Winterport Vacations from $713

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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.

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 $896, price is now $713 per person
$713
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
9.6/10 Exceptional! (729 reviews)
The room was okay. Our dogs stayed with us. The bed was comfortable. The place could use a very thorough cleaning, including a deodorizer. The halls in the hotel smelled good but our room smelled like feet. The carpet seemed pretty dirty. The location was nice as it was on campus of U of Maine, Bangor. It was fun to walk around checking things out. They had a great little cafe but charged for a coffee and muffins. Setting was good. Room was nothing to write home about.

Reviewed on Jul 6, 2026

Mount Battie Inn

Mount Battie Inn

2.5 out of 5
Price was $1,064, price is now $843 per person
$843
per person
Sep 27 - Oct 1
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Bangor (BGR)
8.8/10 Excellent! (325 reviews)
I don’t understand the praise - this is a motel-full stop.

Reviewed on Jul 7, 2026

Little Fig Hotel

Little Fig Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,687, price is now $1,379 per person
$1,379
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
9/10 Wonderful! (892 reviews)
Friendly staff. Treats for guests was a special touch. Great location.

Reviewed on Jul 7, 2026

Whitehall

Whitehall

3 out of 5
Price was $1,365, price is now $1,121 per person
$1,121
per person
Sep 27 - Oct 1
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Bangor (BGR)
9.2/10 Wonderful! (636 reviews)
Nice historic hotel

Reviewed on Jul 6, 2026

3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly

3.5 out of 5
Save 100% on your flight
Price was $3,108, price is now $2,554 per person
$2,554
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
8/10 Very Good! (4 reviews)
It was beautiful inside and out. Would recommend 10/10. Very quiet location beds slept great and close to Bar Harbor

Reviewed on Sep 30, 2025

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Stay near popular Winterport attractions

Winterport Winery

8.0/10 (2 reviews)
This artisanal winery crafts distinctive fruit wines from Maine's local harvests while sharing space with Penobscot Bay Brewery. Sample both in their intimate tasting room with knowledgeable staff.
See properties

Winterport Hotel Deals

Country Inn at The Mall

Country Inn at The Mall

2 out of 5
936 Stillwater Avenue Bangor ME
$141 nightly
The price is $154 total per night from Jul 14 to Jul 15
$154 total
Jul 14 - Jul 15
Total with taxes and fees
9.4/10 Exceptional! (2,416 reviews)
"In general, it is a decent, clean place for a quick stay which was the case for me as a place to stay on the way from New Hampshire to New Brunswick. It is right off the highway and has shops and gas stations nearby. Quiet despite that. The complimentary breakfast was kind of lame, though - would ..."

Reviewed on Jul 7, 2026

Country Inn at The Mall
Quality Inn Bangor Airport

Quality Inn Bangor Airport

3.5 out of 5
250 Odlin Road Bangor ME
Fully refundable
$97 nightly
The price is $106 total per night from Aug 2 to Aug 3
$106 total
Aug 2 - Aug 3
Total with taxes and fees
7/10 Good! (1,054 reviews)
"Hi , stayed in a 2 double bedroom on June 2026 Pros: sruff was very polite beds are queen size , large and comfy room is renovated except the bathroom rooms have built in USB type c and a ports free parking Cons bathroom is outdated tuilette is so tiny and low AC was ticking ,they fixed it but it ..."

Reviewed on Jul 8, 2026

Quality Inn Bangor Airport
Bangor Grande

Bangor Grande

2.5 out of 5
357 Odlin Rd Bangor ME
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from Aug 7 to Aug 8
$136 total
Aug 7 - Aug 8
Total with taxes and fees
8.2/10 Very Good! (2,277 reviews)
"No breakfast. The attached restaurant was expensive."

Reviewed on Jul 7, 2026

Bangor Grande
See all 868 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

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Frequently asked questions

How much does a Winterport vacation package cost?
Offering excellent value package deals from $713 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.

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