Hillside Trips (flight + hotel)

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    Better together

    Save up to P 3,118 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Hillside

Dormir
Dormir
3 out of 5
965 Roosevelt Trail, Windham, ME
Fully refundableReserve now, pay when you stay
The price is P13,045 per night from Jul 14 to Jul 15
P13,045
P14,220 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"We were so happy that we will stay again."

Reviewed on Jul 11, 2025

Dormir
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 P8,083 per night from Jul 14 to Jul 15
P8,083
P8,811 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Great staff is amazing!"

Reviewed on Jun 23, 2025

Oxford Casino 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 P7,202 per night from Jul 27 to Jul 28
P7,202
P7,850 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"It is close to the Oxford Plains Speedway."

Reviewed on Jul 8, 2025

Hampton Inn Oxford
See all 1,367 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.

Frequently asked questions

How much does a Hillside vacation 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 vacation to Hillside costs.
What are the cheapest months to go to Hillside?
January, February and March are great times to search for cheap Hillside vacation packages. Traveling in less busy months means you can generally find reduced prices on accommodations and flights.
How many days is enough for Hillside?
Usually, a handful of days is enough to explore the top attractions during your Hillside vacation. 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 personalize your search by "Amenities," "Property type," "Traveler 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 vacation as a package?
Expedia vacation 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 personalized Hillside vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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 favorite 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 vacation package that brings all your bookings together.

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