Greenwood Holidays

Photo by Robbie Martin
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Top hotels in Greenwood

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 S$167 per night from 16 Jun to 17 Jun
S$167
16 Jun - 17 Jun
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Staff friendly and quick. Room excellent."

Reviewed on 11 Jun, 2025

Oxford Casino Hotel
Jordan Hotel
Jordan Hotel
3 out of 5
27 Grand Circle, Newry, ME
The price is S$224 per night from 29 Jun to 30 Jun
S$224
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (361 reviews)
"The staff was friendly and helpful. We enjoyed the ski in ski out experience, the ice bar, and the heated outdoor pool."

Reviewed on 5 Jun, 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
The price is S$165 per night from 26 Jun to 27 Jun
S$165
26 Jun - 27 Jun
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Great rooms, clean staff is excellent"

Reviewed on 8 Jun, 2025

Hampton Inn Oxford
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.

Frequently asked questions

How much does a Greenwood holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Greenwood costs! Expedia’s packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Greenwood?
The off-season is the best time to visit Greenwood if you’re trying to keep costs down. Another tip for scoring cheap Greenwood holiday packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Greenwood?
Usually, a handful of days is ideal for a Greenwood holiday. With a detailed itinerary, you can check out all the major attractions such as Mt. Abram, as well as explore some hidden treasures along the way.
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 holiday package as early as possible.
Is it cheaper to book a Greenwood holiday as a package?
Expedia holiday 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 personalised Greenwood holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Greenwood?

  1. Choose when to go: Check your calendar and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Greenwood.
  2. Set your budget: Factor in costs such as flights, meals and transportation when calculating how much to put aside for your trip to Greenwood. Then, pick a hotel that matches your budget, whether that’s a low-cost option or a lavish retreat.
  3. Decide how many days away: Start by listing all the sights and activities you’d like to experience in Greenwood. Then, estimate how long you’ll need at each, along with any travel time.
  4. Bundle your airfare and accommodation: After you’ve settled on your dates and duration, book the perfect Greenwood holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.