Search Deals onOrland Vacation Packages
Orland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Bangor Grande
Price was $712, price is now $621 per person
$621
per person
Aug 28 - Sep 1
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
Book a stay at this business-friendly hotel in Bangor. Enjoy free WiFi, a free airport shuttle, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Cross Insurance Center and Hollywood Casino at Bangor are located nearby.
Good location, restaurant inside with 10% discount for hotel guests. We stayed there only for one night, because of early morning flight. We left our car for a few days at hotel parking and we used their shuttle bus to airport and back. They charged us 5 bucks a day. We going stay and used their parking in the future.
Reviewed on Jul 17, 2026

Heathwood Inn
Price was $954, price is now $751 per person
$751
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Bangor (BGR)
Stay at this B&B in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acadia National Park's Visitors Center and Garland Farm are located nearby.
The room was very clean parking was good the jets in the tub were very weak didn’t really see the staff but the girl I spoke to over the phone was very nice and helpful the tv was very hard to get stations watched them the first night couldn’t get them to work the next night ac was very cold the worst part was the breakfast it was terrible I’m talking about the food raw bacon and bad selection couldn’t even get just eggs and bacon they served it as a omelette the meat was awful me and my wife could not eat it
Reviewed on Jul 10, 2026

Acadia Pines Motel
Price was $969, price is now $780 per person
$780
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Bangor (BGR)
Stay at this motel in Bar Harbor. Enjoy free parking, daily housekeeping, and cable TV channels. Popular attractions Acadia National Park's Visitors Center and Bar Harbor Whale Watch Co are located nearby.
This is a nice small motel that is close to Bar Harbor. Well kept property and the rooms were great for my business stay and would not hesitate to have my family stay with me while on a vacation. Great room with fridge and coffee machine. Well stocked with towels and shower soaps. Anxious to go again and take my family.
Reviewed on Jul 16, 2026

Moseley Cottage Inn & Town Motel
Price was $1,445, price is now $1,198 per person
$1,198
per person
Aug 28 - Sep 1
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
Stay at this hotel in Bar Harbor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Acadia National Park's Visitors Center and Acadia National Park are located nearby.
It's an older building, but well maintained... the only (minor) issue we had in our room was one blind got stuck closed.
The staff was super accommodating for a late arrival... when we phoned they gave clear instructions on how to access our room, and even managed to provide us breakfast the next morning despite our arrival time being well after the cut-off to submit a breakfast order for the next day.
Breakfast was impressively good, with a nice array of choices and great quality delivered promptly to your room at (or even slightly before) the requested time.
Reviewed on Jul 17, 2026

Days Inn Bar Harbor
Price was $826, price is now $686 per person
$686
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Bangor (BGR)
Stay at this 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's Visitors Center and Acadia National Park are located nearby.
The property is convenient to town. The facilities are in reasonable condition.
We have stayed at this property a number of times over the past 5 years and unfortunately , the breakfast has gotten worse on the last two visits. The previous stay no one showed up to put out the breakfast supplies. On this trip fewer options were available than what was offered in the past. And the juice dispensing machine was not operating and there was only one choice for tea. I hope they can do better.
Reviewed on Jul 17, 2026

The Pathmaker Hotel
Price was $1,494, price is now $1,259 per person
$1,259
per person
Aug 28 - Sep 1
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
Stay at this hotel in Bar Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acadia National Park's Visitors Center and Acadia National Park are located nearby.
Convenient to all attractions and the staff was great
Reviewed on Jul 17, 2026

Hinckleys Dreamwood Cottages
Price was $1,044, price is now $886 per person
$886
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Bangor (BGR)
Stay at this cottage in Bar Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Acadia National Park's Visitors Center and Bar Harbor Whale Watch Co are located nearby.
We had an amazing time staying in the cabins. The women who worked in the office were so friendly and helpful. The cabin was clean. We would definitely stay there again.
Reviewed on Jul 15, 2026

Anchorage Motel
Price was $986, price is now $838 per person
$838
per person
Aug 28 - Sep 1
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Bangor (BGR)
Stay at this motel in Bar Harbor. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Acadia National Park's Visitors Center and Acadia National Park are located nearby.
Convenient location to downtown, friendly staff and comfortable beds
Reviewed on Jul 17, 2026
Orland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Orland Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Oct 28 - Wed, Nov 18
MCO
Orlando Intl.
BGR
Bangor Intl.
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago

Tue, Aug 11 - Tue, Aug 18
EWR
Newark Liberty Intl. Airport
BGR
Bangor Intl.
$255 Roundtrip, found 17 hours ago
$255
Roundtrip
found 17 hours ago

Tue, Sep 22 - Fri, Oct 9
LGA
LaGuardia
BGR
Bangor Intl.
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago

Mon, Oct 26 - Thu, Nov 12
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$290 Roundtrip, found 2 days ago
$290
Roundtrip
found 2 days ago
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