Philmont Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Doug Kerr

Your Philmont Vacation

With one of our vacation packages to Philmont, you'll find endless opportunities for adventure and relaxation. There's loads to experience, including its rich history and spectacular views. Eager to do a bit of sightseeing? A trip to Philmont isn't complete without visiting Claverack Library, High Falls Trail and other top attractions. Expedia has what you need to escape the everyday. Tailor your vacation to Philmont to match your travel style, whatever that may be!

Discover the most popular places to visit in Philmont

High Falls Trail

4/5(1 review)

You can take time to visit High Falls Trail during your travels to Philmont. While you're in the area, stroll along the riverfront.

High Falls Trail

Philmont Hotel Deals

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Nov 16 to Nov 17
$94 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Did not have breakfast there but did like the drinks/ ice/ water being available at anytime No need for AC but the heat was good, not too hot, comfortable room

Reviewed on Oct 27, 2025

Quality Inn
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
$183 nightly
The price is $205 total per night from Nov 6 to Nov 7
$205 total
Nov 6 - Nov 7
Total with taxes and fees
8.8/10 Excellent! (1,024 reviews)
Clean room and very friendly staff.

Reviewed on Oct 30, 2025

The Red Lion Inn
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 refundable
$130 nightly
The price is $145 total per night from Nov 12 to Nov 13
$145 total
Nov 12 - Nov 13
Total with taxes and fees
9/10 Wonderful! (769 reviews)
Very clean and roomy lodge (2 bedrooms); conveniently located; has kitchen; recreational facilities a bit dated. Will come back again.

Reviewed on Oct 27, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 1,170 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.

Find the Best Philmont Vacation Packages

Philmont Essential Information

Language
English
Currency
U.S dollars
Population
1,300
Top Sights
Lake Taghkanic State Park, The Mac-Haydn Theatre and Hudson Chatham Winery

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Philmont vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to Philmont costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Philmont?
If you're looking to snag a cheap Philmont vacation package, consider planning a trip in June, September and October. You'll generally find lower rates on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Philmont?
The ideal duration of your Philmont vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to check out all the major sights and explore some hidden spots along the way.
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 vacation as a package?
Expedia vacation 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 personalized Philmont vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Philmont vacation packages?
Jet off on your dream getaway to Philmont with help from our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snag great deals before they disappear.

Explore a world of travel with Expedia

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