​We are excited to welcome skiing & riding guests back to Trailside for this Winter! We want to make sure that everyone enjoys a safe & relaxed environment for their stay.

Masks:
If you feel more comfortable wearing a mask, please do so. Its personal preference and we want everyone to be comfortable with their decision. 

Cleaning: 
We are following CDC guidance for cleaning. We will NOT be entering rooms after check-in for room service.  We are happy to do a towel swap for stays longer than 2 nights should you need clean towels.

Breakfast:
We will be offering our continental breakfast daily with main inn lodging reservations.  We are continuing to offer some individually wrapped items and "grab and go" type of options.  We will also be providing a self-serve coffee and tea station in our Great Room.  

It is your responsibility to know travel guidelines and plan accordingly at the time of booking.  We are strict in our cancellation policy. Click here for our reservation policies.


Please call us at 802-422-8800 with any questions.

Who is ready to ski and ride Killington this winter? We sure are!! Below is our operating plan for the 2021 - 2022 season.
​
Cleaning: 
We are following CDC guidance for cleaning. We will NOT be entering rooms after check-in for room service.  We are happy to do a towel swap for stays longer than 2 nights should you need clean towels, toiletries or trash/recycles removed.

Breakfast:
We will be offering our continental breakfast daily with main inn lodging reservations.  We are continuing to have individually wrapped items and more "grab and go" type of options.  We will also be providing a self-serve coffee and tea station in our Great Room.  For weekdays, breakfast will be served from 7:30 to 9:30. For weekends & peak weekdays, breakfast will be served from 7:00 to 9:00. Breakfast and coffee service will NOT be provided to guests staying in our guesthouse.

Our Great Room & Game Room are open for guest use.

Masks:
- With the recent uptick in Covid cases due to the Delta variant, we are requiring that all unvaccinated guests be masked while inside of our common spaces.

The Guesthouse (Barn/Loft):
- Occupants of our Guesthouse (Barn and Loft) will NOT have access to the main inn or its amenities through the 2021 - 2022 ski season.  Breakfast and coffee service will NOT be provided to these units.

If you plan on skiing or riding at Killington or Pico, please make sure to know their winter operating plan. Click here for all the details!  
​
It is your responsibility to be aware of travel guidelines and plan accordingly at the time of booking.  We are strict in our cancellation policy. Click here for our reservation policies.

Please call us at 802-422-8800 with any questions. 
​

Sometimes a Vermont Fall is even prettier after all the leaves have fallen.  Victoria and Andrew​'s late fall wedding weekend provided a different but beautiful backdrop!

​Welcome Party Catering: Caja Madera
Reception Catering: Black Diamond BBQ  & Ben and Jerry
Floral: DIY
Rentals: Celebrations
Linen: The Linen Shop
Photo: Held in The Moment Photography

THE HOMELIGHT KILLINGTON CUP - A STOP ON THE AUDI FIS SKI WORLD CUP TOUR

​It's BIGGER than a race. The HomeLight Killington Cup is a celebration of the history and passion for alpine ski racing here in the Northeast. In addition to watching the fastest female ski racers in Slalom and Giant Slalom battle for the top prize on the signature Superstar trail, the weekend is packed full of entertainment including live music, a movie screening and a vendor village on race days. 

Click here for all the details

​Yes, you can..... Dominique & Julien's Fall wedding weekend was filled with all the essentials; close friends, great food, dancing and some fantastic beats...Oh and sneakers, because you gotta have some great kicks!  

​Welcome Party Catering: Woodbelly
Reception Catering: Vermont Farms Catering
Floral: New Leaf Organicswww.newleaforganics.org/
Band: Silver Arrow
Linen: The Linen Shop
Rentals: Celebrations
Photo: Clove Hitch
Hair/Makeup: H Studio

Why have one Trailside wedding when you can have two? Scheduled for a 2020 Fall, Stephanie and Steven went ahead a micro wedding on their original date.  They came back with all their family and friends to celebrate in 2021!

​Welcome Party Catering: Woodbelly
Reception Catering: Vermont Farms Catering
Floral: Pittsfield Garden Center & DIY
DJ: DIY
Linen: The Linen Shop
Rentals: Rain or Shine
Brunch: Vermont Farms Catering
Photo: Jonathan Adams Photography​
Hair/Makeup: DIY

Have you heard? Burgundy and Navy are the new black, well at least the new Fall black. ​Sean & Nicole's wedding went full Fall with their look. It was an amazing weekend of great food, a great band and great people!
​
​Welcome Party Catering: Caja Madera
Reception Catering: Vermont Farms Catering
Floral: Many Graces & DIY
Band: The Conniption Fits
Linen: The Linen Shop
Rentals: Celebrations
Brunch: DIY
Photo: MKD Photography
Hair/Makeup: The Hair After

Mary Margaret & Harrison's wedding was DIY from the ground up. ​Mom's flower garden provided all the floral needed for some beautiful bouquets. 

​Welcome Party Catering: DIY
Reception Catering: Vermont Farms Catering
Floral: DIY
DJ: Sound Advise DJ
Linen: DIY
Rentals: Rain or Shine
Brunch: DIY
Photo: Maisie Snyder Photography
Hair/Makeup: DIY