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

Ramada Plaza by Wyndham Portland

3 out of 5
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

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Oct 17 - Oct 22
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
The Cliff House is a one of a kind! Always a fantastic visit!

Reviewed on Aug. 1, 2025

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor

3 out of 5
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

Portland Harbor Hotel

4 out of 5
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

Flagship Inn and Suites

2.5 out of 5
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

Ready to book your vacation to Woolwich?

 

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Woolwich Hotel Deals

Casco Bay Inn

Casco Bay Inn

2 out of 5
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

Casco Bay Inn
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
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

Best Western Freeport Inn
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
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

Ocean Gate Resort
See all 1,741 properties in Woolwich
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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Frequently asked questions

How much does a Woolwich vacation package cost?
Offering great value package deals from CA $771 on Expedia, you'll be pleasantly surprised at how much a vacation to Woolwich costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Woolwich?
Plan your getaway for the off-peak season and you're likely to find cheap Woolwich vacation packages. Keep in mind that public holidays and local events and festivals can impact prices, so do a little research before you go.
How many days is enough for Woolwich?
The ideal length for your Woolwich vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to tick off all the leading attractions and discover some hidden treasures along the way.
How to find the best Woolwich package deals?
Finding a cheap Woolwich package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Woolwich package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Woolwich vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Woolwich vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Woolwich?
If you've got your Woolwich travel dates confirmed, book early to score some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Woolwich?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Woolwich.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to set aside for your trip to Woolwich. Then, pick a hotel that matches your budget, whether that's an economical stay or a more upscale getaway.
  3. Work out your trip length: Consider how much time you want to spend exploring Woolwich. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the right Woolwich vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.