Winterport Vacations from $282

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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.
The Inn on Mount Desert

The Inn on Mount Desert

3 out of 5
Price was $362, price is now $282 per person
$282
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Bangor (BGR)
19.2/10 Exceptional! (1,001 reviews)
The Inn on Mount Desert was perfect for our stay in Bar Harbor. The Inn was very beautiful with a beautiful garden and lots of outdoor seating options to enjoy nice weather. The breakfast was fresh and made to order every morning with a variety of options as well as things like breads, bagels, and cereal along with coffee and orange juice. The staff were always willing to help with anything that was needed and provided us with silverware and a bottle opener when we had leftover food. The room was kept very clean with nice decor as well. I would highly recommend this stay for anyone making a trip to Bar Harbor!

Reviewed on Nov 12, 2025

Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
Price was $1,246, price is now $1,038 per person
$1,038
per person
Dec 26 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Bangor (BGR)
17.6/10 Exceptional! (972 reviews)
Enjoy our stay, staff very friendly and helpful. Room was great.

Reviewed on Nov 7, 2025

Holiday Inn Bangor by IHG

Holiday Inn Bangor by IHG

3 out of 5
Price was $1,009, price is now $852 per person
$852
per person
Dec 26 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Bangor (BGR)
7.8/10 Good! (1,005 reviews)
Room clean, staff great. My only issue was that I found the mattress a bit uncomfortable.

Reviewed on Nov 12, 2025

Country Inn at The Mall

Country Inn at The Mall

2 out of 5
Price was $1,085, price is now $923 per person
$923
per person
Dec 26 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Bangor (BGR)
9.4/10 Exceptional! (2,454 reviews)
The staf was courteous and room was clean

Reviewed on Nov 14, 2025

Howard Johnson by Wyndham Bangor

Howard Johnson by Wyndham Bangor

2 out of 5
Price was $615, price is now $530 per person
$530
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
7.4/10 Good! (1,009 reviews)
Towels and sheets only replaced every three days. Beds not bed by staff and no cleaning of rooms. Not for me

Reviewed on Nov 4, 2025

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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

Old Winterport Commercial House

Old Winterport Commercial House

3 out of 5
114 Main Street Winterport ME
9.2/10 Wonderful! (139 reviews)
Was nice, but not what we expect for B&B. The lady was very nice.

Reviewed on Sep 6, 2025

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Old Winterport Commercial House
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

Winterport ME
10/10 Exceptional! (3 reviews)
It was so fun to stay in an RV! Might be a great choice if you’re considering an RV of your own:) And such a well appointed one at that! It was cozy and clean and had lots of storage opportunities and solutions.The host had lots of tips and suggestions for things to do in the area, and our dogs even ...

Reviewed on Oct 8, 2025

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NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby
Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

Winterport
Get rates
Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill
See all 794 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 $282 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.