Greenwood Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Mt. Abram

Mt. Abram

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

Abundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

Abundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River

Greenwood ME
10/10 Exceptional! (29 reviews)
The host was very responsive. The house was cozy and just as pictured. We had three families with young kids and all had a great time and plenty of space. I recommend this place for sure!

Reviewed on Feb 2, 2026

Get rates
Abundant Light with Hot Tub, King Bed, and Wood stove-18 Minutes to Sunday River
Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle Newry ME
$160 nightly
The price is $174 total per night from Apr 14 to Apr 15
$174 total
Apr 14 - Apr 15
Total with taxes and fees
8.8/10 Excellent! (521 reviews)
Clean rooms and friendly staff. However I was there towards the end of the ski season and there was noticeably less staff around to help with bags and ski equipment when checking in, but I guess this is expected when visiting outside of peak season

Reviewed on Apr 11, 2026

Jordan Hotel
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
97 Summit Road Newry ME
$175 nightly
The price is $190 total per night from Apr 26 to Apr 27
$190 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (366 reviews)
Easy access to ski slopes. Outdoor pool was fantastic

Reviewed on Apr 4, 2026

Grand Summit Hotel
See all 1,294 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

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

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