Woolwich Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Woolwich Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
$996
per person
Nov 3 - Nov 10
found 18 hours ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
Evalina Hotel
Downtown Portland
$1,500
per person
Nov 3 - Nov 10
found 18 hours ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
Blind Tiger Portland – Carleton Street
West End
$1,369
per person
Nov 3 - Nov 10
found 18 hours ago
Roundtrip non-stop flight included
Appleton (ATW) 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
Downtown Portland
$1,338
per person
Nov 3 - Nov 10
found 18 hours ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
Other than being a little hard to find, this spot was wonderful and so much nicer than a hotel room! Great location.
Reviewed on Sep 18, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
$1,327
per person
Nov 3 - Nov 10
found 18 hours ago
Roundtrip non-stop flight included
Appleton (ATW) 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.
Staff was very very good and super quick to respond.. I really liked the location for my visit bc everything was easily walkable. Room was comfortable but a little interesting walking all the way across for bathroom. A few small glitches with electrical probably just bc it’s done recently renovated.
Reviewed on Sep 18, 2026
Blind Tiger Portland - Danforth Street.
West End
$1,623
per person
Nov 3 - Nov 10
found 18 hours ago
Roundtrip non-stop flight included
Appleton (ATW) 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
Top Hotel Deals
Clarion Hotel & Conference Center Lewiston
490 Pleasant St Lewiston ME
Book a stay at this business-friendly hotel in Lewiston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Atrium Art Gallery, University ...
The Freeport Hotel, an Ascend Collection Hotel
506 Us Route 1 Freeport ME
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Brunswick Hotel
4 Noble St Brunswick ME
Book a stay at this business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Best Western Freeport Inn
31 US Route 1 Freeport ME
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Residence Inn Bath Brunswick Area
139 Richardson St. Bath ME
Book a stay at this business-friendly hotel in Bath. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the property ...
Hampton Inn Freeport/Brunswick
194 Lower Main St Freeport ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Oceanfront Studio w/ Private Dock in Harpswell!
Harpswell ME
Stay at this apartment in Harpswell. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Mitchell Field and Bailey Island Bridge ...
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
Travelers Inn
130 Pleasant St Brunswick ME
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Days Inn by Wyndham Brunswick Bath Area
224 Bath Rd Brunswick ME
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular ...
Spark by Hilton Brunswick
199 Pleasant St Brunswick ME
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Freeport Downtown
5 Park St Freeport ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
The Harraseeket Inn & Event House Freeport Downtown
162 Main St Freeport ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Moonlight Inn
215 Pleasant St Brunswick ME
Stay at this motel in Brunswick. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Jan 9 - Wed, Jan 20
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$179
Roundtrip
found 6 days ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$219
Roundtrip
found 6 days ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$227
Roundtrip
found 6 days ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$227
Roundtrip
found 6 days ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$277
Roundtrip
found 6 days ago
Best points of interest in Woolwich
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