Search Deals onWinterport Vacation Packages
Winterport Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Inn on Mount Desert
Price was $666, price is now $609 per person
$609
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Bangor (BGR)
Book a stay at this family-friendly hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.
The Pathmaker Hotel
Price was $742, price is now $639 per person
$639
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Bangor (BGR)
Stay at this hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.
Incredible stay! We stayed a few days after peak season so got a great rate. Breakfast was AMAZING!! Great location — walking distance to shops and restaurants. Across the street is a grocery store. Short drive to Acadia. Cookies in lobby great treat after a day of hiking.
Reviewed on Nov 10, 2026
Pine Tree Trail Lodge
Price was $1,798, price is now $1,589 per person
$1,589
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Bangor (BGR)
Book a stay at this spa B&B in Pittsfield. Enjoy free parking, a full-service spa, and a garden. Popular attraction JW Parks Golf Course is located nearby.
The Primrose
Price was $724, price is now $662 per person
$662
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Bangor (BGR)
Book a stay at this golf B&B in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Acadia National Park and Bar Harbor Whale Watch Co are located nearby.
So adorable, breakfast was enjoyable, it was a nice walk to the downtown area although it’s not very well lit at night so FYI, you may want to bring a flashlight if you plan on being out after sunset. The beds were really comfortable, we enjoyed the extra plush robes and fancy local soap. The staff was all really nice – it was exactly the experience we were hoping for.
Reviewed on Nov 2, 2026
Hollywood Casino Bangor
Price was $721, price is now $660 per person
$660
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Bangor (BGR)
Book a stay at this business-friendly hotel in Bangor. Enjoy a casino, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Cross Insurance Center and Maine Savings Amphitheater are located nearby.
Country Inn at The Mall
Price was $679, price is now $625 per person
$625
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Bangor (BGR)
Stay at this hotel in Bangor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bangor Mall and Maine Savings Amphitheater are located nearby.
I have no complaints about the property or stay itself. The breakfast offered was tasty and started my day. The room was clean, plenty of towels, etc. My only issue were other guests and the very thin doors that block no sound from the hall. Overall, I would stay here again.
Reviewed on Nov 10, 2026
The Lucerne Inn
Price was $743, price is now $695 per person
$695
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Bangor (BGR)
Book a stay at this golf hotel in Holden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Phillips Lake and Goose Pond are located nearby.
Hotel Ursa
Price was $684, price is now $645 per person
$645
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Bangor (BGR)
Stay at this hotel in Orono. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bangor Mall and Hudson Museum are located nearby.
Winterport Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winterport Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Dec 9 - Sat, Dec 12
TPA
Tampa Intl.
BGR
Bangor Intl.
$112 Roundtrip, found 9 hours ago
$112
Roundtrip
found 9 hours ago
Fri, Nov 13 - Sun, Nov 15
PIE
St. Petersburg-Clearwater Intl.
BGR
Bangor Intl.
$239 Roundtrip, found 5 days ago
$239
Roundtrip
found 5 days ago
Tue, Dec 15 - Mon, Dec 21
JFK
John F. Kennedy Intl.
BGR
Bangor Intl.
$329 Roundtrip, found 14 hours ago
$329
Roundtrip
found 14 hours ago
Tue, Mar 30 - Wed, Apr 7
EWR
Newark Liberty Intl. Airport
BGR
Bangor Intl.
$329 Roundtrip, found 7 hours ago
$329
Roundtrip
found 7 hours ago
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