Pilgrim Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    stays illustration

    Find the right fit

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

    Rest easy

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

Ready to book your vacation to Pilgrim?

 

Choose your dates

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 $122 per night from Jul 15 to Jul 16
CA $122
CA $140 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (874 reviews)
"Great place to stay…staff friendly and helpful. Room was clean and comfortable and the pool was awesome!!"

Reviewed on Jul. 6, 2025

The Landmark Hotel
Ramada Hotel & Conference Center by Wyndham Paintsville
Ramada Hotel & Conference Center by Wyndham Paintsville
2.5 out of 5
624 James Trimble Blvd, Hwy 321 & James Trimble Blvd, Paintsville, KY
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 27 to Jul 28
CA $151
CA $167 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (504 reviews)
"Close drive to shopping and a short walk to downtown across the street is the hospital. Pool was great little crowded but is was 4th of July weekend."

Reviewed on Jul. 9, 2025

Ramada Hotel & Conference Center by Wyndham Paintsville
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Langley
10/10 Exceptional! (6 reviews)
Bluegrass Palace - Great Value
"Great place to stay for our family. Loved everything about the location, house, pool, and overall value."

Reviewed on Jul. 7, 2025

Get rates
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
See all 176 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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.