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 Sep 8 to Sep 9
$146 total
Sep 8 - Sep 9
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"It was quite and friendly. only thing is in my hurry to check out I left my dress over the chair by the desk. It is cream with pink flowers. I left a message with housekeeping with my phone #, and room # 310 on 8/15/2025. I have not heard from anyone. But still I would stay again."

Reviewed on Aug 22, 2025

Oxford Casino Hotel
Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle, Newry, ME
$160 nightly
The price is $174 total per night from Sep 7 to Sep 8
$174 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (389 reviews)
"An amazing place with gorgeous views. Staff was very helpful and nice. Thoughtful details all around the hotel. A lot of fun activitys for kids and adults. Unforgettable hiking paths that start from the territory of the hotel and a relaxing heated pool. We we're amazed by the evening mocktails provided ..."

Reviewed on Aug 19, 2025

Jordan Hotel
Hampton Inn Oxford

Hampton Inn Oxford

2.5 out of 5
151 Main St, Oxford, ME
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $138 total per night from Sep 3 to Sep 4
$138 total
Sep 3 - Sep 4
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"We had a very quick stay. Did not interact much with people. Property is kind of in the middle of nowhere with a big casino across the way. But overall nice stay."

Reviewed on Aug 23, 2025

Hampton Inn Oxford
See all 1,277 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.

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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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.