Hillside Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Hillside

The Poland Spring Resort

The Poland Spring Resort

3.5 out of 5
640 Maine Street, Poland, ME
The price is 3.663.067 ₫ per night from 31 Aug to 1 Sept
3.663.067 ₫
3.992.743 ₫ total
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (781 reviews)
"The staff, property and resort were all excellent. Wonderful and just enjoyed it very much."

Reviewed on 13 Aug 2025

The Poland Spring Resort
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 3.533.937 ₫ per night from 8 Sept to 9 Sept
3.533.937 ₫
3.851.992 ₫ total
8 Sept - 9 Sept
includes taxes & 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 22 Aug 2025

Oxford Casino Hotel
Dormir

Dormir

3 out of 5
965 Roosevelt Trail, Windham, ME
Fully refundableReserve now, pay when you stay
The price is 5.503.824 ₫ per night from 31 Aug to 1 Sept
5.503.824 ₫
5.999.168 ₫ total
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (999 reviews)
"Breakfast Buffet"

Reviewed on 18 Aug 2025

Dormir
See all 1,341 properties in Hillside
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 Hillside holiday package cost?
You'll find cheap prices on Expedia for your Hillside escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Hillside costs.
What are the cheapest months to go to Hillside?
January, February and March are great times to search for cheap Hillside holiday packages. Travelling in less busy months means you can generally find reduced prices on accommodation and flights.
How many days is enough for Hillside?
Usually, a handful of days is enough to explore the top attractions during your Hillside holiday. However, if you want to have more time to rest or go on day trips, consider extending your itinerary.
How to find the best Hillside package deals?
Bagging a cheap Hillside package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Hillside package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Hillside holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a personalised Hillside holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Hillside?
If you have your Hillside travel dates locked in, book as early as you can to bag some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Hillside?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favourite season and the type of activities available will also help you decide when to escape to Hillside.
  2. Plan your budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Hillside.
  3. Determine how many days away: Start by making a list of all the activities and attractions you'd like to get to in Hillside. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Hillside holiday package that brings all your bookings together.