Philmont Holidays

Photo by Doug Kerr

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Philmont

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is S$149 per night from 2 Sept to 3 Sept
S$149
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (690 reviews)
"Staff is helpful and friendly!"

Reviewed on 11 Aug, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
The price is S$282 per night from 17 Aug to 18 Aug
S$282
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (55 reviews)
"Really beautiful place to enjoy nature with family!!"

Reviewed on 11 Aug, 2025

Postcard Cabins Eastern Catskills
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$325 per night from 18 Aug to 19 Aug
S$325
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
We loved the sunny Stevens room
"We love the Red Lion. And had two excellent meals around our trips to Tanglewood concerts. We stayed at the Stevens house room 184. Sunny, sweet, fridge downstairs was helpful to store picnic items/wine. But the bed is soft and the bathtub was plastic insert which was unexpected for the cost per ..."

Reviewed on 9 Aug, 2025

The Red Lion Inn
See all 1,162 properties in Philmont
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 Philmont holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday to Philmont costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Philmont?
January, February and March are the best times to search for cheap Philmont holiday packages. Opting to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Philmont?
Usually, a handful of days is enough to explore the major attractions during your Philmont holiday. But if you'd like to have time to relax or go on day tours, think about extending your trip.
How to find the best Philmont package deals?
Start your search for a Philmont package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Philmont package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Philmont getaway off to a flying start.
Is it cheaper to book a Philmont holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still have the freedom to create a personalised Philmont holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Philmont?
If you have your Philmont travel dates finalized, book early to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Philmont?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Philmont.
  2. Set a budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to Philmont. Then, choose a hotel that suits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Work out your trip length: Consider how long you want to spend discovering Philmont. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Philmont holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.