Maine Highlands Vacation Packages

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Your Maine Highlands Vacation

When adventure is calling, answer it with a vacation package to Maine Highlands. Renowned for its walking trails and culture, this is one destination you'll always remember. Begin your trip to Maine Highlands with some time in Bangor visiting popular sights like Maine Savings Amphitheatre and Hollywood Casino at Bangor. Millinocket is another city that draws crowds from far and wide. South Twin Lake and North Light Gallery are two of the top places to see here. From the instant you book your Maine Highlands vacation to when you return home, Expedia will be with you each step of the way.

Top Maine Highlands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Ursa

Hotel Ursa

4 out of 5
Price was CA $1,543, price is now CA $1,373 per person
CA $1,373
per person
Jul 17 - Jul 21
found 21 hours ago
Roundtrip flight included
Winnipeg (YWG) to Bangor (BGR)
9.6/10 Exceptional! (699 reviews)
I love that Hotel Ursa is right on the UMO campus. It's been very convenient when I play with the Bangor Symphony, who performs at the performing arts center two buildings away from the hotel.

Reviewed on May 29, 2026

The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Price was CA $3,237, price is now CA $2,821 per person
CA $2,821
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bangor (BGR)
9.8/10 Exceptional! (468 reviews)
This place was amazing. Wonderful parking but super close to everything. Wonderful price as well.

Reviewed on May 30, 2026

Days Inn Bar Harbor

Days Inn Bar Harbor

2.5 out of 5
Price was CA $1,865, price is now CA $1,647 per person
CA $1,647
per person
Jul 17 - Jul 21
found 21 hours ago
Roundtrip flight included
Winnipeg (YWG) to Bangor (BGR)
7.4/10 Good! (1,000 reviews)
Convenient clean breakfast was great staff excellent!

Reviewed on May 29, 2026

Anchorage Motel

Anchorage Motel

2.5 out of 5
Price was CA $2,372, price is now CA $2,114 per person
CA $2,114
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bangor (BGR)
9/10 Wonderful! (1,007 reviews)
This was a great place to stay to see Bar Harbor. Easy to drive to, easy parking & easy to walk to local attractions!

Reviewed on May 29, 2026

Eden Village Motel & Cottages

Eden Village Motel & Cottages

2.5 out of 5
Price was CA $2,752, price is now CA $2,466 per person
CA $2,466
per person
Jul 17 - Jul 21
found 21 hours ago
Roundtrip flight included
Winnipeg (YWG) to Bangor (BGR)
8.6/10 Excellent! (250 reviews)
We had an amazing stay and loved how close it was to Bar Harbor and Acadia National Park! Would recommend to anyone planning a trip to Downeast Maine.

Reviewed on May 23, 2026

Where to stay in Maine Highlands

Find the best Maine Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Maine Highlands
Aerial photo Bangor Maine at night twilight colors

Downtown Bangor

While visiting Downtown Bangor, you might make a stop by sights like Waterfront Park and Maine Discovery Museum.

Find hotels in Downtown Bangor

Ready to book your vacation to Maine Highlands?

 

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Maine Highlands Hotel Deals

Bangor Grande

Bangor Grande

2.5 out of 5
357 Odlin Rd Bangor ME
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Jun 3 to Jun 4
CA $173
CA $188 total
Jun 3 - Jun 4
includes taxes & fees
8.4/10 Very Good! (2,219 reviews)
"Food was left in fridge upon our arrival from last guests. Room had a cigarette odor. Room we had was not the room we reserved"

Reviewed on May 30, 2026

Bangor Grande
Country Inn at The Mall

Country Inn at The Mall

2 out of 5
936 Stillwater Avenue Bangor ME
Fully refundable
The price is CA $182 per night from Jun 3 to Jun 4
CA $182
CA $199 total
Jun 3 - Jun 4
includes taxes & fees
9.4/10 Exceptional! (2,412 reviews)
"Staff was very friendly, room clean and had everything we needed."

Reviewed on May 30, 2026

Country Inn at The Mall
Vacationland Inn & Suites

Vacationland Inn & Suites

2.5 out of 5
453 Wilson St Brewer ME
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Jun 1 to Jun 2
CA $117
CA $128 total
Jun 1 - Jun 2
includes taxes & fees
7.6/10 Good! (1,555 reviews)
"This hotel has seen better days. Old, worn carpet in our room. Bathtub looked like it hadn’t been cleaned before our stay. Holes in bathroom door. Toilet paper holder was mounted so high you almost had to fully stand up to reach it. One of the beds had a bloodstain on it. Hallway door wasn’t properly ..."

Reviewed on May 30, 2026

Vacationland Inn & Suites
See all 593 properties in Maine Highlands
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.
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Discover the most popular places to visit in Maine Highlands

Hollywood Casino at Bangor

4/5(28 reviews)

Why not roll the dice with a visit to Hollywood Casino at Bangor during your travels in Bangor? Discover the area's top-notch restaurants and its great live music.

Hollywood Casino at Bangor

Cross Insurance Center

4/5(9 reviews)

Catch an event at Cross Insurance Center during your trip to Bangor. Discover the area's great live music and shops.

Cross Insurance Center

Fort Knox State Historic Site

Fort Knox State Historic Site is just one of the places to see in Bucksport, so why not enjoy the other things to explore during your travels? Stroll along the area's riverfront or simply enjoy its restaurants.

Fort Knox State Historic Site

Frequently asked questions

Can I cancel my flight booking to Maine Highlands due to COVID-19?
Our helpful Customer Service Portal is your one-stop shop for most travel questions, including about flight changes due to COVID-19. For more peace of mind, read through the terms and conditions of your airfare before reserving your tickets.
What's the best way to find cheap flights to Maine Highlands that have flexible change policies?
When it comes to flying these days, flexibility is essential. That's why we have a "No change fee" filter to help you track down flexible, low-cost flights to Maine Highlands. It's to the left of your screen just below the "Flexible change policies" subheading.
What are some of the general tips for travelers to Maine Highlands during the COVID-19 outbreak?
With strict COVID-19 precautions in place, travel looks a bit different nowadays. Here's what you should know before you pack your suitcase for Maine Highlands:
  • Investigate if any travel restrictions apply to your destination and origin before committing to a flight. Also check if there are any conditions you'll need to follow on arrival, such as taking a COVID-19 test.
  • When you go through airport screening, do not remove your face mask. You will be required to briefly lower it for ID purposes. Travelers who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • To reduce the possibility of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • You're permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be removed for X-ray scanning.
  • To minimize handling during the screening process, place items such as your phone, keys and wallet into your carry-on instead of the bins.
  • Separate any food you're carrying for X-ray screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Maine Highlands?
Let Southwest Airlines fly you there. This top carrier offers 182 services each month to Portland Intl. Jetport Airport (PWM), a Maine Highlands gateway.
How can I find cheap tickets to Maine Highlands?
One of the best ways to get a hold of cheap tickets to Maine Highlands is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. You'll see the cheapest prices for nearby days. The best price for a flight to Maine Highlands in the last seven days was . Booking well ahead of time will usually help you score an even better deal.
How much is a flight to Maine Highlands?
In the last seven days, round-trip tickets to Maine Highlands sold for as little as and reached a maximum of . For one-way trips departing from (), the cheapest seat during this same period was only .
What are the most popular airports to fly into in Maine Highlands?
Pack your bags and jet into Portland Intl. Jetport Airport (PWM), Maine Highlands's primary flight hub. Lock in a seat on one of the 1571 flights that touch down at this top destination every month.
When is the cheapest time to fly to Maine Highlands?
Flying on a Tuesday, followed by a Monday, is generally the best way to bag the cheapest deal. Avoid weekends if possible, because Saturday is typically the most expensive day of the week. Spend the funds you saved having a blast in Maine Highlands instead!
How much is a plane ticket to Maine Highlands?
Plane tickets to Maine Highlands varied from to in the last seven days. Generally, the quicker you book the bigger the bargain.
Which airlines with flights to Maine Highlands employ COVID-19 cleanliness policies?
Social distancing is the tip of the iceberg for new aviation measures to lessen the spread of COVID-19. From the moment you collect your tickets, these carriers will carry you to your destination with greater peace of mind:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.