Search Deals onWinter Harbor Vacation Packages
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Winter Harbor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
White Birches Motel
per person
May 21 - May 23
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Bar Harbor (BHB)
Book a stay at this ski motel in Hancock. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seacoast Fun Park and L.L. Bean Shopping Outlet are located nearby.
Poseidon
per person
Mar 27 - Mar 30
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bar Harbor (BHB)
Stay at this 3-star vacation home in Deer Isle. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Stonington Sea Products and Edgar M. Tennis Preserve are located nearby.
Under Canvas Acadia
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bar Harbor (BHB)
Stay at this 3-star lodge in Surry. Enjoy free parking, a private beach, and breakfast (surcharge). Popular attractions Seacoast Fun Park and Indian Point Trailhead are located nearby.
Beautiful Apartments in Acadia Region
per person
May 21 - May 23
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Bar Harbor (BHB)
Stay at this 3-star apartment in Hancock. Enjoy free WiFi, free parking, and a garden. Popular attractions Seacoast Fun Park and L.L. Bean Shopping Outlet are located nearby.
Bluff House Inn
per person
May 21 - May 23
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Bar Harbor (BHB)
Stay at this 3-star guesthouse in Gouldsboro. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Grindstone Neck Golf Course and Bartlett Maine Estate Winery are located nearby.
Otter Creek Inn
per person
May 21 - May 23
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Bar Harbor (BHB)
Stay at this guesthouse in Mount Desert. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Acadia National Park and Acadia National Park's Visitors Center are located nearby.
Elegant Suite with Jacuzzi
per person
May 21 - May 23
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Bar Harbor (BHB)
Stay at this 3-star apartment in Hancock. Enjoy free WiFi, free parking, and premium TV channels. Popular attractions Seacoast Fun Park and L.L. Bean Shopping Outlet are located nearby.
Winter Harbor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winter Harbor 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.
Thu, May 29 - Wed, Jun 11
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$260 Roundtrip, found 3 days ago
$260
Roundtrip
found 3 days ago
Sat, May 31 - Wed, Jun 11
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$261 Roundtrip, found 3 days ago
$261
Roundtrip
found 3 days ago
Wed, Jun 4 - Thu, Jun 12
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$269 Roundtrip, found 3 days ago
$269
Roundtrip
found 3 days ago
Wed, Jun 4 - Thu, Jun 12
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$283 Roundtrip, found 3 days ago
$283
Roundtrip
found 3 days ago
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