
Woolwich Vacation Packages
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Your Woolwich Vacation
Let our vacation packages to Woolwich inspire your next great adventure. There's lots to like about this captivating city, starting with the neighborhood of Harpswell, which is good for nature and culture. If your trip to Woolwich includes a little sightseeing, take in renowned attractions like Chocolate Church, Waterfront Park and Maine Maritime Museum. Whatever your travel plans or budget, putting together the ultimate tailored Woolwich vacation is a walk in the park with Expedia.
Top Woolwich Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Ramada Plaza by Wyndham Portland
Nasons Corner
per person
Oct 17 - Oct 22
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Portland (PWM)
7.8/10 Good! (1,056 reviews)
I thought it was clean and well maintained. The pool and hot tub were nice. The pillows were too small though and I would have liked a bigger comforter.
Reviewed on Aug. 4, 2025


Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor
per person
Sep 27 - Oct 4
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.2/10 Very Good! (1,006 reviews)
This is a great place to stay - affordable and clean and so close to Acadia and Bar Harbor! The staff is amazing and very helpful. And it's so affordable! Would stay here again!!!
Reviewed on Aug. 4, 2025

Portland Harbor Hotel
Downtown Portland
per person
Oct 17 - Oct 22
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
We were pleased with the neighborhood and our actual room. The staff member who checked us in seemed intoxicated and smelled strongly of alcohol. We were told we had a credit to use in the hotel but were charged and never received the credit. The room was very clean and the bed was comfortable. We enjoyed the historic neighborhood.
Reviewed on Aug. 4, 2025

Flagship Inn and Suites
per person
Sep 27 - Oct 4
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.2/10 Very Good! (1,023 reviews)
A very pleasant facility, clean and convenient to Boothbay harbor. The room and the bathroom were perfectly adequate and the staff were friendly and professional.
Reviewed on Aug. 5, 2025
Woolwich Hotel Deals

Casco Bay Inn
107 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Aug 10 to Aug 11
CA $172
CA $188 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"The property was nice, but it was under construction. I can see by the room we had most of the rooms most likely needed an upgrade. It was comfortable and convenient for what we needed."
Reviewed on Aug. 4, 2025

Best Western Freeport Inn
31 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Aug 31 to Sep 1
CA $170
CA $186 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Rust spots all over the bathtub.. only thing that looks bad."
Reviewed on Aug. 3, 2025

Ocean Gate Resort
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Sep 1 to Sep 2
CA $191
CA $242 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"Breakfast had a good variety. Beds were a little squeaky but comfortable and it needed some renovations- think 80’s style. Air conditioner cooled the room down a little but not enough especially at night"
Reviewed on Aug. 5, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.