Winterport Vacations from $891

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Winterport vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Ursa

Hotel Ursa

4 out of 5
Price was $1,183, price is now $891 per person
$891
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
9.6/10 Exceptional! (684 reviews)
Bathroom sink drain was clogged, we called and someone came and fixed it. Beds were just ok. TV had very few channels to watch. Also there were people in parking area that were not staying at the hotel but were hanging around smoking, and being loud for a few hours.

Reviewed on May 17, 2026

Eden Village Motel & Cottages

Eden Village Motel & Cottages

2.5 out of 5
Save 100% on your flight
Price was $1,549, price is now $1,094 per person
$1,094
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bangor (BGR)
8.6/10 Excellent! (247 reviews)
Super cute and clean. I would recommend staying here!

Reviewed on May 18, 2026

Mount Battie Inn

Mount Battie Inn

2.5 out of 5
Price was $1,462, price is now $1,094 per person
$1,094
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
8.8/10 Excellent! (323 reviews)
The room was very nice and comfortable and was a real convenient location for us. The area is gorgeous and owners were absolutely wonderful and kind.

Reviewed on Oct 19, 2025

Anchorage Motel

Anchorage Motel

2.5 out of 5
Save 100% on your flight
Price was $1,700, price is now $1,317 per person
$1,317
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
9/10 Wonderful! (1,004 reviews)
Plenty of parking, centrally located in town - we walked everywhere!

Reviewed on May 17, 2026

The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Save 100% on your flight
Price was $2,053, price is now $1,618 per person
$1,618
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bangor (BGR)
9.8/10 Exceptional! (451 reviews)
We have no complaints our stay was amazing.

Reviewed on May 17, 2026

Don't see what you're looking for?
See all available trips from Columbus to Winterport
View all trips

Discover the most popular places to visit in Winterport

Winterport Winery

You can enjoy a tasting or tour at Winterport Winery during your travels to Winterport. Experience the area's great live music and acclaimed theater scene.

Winterport Winery

Winterport Hotel Deals

Bangor Grande

Bangor Grande

2.5 out of 5
357 Odlin Rd Bangor ME
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $104 total per night from May 19 to May 20
$104 total
May 19 - May 20
Total with taxes and fees
8.4/10 Very Good! (2,202 reviews)
"Nice staff and right off the highway. Room was dirty and had a used fork and soda cap on the floor. Bathroom shower didn’t drain and needed to be snaked Toliet was the smallest thing on the planet"

Reviewed on May 17, 2026

Bangor Grande
Country Inn at The Mall

Country Inn at The Mall

2 out of 5
936 Stillwater Avenue Bangor ME
Fully refundable
$123 nightly
The price is $134 total per night from May 28 to May 29
$134 total
May 28 - May 29
Total with taxes and fees
9.4/10 Exceptional! (2,412 reviews)
"This establishment is my idea of an Inn: They don't have a lobby, they have a living room with fireplace; not a breakfast area with a silent attendant, a dining room with a friendly and cheerful face overseeing everyone has what they need; not a front entry but a place to relax in a rocker; not a ..."

Reviewed on May 17, 2026

Country Inn at The Mall
Hollywood Casino Bangor

Hollywood Casino Bangor

3 out of 5
500 Main Street Bangor ME
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $168 total per night from May 25 to May 26
$168 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (1,436 reviews)
"AC not working was warm even when it was set to the lowest 65"

Reviewed on May 15, 2026

Hollywood Casino Bangor
See all 831 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.

Find the Best Winterport Vacation Packages

Winterport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bangor Intl. Airport (BGR)
Population
1,350
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Winterport Winery, Fort Point State Park and Swan Lake State Park

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Winterport vacation package cost?
Offering excellent value package deals from $891 on Expedia, you'll be surprised at how little a vacation to Winterport costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winterport?
You can typically find lower prices and greater availability in November, December and January. Browse our cheap Winterport vacation packages and you could get some great off-season discounts.
How many days is enough for Winterport?
With a well-organized travel plan, you can easily hit the top Winterport attractions in a few days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Winterport vacation for longer.
How to find the best Winterport package deals?
Start your search for a Winterport package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Winterport package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winterport adventure underway.
Is it cheaper to book a Winterport vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Winterport vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Winterport?
If you're considering an impromptu Winterport getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Winterport vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Winterport trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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