Greenwood Vacation Packages

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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.

Ready to book your vacation to Greenwood?

 

Choose your dates

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
The price is CA $200 per night from Aug 4 to Aug 5
CA $200
CA $219 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Everything was great. We were in area for a birthday party. Very convenient."

Reviewed on Jul. 13, 2025

Oxford Casino Hotel
Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle, Newry, ME
The price is CA $167 per night from Aug 11 to Aug 12
CA $167
CA $203 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (370 reviews)
"Lobby was amazing. Staff were friendly."

Reviewed on Jul. 14, 2025

Jordan Hotel
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
97 Summit Road, Newry, ME
The price is CA $162 per night from Aug 17 to Aug 18
CA $162
CA $198 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (268 reviews)
"Loved the gondola to the top of the mountain"

Reviewed on Jul. 12, 2025

Grand Summit 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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

Frequently asked questions

How much does a Greenwood vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Greenwood costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Greenwood?
To pick up cheap Greenwood vacation packages, plan your getaway outside of peak periods like public holidays and major events. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Greenwood?
Dedicate around 3 days for your Greenwood vacation to really enjoy all that makes this place special. Wander around key areas, including South Pond Shores and Tucker's Tumble Glades. Then tick off major sights like Zephyr's Glades and Mt. Abram. With a clever itinerary, you'll be kept busy with room for some relaxation too. Want to travel outside of Greenwood? Consider an excursion or two.
How to find the best Greenwood package deals?
Begin your search for a Greenwood package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Greenwood package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greenwood escape off to a flying start.
Is it cheaper to book a Greenwood vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still get the freedom to create a tailored Greenwood vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Greenwood?
If you're considering a spontaneous Greenwood trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Greenwood?

  1. Choose your travel dates: The things you want to do in Greenwood and your favourite season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Greenwood.
  3. Work out your trip length: Consider how long you'd like to spend discovering Greenwood. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Greenwood vacation package.

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