Pilgrim Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

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Pilgrim Hotel Deals

The Landmark Hotel

The Landmark Hotel

190 S Mayo Trail Pikeville KY
Fully refundableReserve now, pay when you stay
CA $127
CA $145 total
Oct 18 - Oct 19
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Norm"

Reviewed on Oct 14, 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! (23 reviews)
"We had seven couples enjoy a great three days at the Blue Grass Palace. We used pretty much of the house but there were areas that we didn’t, it very large. Had no problems with cooking in the kitchen as most everything we needed was provided. The pool was great for a little exercise and the temperature ..."

Reviewed on Oct 6, 2026

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

Hampton Inn Pikeville

831 Hambley Blvd Pikeville KY
Fully refundableReserve now, pay when you stay
CA $195
CA $223 total
Nov 1 - Nov 2
includes taxes & fees
Hampton Inn Pikeville
See all 182 properties in Pilgrim
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 Pilgrim vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Pilgrim costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Pilgrim?
You can typically find lower rates and better availability in January, February and August. Explore our cheap Pilgrim vacation packages and you could get some great off-season discounts.
How many days is enough for Pilgrim?
With a well-organized itinerary, you can easily tick off the main Pilgrim attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Pilgrim vacation for longer.
How to find the best Pilgrim package deals?
Start your search for a Pilgrim package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Pilgrim package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pilgrim getaway off to a flying start.
Is it cheaper to book a Pilgrim vacation as a package?
You can enjoy significant savings on your Pilgrim escape by booking a customized vacation 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 land a better deal.
When to book a vacation package to Pilgrim?
If you're considering a spontaneous Pilgrim adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Pilgrim?
  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Pilgrim.
  2. Set your budget: Factor in costs like flights, meals and transportation when working out how much to set aside for your trip to Pilgrim. Then, select a property that matches your budget, whether that's an affordable option or a more luxurious getaway.
  3. Decide your trip length: Consider how long you want to spend exploring Pilgrim. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Pilgrim 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.