Eastern Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Cathy Mosier

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Ready to book your vacation to Eastern?

 

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Eastern Hotel Deals

The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jul 20 to Jul 21
CA $125
CA $143 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The pool was nice,staff were great clean room and certainly had good air conditioning"

Reviewed on Jul 15, 2026

The Landmark Hotel
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley KY
9.8/10 Exceptional! (19 reviews)
"Our large family spent an extended weekend over the 4th of July 2026, especially enjoying the swimming pool, theater and game rooms. The whole house was amazing with many unique arrangements, bedrooms, and decorations. The well equipped kitchen worked out well as we prepared most meals. Our last ..."

Reviewed on Jul 11, 2026

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Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr Prestonsburg KY
Fully refundable
The price is CA $172 per night from Jul 26 to Jul 27
CA $172
CA $195 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (747 reviews)
"Clean room, comfy bed."

Reviewed on Jul 16, 2026

Comfort Suites Prestonsburg West
See all 54 properties in Eastern
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

Frequently asked questions

How much does an Eastern vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Eastern costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Eastern?
You're likely to find lower rates and better availability in January, February and June. Browse our cheap Eastern vacation packages and you could get some excellent off-season deals.
How many days is enough for Eastern?
The ideal duration for your Eastern vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden spots along the way.
How to find the best Eastern package deals?
Finding a cheap Eastern package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Eastern package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Eastern vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights individually. Better still, you can tailor your Eastern trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Eastern?
Enjoy incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Eastern getaway.
How to plan a trip to Eastern?

  1. Pick your dates: What you'd like to do in Eastern and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: On top of the price of your accommodations, you should factor in other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Eastern.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to get to in Eastern. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find an Eastern vacation package that brings all your bookings together.

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