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.
Seabreeze Motel
CA $861
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
7.2/10 Good! (462 reviews)
Front desk was super helpful, location was good but the noise was a lot, could hear a the people above us a lot and then lots of chaos in the street plus the train.
Reviewed on Aug 30, 2026
Ogunquit River Inn & Suites
Moody
CA $1,153
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,022 reviews)
The property including room was very nice. It's on a main road but set down so there is no noise. Breakfast was good. The view from the yard in back was very beautiful and peaceful. People were enjoying the pool. The only slight area of improvement would be the efficient reception team's warmth quotient. Would stay again.
Reviewed on Sep 3, 2026
The Meadowmere Resort
CA $871
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
8.6/10 Excellent! (1,010 reviews)
Clean room, paid breakfast, front office staff very efficient, very limited items even in paid breakfast section.check in time 4 pm and check out 11 am.
Reviewed on Sep 2, 2026
Ready to book your vacation to Woolwich?
Woolwich Hotel Deals
The Freeport Hotel, an Ascend Collection Hotel
506 Us Route 1 Freeport ME
Fully refundable
CA $136
CA $148 total
Sep 10 - Sep 11
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"The rooms were as clean as the staff could manage, I'm sure. By that I mean, nice clean bedding and towels; clean bathroom. But there was a mustiness that seemed to have permeated the rooms; perhaps the carpeting? Parking was fine and very available. The breakfast was so-so, but it was "you get what ..."
Reviewed on Aug 31, 2026
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
CA $158
CA $226 total
Sep 13 - Sep 14
includes taxes & fees
Best Western Freeport Inn
31 US Route 1 Freeport ME
Fully refundableReserve now, pay when you stay
CA $140
CA $153 total
Sep 8 - Sep 9
includes taxes & fees
7.6/10 Good! (1,008 reviews)
"The check in attendant was kind and helpful. The room was clean and comfortable. We liked the close location of the hotel to Freeport shopping outlets."
Reviewed on Sep 2, 2026
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.
Stay near popular Woolwich attractions
Montsweag Flea Market
8.0/10 (2 reviews)
You can find the perfect gifts to bring home at Montsweag Flea Market during your stay in Woolwich. While you're in the area, stroll along the waterfront.
Frequently asked questions
How much does a Woolwich vacation package cost?
Offering great value package deals from CA $861 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?
- 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.
- 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.
- 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.
- 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.
