Wiscasset Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
River View Resort

River View Resort

2.5 out of 5
per person
Jun. 11 - Jun. 16
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (289 reviews)
It was a basic suite-like motel. Could use an upgrade. Very 70s

Reviewed on Mar. 30, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Jun. 23 - Jun. 27
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,475 reviews)
Great place, friendly staff and very walkable for Old Port.

Reviewed on Apr. 30, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Jun. 4 - Jun. 7
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Fantastic all around!!!!

Reviewed on Apr. 25, 2025

Nonantum Resort

Nonantum Resort

3.5 out of 5
per person
Jun. 11 - Jun. 16
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (726 reviews)
First time there. It was an amazing property. Everyone was friendly and kind. Will definitely go back!

Reviewed on Dec. 3, 2024

The Weldon Hotel

The Weldon Hotel

4 out of 5
Downtown Portland
per person
Jun. 23 - Jun. 27
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (46 reviews)
Property was great, very clean however it’s ever loud out since there are bars by the corner of this location.

Reviewed on Apr. 5, 2025

Ready to book your vacation to Wiscasset?

 

Choose your dates

Wiscasset Hotel Deals

Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Westport
9.8/10 Exceptional! (83 reviews)
Would stay here again for sure!
"Great stay, even in cooler weather (hot tub was great for this). Would love to stay here again in another season or for our annual April trip again next year. Plenty of room in the house for kids, parents and grandparents. Zero complaints!"

Reviewed on Apr. 23, 2025

Get rates
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Westport
8/10 Very Good! (25 reviews)
BEAUTIFUL PROPERTY
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was ..."

Reviewed on Aug. 23, 2024

Get rates
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Unique oceanfront home with a deck, tons of natural light, & amazing views
Unique oceanfront home with a deck, tons of natural light, & amazing views
Wiscasset
Fall Foliage
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."

Reviewed on Oct. 31, 2024

Get rates
Unique oceanfront home with a deck, tons of natural light, & amazing views
See all 1,674 properties in Wiscasset
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Wiscasset vacation package cost?
Offering excellent value package deals from CA $1,025 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?

  1. Pick your travel dates: The things you’d like to do in Wiscasset and your preferred season will help you decide when to travel.
  2. 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.
  3. 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.
  4. Combine your accommodations and airfare: After you’ve settled on your trip dates and duration, lock in the perfect Wiscasset vacation package for you.

Discover the most popular places to visit in Wiscasset

Castle Tucker

You can spend an afternoon exploring the galleries in Castle Tucker in Wiscasset. While you're in the area, stroll along the waterfront.

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