 24
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 Maine Mall are located nearby.
Better than expected. This new property was in a great location. Easy to walk to restaurants and shopping. Comfortable bed, nice bathroom and a sitting area with sofa, chair and tv. I was a little concerned because we could hear music from a nearby bar, but everything stopped by 10 o’clock. Would return.
Reviewed on Sep 25, 2026
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.
Sat, Nov 7 - Sat, Nov 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 2 hours ago
$144
Roundtrip
found 2 hours ago
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, found 2 hours ago
$185
Roundtrip
found 2 hours ago
Wed, Nov 11 - Wed, Dec 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$213 Roundtrip, found 10 hours ago
$213
Roundtrip
found 10 hours ago
Tue, Oct 20 - Sat, Oct 31
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$301 Roundtrip, found 2 days ago
$301
Roundtrip
found 2 days ago
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