Winterport Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Winterport Vacation

The coastal scenery and rich history are just the beginning of the things Winterport has going for it. Enjoy the best parts of this interesting city your way with a tailor-made Winterport vacation package. If sightseeing is on the to-do list during your trip to Winterport, swing by leading attractions like Fort Knox State Historic Site, Fort Knox State Park and Penobscot Narrows Bridge and Observatory. No matter your travel plans or budget, organizing a tailored Winterport vacation is a breeze with Expedia.

Top Winterport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Bangor by IHG

Holiday Inn Bangor by IHG

3 out of 5
Price was CA $1,096, price is now CA $915 per person
CA $915
per person
Oct 26 - Oct 31
found 5 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Bangor (BGR)
7.8/10 Good! (1,001 reviews)
Overall stay was good

Reviewed on Aug. 12, 2025

Country Inn at The Mall

Country Inn at The Mall

2 out of 5
Price was CA $1,099, price is now CA $929 per person
CA $929
per person
Oct 26 - Oct 31
found 5 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Bangor (BGR)
9.4/10 Exceptional! (2,375 reviews)
Staff were very kind and helpful! Our room was comfortable. Close to lots of dining and shopping.

Reviewed on Aug. 25, 2025

The Inn on Mount Desert

The Inn on Mount Desert

3 out of 5
Price was CA $1,457, price is now CA $1,232 per person
CA $1,232
per person
Oct 26 - Oct 31
found 5 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Bangor (BGR)
9.6/10 Exceptional! (1,000 reviews)
Easy walk to restaurants and shopping. Great cooked breakfasts.

Reviewed on Aug. 25, 2025

Bar Harbor Manor

Bar Harbor Manor

3.5 out of 5
Price was CA $1,382, price is now CA $1,176 per person
CA $1,176
per person
Oct 26 - Oct 31
found 5 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Bangor (BGR)
9.6/10 Exceptional! (1,004 reviews)
We had a great time and the staff was amazing. The location is perfect!!

Reviewed on Aug. 24, 2025

Hollywood Casino Bangor

Hollywood Casino Bangor

3 out of 5
Price was CA $1,290, price is now CA $1,105 per person
CA $1,105
per person
Oct 26 - Oct 31
found 5 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Bangor (BGR)
8.6/10 Excellent! (1,210 reviews)
Staff was awesome room was clean casino was fun!

Reviewed on Aug. 24, 2025

Ready to book your vacation to Winterport?

 

Choose your dates

Winterport Hotel Deals

Old Winterport Commercial House

Old Winterport Commercial House

3 out of 5
114 Main Street, Winterport, ME
The price is CA $295 per night from Aug 26 to Aug 27
CA $295
CA $322 total
Aug 26 - Aug 27
includes taxes & fees
Old Winterport Commercial House
Cozy 2 BR by River- Crooked Steeple Hall

Cozy 2 BR by River- Crooked Steeple Hall

4 out of 5
176 Main St, Winterport, ME
Get rates
Cozy 2 BR by River- Crooked Steeple Hall
1812 Pierce House

1812 Pierce House

3.5 out of 5
384 S Main St, Winterport, ME
Get rates
1812 Pierce House
See all 813 properties in Winterport
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 Winterport vacation package cost?
Offering excellent value package deals from CA $915 on Expedia, you'll be surprised at how little a vacation to Winterport costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Winterport?
Plan your getaway for the low season and you're likely to get cheap Winterport vacation packages. Keep in mind that public holidays and local festivals and events can impact prices, so do your research before booking.
How many days is enough for Winterport?
You can easily explore all the leading attractions in Winterport within a few days, including the must-see Buck Cemetery. If you're after an extended Winterport vacation, look at what sort of activities and day trips are available close by.
How to find the best Winterport package deals?
Use Expedia's filter tool to help you find some of the best Winterport package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Winterport package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Winterport vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can customize your Winterport escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Winterport?
If you're considering a spontaneous Winterport vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Winterport?

  1. Choose when to get away: Check your schedule and get packing. Your favourite time of year and the type of activities available will also help you decide when to visit Winterport.
  2. Set your budget: Consider costs such as flights, food and transportation when calculating how much to set aside for your trip to Winterport. Then, select a property that suits your budget, whether that's an affordable stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Winterport, you can figure out the ideal length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Winterport vacation package.

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