The Black Bear Den at Okemo

04/24/2024

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10/24/2023

https://seekadventure.beehiiv.com/p/autumn

When fall and autumn come and go and we find our own light in the muted mornings.

08/17/2023

Hey all!

While things are booking up, just wanted to throw a reminder out there to all the Facebook friends, if you need a fall or winter escape, we have you covered.

With

- a single bedroom king bed apartment
- 4 bedroom with hot tub sleeps up to 8
- 7 bedroom with hot tub and fire pit sleeps up to 15
- 2 bedroom sleeps up to 4
- And 4 bedroom log home sleeps up to 8

Options. If anyone is in need of Vermont this weekend. I will work special discounts for Facebook friends.

All locations within 5-15 minutes of ludlow.

06/08/2023

This is, by far, a favorite place to have the morning coffee. The sun rises and slowly fills the porch with morning glow. And it’s in that moment, the coffee tastes even better. So when you stay at the black bear den, and when you have your coffee in this spot, know that it’s magic.

05/11/2023

Can you spot the corgi?
Good spring morning from and !
Doing some spring work while cleaning from last weeks guests and getting ready for a big Jeep event happening right here with us! So excited!!! And then the rest of May is booked up so maybe you want to come stay in June?

04/20/2023

The stories that this truck keeps as secrets. From the conversations within its cab to the shoe still resting on the passenger side seat… the stories. The forgotten.
Things you find around Vermont

04/18/2023

We are interrupting Vermont posts for a baby sloth. Because. I mean. Baby sloth.
Disclaimer. You will not find baby sloth when staying at 😂

04/16/2023

Blue making his springtime appearance over here. Enjoying a beautiful weekend getting some things done and so excited for all the spring and summer guests coming! Heck, fall guests have already booked some stays. 2023 will be a year with so many stories and memories made at - - - huge thank you to everyone choosing our homes for your stays!
****le

04/12/2023

A few more runs happening on the slopes but let’s be honest, spring is here and life is about to pop and animals about to be twitterpated all over the green mountains. Oh, and of course we will literally be chasing waterfalls again!

04/03/2023

WHAT WILL YOU DO!??!
No snow, not ski season? What are you going to do???
We love this time of year too too because we have all the things. From the private yard with custom crafted corn hole, grill, hot tub and more! To the large fire pit area surrounded by garden life. has you covered for fun and relaxing all year!
Unfortunately dates are filling quick but if you need a Vermont retreat, reach out for special options. From our 2 guest king bed apartment - 4 bedroom 8 guest log home to the main 6500sf inn. We have you covered.
Keep shining! Tim and Caitlin

04/03/2023

Entering day 1! 4 more to go and then it’s some pond skimming at Okemo! You got this!

03/24/2023

pushing every day to boil down 2000 gallons of sap into the sweetest of sweet.
Did you know that this weekend and next are open sugar house weekends? Where you can enjoy the process and learn all the steps?
“Exploring” link in bio - read all about it and find the direct map to all the open sugar houses in Vermont this weekend.