Woodland Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Top hotels in Woodland

Redclyffe Shore Motor Inn

Redclyffe Shore Motor Inn

2.5 out of 5
U.S Route 1, Robbinston, ME
Fully refundableReserve now, pay when you stay
The price is S$168 per night from 28 Aug to 29 Aug
S$168
28 Aug - 29 Aug
includes taxes & fees
Redclyffe Shore Motor Inn
Bear Mountain Lodge

Bear Mountain Lodge

2.5 out of 5
920 Goulding Lk Rd, Robbinston, ME
The price is S$169 per night from 9 Sept to 10 Sept
S$169
9 Sept - 10 Sept
includes taxes & fees
9.6/10 Exceptional! (29 reviews)
"What a great surprise!!! We booked last minute for the night and ended up staying for 2. By far our best accommodations on this trip. Highly recommend."

Reviewed on 25 Aug, 2025

Bear Mountain Lodge
Calais Crossing B&B

Calais Crossing B&B

2.5 out of 5
704 Main Street, Calais, ME
The price is S$202 per night from 28 Aug to 29 Aug
S$202
28 Aug - 29 Aug
includes taxes & fees
8.4/10 Very Good! (50 reviews)
"They weren't even aware I had a room booked, took 20min to get let in by another guest with no staff present"

Reviewed on 31 Jul, 2025

Calais Crossing B&B
See all 46 properties in Woodland
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 Woodland holiday package cost?
You'll find cheap prices on Expedia for your Woodland getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Woodland costs.
What are the cheapest months to go to Woodland?
Plan your getaway for the low season and you're likely to score cheap Woodland holiday packages. Keep in mind that public holidays and major festivals and events can have an impact on prices, so do some research before you go.
How many days is enough for Woodland?
With a well-planned schedule, you can easily hit the top Woodland attractions in a handful of days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Woodland holiday for longer.
How to find the best Woodland package deals?
Begin your search for a Woodland package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Woodland package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Woodland escape underway.
Is it cheaper to book a Woodland holiday as a package?
You can enjoy significant savings on your Woodland break by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Woodland?
If you have your Woodland travel dates confirmed, book as soon as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Woodland?

  1. Pick your travel dates: What you'd like to do in Woodland and your favourite season can help you decide when to get away.
  2. Plan your budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Woodland.
  3. Decide how long to go for: Now that you're up to speed on Woodland, you can work out the right length of your break. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Woodland holiday package.

* 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.