Wiscasset Vacation Packages
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Your Wiscasset Vacation
Reserve a Wiscasset vacation package and you can prioritize what matters — having some fun. There's no more planning headaches, just a lot more free time to experience the delights of this fascinating city, such as its rich history and coastal scenery. A trip to Wiscasset is a wonderful opportunity to sightsee. Check out renowned attractions like Lincoln County Jail Museum, Wiscasset, Waterville and Farmington Railway Museum and Little Point. Your perfect Wiscasset vacation is clicks away. Browse hotels, flights and more on Expedia for a trip that's tailored just for you.
Top Wiscasset Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Moody
CA $1,003
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
This hotel was very nice. Complimentary breakfast was a plus. The property was well maintained and the location was nice and quiet. Only issue was the bathroom fan was extremely loud. Definitely needs replacement. There was also a bad odor in the room. I thought it came from the rug. Hubby thought it was coming from the ac unit. We did not complain and the odor disappeared within 2 days… will definitely stay here again. Great value for the money.
Reviewed on Aug 28, 2026
Inn By The Sea
CA $1,713
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
Portland Regency Hotel & Spa
Downtown Portland
CA $1,550
per person
Oct 23 - Oct 26
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.4/10 Exceptional! (1,756 reviews)
Was a guest for my first time. Absolutely loved the hotel. Cannot wait to return…. Definitely coming back
Reviewed on Aug 30, 2026
Portland Harbor Hotel
Downtown Portland
CA $1,559
per person
Oct 23 - Oct 26
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.2/10 Wonderful! (1,817 reviews)
For the price I would expect more amenities. The “free” food by the elevator was pretty sparse with a broken ice machine and coffee maker
Reviewed on Aug 29, 2026
Ready to book your vacation to Wiscasset?
Wiscasset Hotel Deals
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
CA $129
CA $193 total
Sep 3 - Sep 4
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Good"
Reviewed on Aug 28, 2026
Maine Evergreen Hotel, an Ascend Collection Hotel
65 Whitten Rd Augusta ME
Fully refundable
CA $210
CA $229 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Great stay and helpful staff."
Reviewed on Aug 29, 2026
Senator Inn & Spa
284 Western Ave Augusta ME
Fully refundableReserve now, pay when you stay
CA $193
CA $210 total
Sep 30 - Oct 1
includes taxes & fees
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 Wiscasset attractions
Brooks Point
10.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Brooks Point during your travels in Westport.
Wiscasset Historic District
You can learn about the history of Wiscasset when you stop by Wiscasset Historic District. Wander the forest and waterfront while you're in the area.
Castle Tucker
10.0/10 (2 reviews)
You can spend an afternoon exploring the galleries in Castle Tucker in Wiscasset. While you're in the area, stroll along the waterfront.
Monkey C Monkey Do
6.0/10 (2 reviews)
Enjoy a trip to Monkey C Monkey Do and popular activities like boating in Wiscasset. While you're in the area, stroll along the waterfront.
Lincoln County Jail Museum
8.8/10 (3 reviews)
You can spend an afternoon browsing the exhibits at Lincoln County Jail Museum during your travels in Wiscasset. While you're in the area, stroll along the waterfront.
What to do in Wiscasset
Boothbay: Lighthouses & Islands Harbor Cruise
CA $56
per adult
94% of travellers recommend
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
CA $83
per adult
Boothbay Harbor: Schooner Apple Jack Daytime Sailing Cruise
CA $76
per adult
Frequently asked questions
How much does a Wiscasset vacation package cost?
Offering excellent value package deals from CA $1,003 on Expedia, you'll be pleasantly surprised at how much a vacation to Wiscasset costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Wiscasset?
To score cheap Wiscasset vacation packages, organize your trip outside of peak periods such as school holidays. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Wiscasset?
Typically, a handful of days is enough to tick off the top attractions during your Wiscasset vacation. However, if you prefer to have some time to relax or take day tours, think about extending your trip.
How to find the best Wiscasset package deals?
Begin your search for a Wiscasset package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Wiscasset package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wiscasset escape underway.
Is it cheaper to book a Wiscasset vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Wiscasset vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Wiscasset?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Wiscasset adventure.
How to plan a trip to Wiscasset?
- Pick your travel dates: The things you'd like to do in Wiscasset and your preferred season will help you decide when to travel.
- Set your budget: Factor in costs like flights, transportation and food when calculating how much to set aside for your trip to Wiscasset. Then, select a property that matches your budget, whether that's an affordable option or a swankier getaway.
- Determine how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Wiscasset. Then, estimate how long you'll need for each, including any travel time.
- Combine your accommodations and airfare: After you've settled on your trip dates and duration, lock in the perfect Wiscasset 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.
