Woodland Vacations from $433

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Your Woodland Vacation

The adventure-packed city of Woodland is calling your name. Discover its highlights and hidden gems with a Woodland vacation package that's customized to you. Ready for a bit of sightseeing? A trip to Woodland isn't complete without exploring Caribou Country Club, Nylander Museum and other big-ticket attractions. Expedia is here to help you escape your daily routine. Tailor your vacation to Woodland to suit your style of travel, whatever that may look like.

The Latest Woodland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn on Mount Desert

The Inn on Mount Desert

3 out of 5
Price was $611, price is now $433 per person
$433
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
9.6/10 Exceptional! (1,000 reviews)
Great staff and location. We will be back.

Reviewed on Sep 5, 2025

The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Price was $719, price is now $439 per person
$439
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
9.8/10 Exceptional! (233 reviews)
We got a great room with a king bed and a single bed for my daughter. The room was big and really comfortable. The bathroom wasn’t fancy, but the shower worked great. The restaurant had nice décor, the location was perfect (right in front of a market), and the staff were super friendly and helpful. We really enjoyed our stay!

Reviewed on Sep 7, 2025

Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 out of 5
Downtown Bar Harbor
Save 100% on your flight
Price was $2,139, price is now $1,479 per person
$1,479
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
9.2/10 Wonderful! (5 reviews)
Very clean, modern space. Property owner was very informative and gave perfect instructions for check in/out. Apt was in great location, at end of village, in quiet area of town, but within walking distance to everything, no need to drive for Village activities. Included all necessities. Only upgrade I would suggest would be to add a full length mirror in the bedrooms or somewhere in apt. Otherwise, no complaints! Would definitely recommend and stay again!!

Reviewed on Jul 29, 2025

Hearthside Inn

Hearthside Inn

2.5 out of 5
Price was $621, price is now $441 per person
$441
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
10/10 Exceptional! (185 reviews)
Great place, perfect location, great breakfast.

Reviewed on Sep 8, 2025

The Primrose

The Primrose

3 out of 5
Price was $613, price is now $449 per person
$449
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
9.6/10 Exceptional! (932 reviews)
Breakfast was great but a little disorganized

Reviewed on Sep 8, 2025

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Discover the most popular places to visit in Woodland

Caribou Country Club

4/5(2 reviews)

Enjoy a round of golf in Caribou at Caribou Country Club. Discover the sunsets while you're in the area.

Caribou Country Club

Nylander Museum

4/5(1 review)

You can spend time studying the exhibits at Nylander Museum during your travels in Caribou. Take in the entertainment venues and sunsets in the area.

Nylander Museum

Woodland Hotel Deals

Snowmobilers Getaway - ATVer's Paradise

Snowmobilers Getaway - ATVer's Paradise

Woodland
Get rates
Snowmobilers Getaway - ATVer's Paradise
Snowmobilers Getaway - ATVers Paradise

Snowmobilers Getaway - ATVers Paradise

Woodland
Get rates
Snowmobilers Getaway - ATVers Paradise
Presque Isle Hotel

Presque Isle Hotel

3 out of 5
116 Main St, Presque Isle, ME
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $130 total per night from Sep 10 to Sep 11
$130 total
Sep 10 - Sep 11
Total with taxes and fees
Presque Isle Hotel
See all 107 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.

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Frequently asked questions

How much does a Woodland vacation package cost?
Offering excellent value package deals from $433 on Expedia, you'll be thrilled with how little a vacation to Woodland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Woodland?
If you're hoping to book a cheap Woodland vacation package, consider planning a trip in January, October and December. You'll usually find better prices on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Woodland?
The ideal duration for your Woodland vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to check out all the main attractions and explore some hidden gems along the way.
How to find the best Woodland package deals?
Start your search for a Woodland package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Woodland package deal straight away, simply tweak your dates and search again. Remember 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?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Woodland vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Woodland?
If you've got your Woodland travel dates confirmed, book early to score some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Woodland vacation packages?
Secure your perfect trip to Woodland with our Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.