Search Deals onPittsfield Vacation Packages
Pittsfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Pathmaker Hotel
Save 100% on your flight
per person
May 9 - May 12
found 23 hours ago
Roundtrip flight included
Chicago (ORD) 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 Watching are located nearby.
Bar Harbor Main Street Apartments
Save 100% on your flight
per person
Jun 7 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
Stay at this 3.5-star apartment in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acadia National Park and Bar Harbor Whale Watching are located nearby.
3Bedroom2Bath CarriageHouse Pet Friendly
Save 100% on your flight
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
Stay at this 3.5-star vacation home in Bar Harbor. Enjoy free WiFi, free parking, and a garden. Popular attractions Acadia National Park's Visitors Center and Garland Farm are located nearby.
3BedroomApt Pool CampFire PlayArea
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
Stay at this 3-star apartment in Bar Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Acadia National Park's Visitors Center and Garland Farm are located nearby.
Cottage Street Downtown New Apartment
Save 100% on your flight
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
Stay at this apartment in Bar Harbor. Enjoy free WiFi, laundry facilities, and in-room washers/dryers. Popular attractions Acadia National Park and Bar Harbor Whale Watching are located nearby.
Eden Village Motel & Cottages
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
Stay at this motel in Bar Harbor. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Acadia National Park's Visitors Center and Garland Farm are located nearby.
The Woods of Eden Glampground
Save 100% on your flight
per person
Jun 7 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
Stay at this lodge in Bar Harbor. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Acadia National Park's Visitors Center and Bar Harbor Whale Watching are located nearby.
Hinckleys Dreamwood Cottages
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
Stay at this 3-star cottage in Bar Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Acadia National Park's Visitors Center and Bar Harbor Whale Watching are located nearby.
Pittsfield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Pittsfield 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.
Sun, Jun 8 - Sat, Jun 14
JFK
John F. Kennedy Intl.
BGR
Bangor Intl.
$245 Roundtrip, found 5 days ago
$245
Roundtrip
found 5 days ago
Tue, Aug 19 - Sat, Aug 23
RDU
Raleigh - Durham Intl.
BGR
Bangor Intl.
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Thu, Jul 3 - Thu, Jul 10
LGA
LaGuardia
BGR
Bangor Intl.
$259 Roundtrip, found 5 days ago
$259
Roundtrip
found 5 days ago
Sat, Jul 5 - Mon, Jul 7
EWR
Newark Liberty Intl. Airport
BGR
Bangor Intl.
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
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