Greenwood Vacations

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Your Greenwood Vacation

Prepare to experience Greenwood in your own style with a custom Greenwood vacation package! Uncovering the charms of this city is easy with a base in a neighborhood such as Woodstock, which is good for culture, among plenty of other things. Any trip to Greenwood needs a well-thought-out itinerary. Fill yours with famous sights like Mt. Abram, Snow Falls and North Pond. Don't put off visiting this city any longer. Your ultimate Greenwood vacation is just a few clicks away with Expedia.

Discover the most popular places to visit in Greenwood

Great family skiing at Mt Abram

Mt. Abram

4.5/5(11 reviews)

Hit the slopes in Greenwood with a visit to Mt. Abram. Stroll along this relaxing area's riverfront, or simply enjoy its bars.

Mt. Abram

The Zone

You can take time to visit The Zone during your travels to Greenwood. While you're in the area, wander around the natural setting.

The Zone

Greenwood Hotel Deals

Oxford Casino Hotel

Oxford Casino Hotel

3 out of 5
777 Casino Way, Oxford, ME
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $146 total per night from Jul 27 to Jul 28
$146 total
Jul 27 - Jul 28
Total includes taxes and fees
8.6/10 Excellent! (1,004 reviews)
"The property is nice. The room was huge and clean. We arrived early and I asked the lady at the desk about an early check in. We checked in on a Monday so I thought we might be able to get in early. She informed us that if we wanted earlier check in we would have to pay an extra $30 plus tax. I’ve ..."

Reviewed on Jul 20, 2025

Oxford Casino Hotel
Hampton Inn Oxford

Hampton Inn Oxford

2.5 out of 5
151 Main St, Oxford, ME
$157 nightly
The price is $171 total per night from Jul 30 to Jul 31
$171 total
Jul 30 - Jul 31
Total includes taxes and fees
8.8/10 Excellent! (1,007 reviews)
"This was the fourth year in a row to stay at the Hampton Inn Oxford on my vacation. The staff is always very friendly and helpful and the room is very clean and spacious. The free breakfast is great with many different choices. Most importantly the Oxford casino is right across the street. I will ..."

Reviewed on Jul 17, 2025

Hampton Inn Oxford
Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle, Newry, ME
$157 nightly
The price is $171 total per night from Aug 10 to Aug 11
$171 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (376 reviews)
"Very quiet Lots of R & R"

Reviewed on Jul 16, 2025

Jordan Hotel
See all 1,288 properties in Greenwood
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 Greenwood Vacation Packages

Greenwood Essential Information

Language
English
Currency
U.S dollars
Population
830
Max Temp Winter
25ºF
Max Temp Summer
70ºF
Top Sights
Mt. Abram, Snow Falls and Papoose Pond

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Frequently asked questions

How much does a Greenwood vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Greenwood costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Greenwood?
If you're hoping to book a cheap Greenwood vacation package, consider visiting in March, April and May. You're likely to find better rates on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Greenwood?
With a well-organized itinerary, you can easily tick off the top Greenwood sights in a handful of days. But if you prefer to discover lesser-known spots or go on day tours, think about booking your Greenwood vacation for longer.
How to find the best Greenwood package deals?
Use Expedia's filter tool to find some unbeatable Greenwood package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Greenwood package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Greenwood vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a personalized Greenwood vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Greenwood?
If you're considering an impromptu Greenwood adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Greenwood vacation packages?
Set off on your dream escape to Greenwood with our Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.