Woodland Vacations from $951

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The Latest Woodland vacation packages

Price found within the past 48 hours. Click for updated prices.
Eden Village Motel & Cottages

Eden Village Motel & Cottages

2.5 out of 5
per person
Sep 29 - Oct 3
found 23 hours ago
Roundtrip non-stop flight included
Bloomington (BMI) to Bangor (BGR)
8.6/10 Excellent! (209 reviews)
When we decided to visit Acadia national park we looked at several different options. This one stood out as the cottages have their own space with fire pits and grills. The staff is super friendly and answer any questions and gave amazing suggestions! On the drive out we ran into a little traffic and when we texted the staff to let them know. They offered to get us supplies so we could relax. I wish we could give them 10 stars! We have decided that when we come up each year this is our spot! Thank you for helping create memories that will last a lifetime!

Reviewed on Jul 27, 2025

3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly

3.5 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Bangor (BGR)
7.4/10 Good! (3 reviews)
Loved the charm, cleanliness, decor and location. However, internet was so bad we couldn’t watch more than a few seconds of YouTube at a time. Upstairs shower had the lowest flow we’ve ever seen, even with volume turned up to maximum. Dishwasher was commercial and required many manual steps lifting basket, etc and special soap that we never found. Easier to hand wash. No laundry and outdoor light didn’t work at night so we stepped in dog pooh getting out of the car when we arrived. Beautiful little place that needs some attention.

Reviewed on Oct 11, 2023

Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 out of 5
Downtown Bar Harbor
Save 100% on your flight
per person
Sep 29 - Oct 3
found 23 hours ago
Roundtrip non-stop flight included
Bloomington (BMI) to Bangor (BGR)
8.8/10 Excellent! (3 reviews)
Had a great experience at this property. Everything was very clean and well kept. Great apartment space and it was walking distance to everything in downtown.

Reviewed on Jul 2, 2025

Holiday Inn Bangor by IHG

Holiday Inn Bangor by IHG

3 out of 5
per person
Sep 29 - Oct 3
found 23 hours ago
Roundtrip non-stop flight included
Bloomington (BMI) to Bangor (BGR)
7.8/10 Good! (1,001 reviews)
Place was great and clean staff was friendly

Reviewed on Jul 21, 2025

3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea

3 out of 5
Save 100% on your flight
per person
Sep 29 - Oct 3
found 23 hours ago
Roundtrip non-stop flight included
Bloomington (BMI) to Bangor (BGR)
8/10 Very Good! (3 reviews)
Nice spot that is very close to bar harbor. Very clean and great for a large amount of people.

Reviewed on Jun 30, 2025

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Woodland Hotel Deals

Cozy 2-bedroom Duplex in lovely Baileyville with WiFi

Cozy 2-bedroom Duplex in lovely Baileyville with WiFi

Baileyville
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Cozy 2-bedroom Duplex in lovely Baileyville with WiFi
3-Bedroom w/Attached Garage

3-Bedroom w/Attached Garage

Baileyville
"Such a beautiful beautiful spot and the owner host was above and beyond amazing thank you so much for letting us stay there 🙏we will be back☺️☺️"

Reviewed on May 27, 2024

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3-Bedroom w/Attached Garage
Redclyffe Shore Motor Inn

Redclyffe Shore Motor Inn

2.5 out of 5
U.S Route 1, Robbinston, ME
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $131 total per night from Jul 29 to Jul 30
$131 total
Jul 29 - Jul 30
Total includes taxes and fees
8.6/10 Excellent! (512 reviews)
"The absolutely gorgeous view from our deck; very clean room; good jumping-off point for area sites. The room could use some updating: the sliding screen to the deck door was bent so it was hard to maneuver, and because it didn't seal well it let in the bugs. The bathroom roared when it was running ..."

Reviewed on Jul 24, 2025

Redclyffe Shore Motor Inn
See all 47 properties in Woodland
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.

Find the Best Woodland Vacation Packages

Woodland Essential Information

Language
English
Currency
U.S dollars
Population
950
Max Temp Winter
30ºF
Max Temp Summer
75ºF

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Frequently asked questions

How much does a Woodland vacation package cost?
You'll find cheap prices from $951 on Expedia for your Woodland getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Woodland costs.
What are the cheapest months to go to Woodland?
You can generally find lower rates and better availability in November, December and January. Explore our cheap Woodland vacation packages and you could score some excellent off-season deals.
How many days is enough for Woodland?
The ideal duration of your Woodland vacation depends on what you'd like to do. Generally, a few days to a week will give you time to go to all the top sights and explore some hidden spots along the way.
How to find the best Woodland package deals?
Begin your search for a Woodland package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Woodland package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Woodland escape underway.
Is it cheaper to book a Woodland vacation as a package?
You can enjoy significant savings on your Woodland break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Woodland?
If you have your Woodland travel dates confirmed, book as soon as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Woodland vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Woodland trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.