Pilgrim Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Pilgrim 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 $124 per night from Aug 25 to Aug 26
CA $124
CA $142 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (908 reviews)
"We stayed for a quick visit with family. Very clean, easy check in and super comfy bed. Stayed on the top floor with a balcony."

Reviewed on Aug. 19, 2025

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

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

Langley
9.6/10 Exceptional! (9 reviews)
"The whole property is gorgeous. The staff was extremely helpful and kind. It was very clean and comfortable from the welcoming gifts in EVERY room to the kitchen loaded with what ever utensil you could possibly need. The close proximity of a store and the ample places to put things. Every night there ..."

Reviewed on Aug. 2, 2025

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Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2 out of 5
512 S Mayo Trail, Paintsville, KY
Fully refundableReserve now, pay when you stay
The price is CA $89 per night from Sep 7 to Sep 8
CA $89
CA $98 total
Sep 7 - Sep 8
includes taxes & fees
7.4/10 Good! (476 reviews)
Good hotel, wrong city
"Hotel was good. Location was not. Not the Hotels fault. When booking online in the Hotels app, I put in Pikesville KY and searched. Second choice was this hotel. But it was in Paintsville KY 40 miles away in the wrong direction. I rechecked the app and it did this consistently offering hotels that ..."

Reviewed on Aug. 19, 2025

Days Inn by Wyndham Paintsville
See all 177 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.
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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.