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

When CCS (Crazy Cousin Susie) is on the guest list, you know the weekend is gonna be good….. Real good. 

Kim & Amanda’s weekend wedding was everything we were hoping for and so very much more.  From laughing til our sides hurt, to the beautiful ceremony and jumping reception. 
Truly every bit a rainbow connection.
​
​Welcome Party Catering: Caja Madera
Reception Catering: Vermont Farms Catering
Floral: Pittsfield Garden Center
DJ: Wedding DJ VT
Linen: The Linen Shop
Rentals: Rain or Shine
Brunch: Dream Maker Bakers
Photo: Brian C Image
Hair/Makeup: Angel Touch Studio

What better way to highlight a summer wedding than with big, bright flowers!  Anna & Will's color choices made a beautifully bold statement, balanced by wood fire pizza, twirls and some sweet golden boots.

​Welcome Party Catering: Woodbelly Pizza
Reception Catering: Vermont Farms Catering
Floral: New Leaf Organics
DJ: Top Hat Entertainment
Linen: The Linen Shop
Rentals: Celebration Rentals
Brunch: Dream Maker Bakers
Photo: Clove Hitch Photography
Hair/Makeup: Blush Salon

We couldn't have imagined a more perfect event for our return to hosting weddings than Lauren & Tyler's celebration of life and love. This incredibly sweet couple really started our 2021 wedding season off just right. Kudos for their flexibility with some surprise June rain showers!

Welcome Party Catering: Caja Madera
Reception Catering: Black Diamond Barbeque
Floral: DIY
DJ: Wedding DJ VT
Linen: The Linen Shop
Rentals: Celebration Rentals
Brunch: Dream Maker Bakers
Photo: Sarah Salvas Photography
Hair/Makeup: Five Elements Salon

We are beyond excited to welcome wedding couples & guests back to Trailside for this Summer and Fall! It has a been a long year and everyone is ready to get together to celebrate.  We want to make sure that our couples, guests and vendors have a safe & relaxed environment for the party.

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

Vermont's full reopening plan can be found here. 

Our staff will be following all universal, event and cross state travel guidance.

Many of our couples are requesting additional steps to ensure a stress-free event and only positive memories.  They may be requesting your vaccination status or requiring a negative test prior to attending (if unvaccinated).  As our couples' wishes are our first priority, we will hold to any additional measures requested.  Please do the same.  Further details can be found on their wedding websites and invitations.

If you feel more comfortable wearing a mask, please do so.  If at any point during the event you have concerns, please find one of our staff members for help.
​
What else are we doing?

Staffing:
All of Trailside's staff, that interacts with guests, will be fully vaccinated prior to the start of our wedding season.  Our staff will be following any mask mandates or may continue to wear a mask as a personal preference.

Cleaning: 
We are following CDC guidance for cleaning. There will be a minimum of 24-hour gap between room stays.  This means your room will be vacant the the night prior to your arrival. 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 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.  Breakfast timing is based on the event and available on our schedule board when you arrive.

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. 
​

We are excited to welcome guests back to Trailside for the 2020 ski season at Killington & Pico! 

Because of COVID, things will be a little different for the season.  We have to adjust our policies based on CDC guidance and to comply with Restart Vermont.  Hopefully, these changes will keep our guests and staff safe along with keeping Killington open for the longest season in the East!

Cleaning:
- We are following CDC guidance for cleaning & increased frequency of sanitization of high touch surfaces.
- There will be a minimum of 24-hour gap between room stays.  This means your room will be vacant the the night prior to your arrival.
- 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.

Reduced Occupancy:
- We will be operating at a reduced occupancy for all days to lower the overall number of guests staying onsite and give more room in our common spaces.
- Our Great Room & Game Room are open for guest use.

Masks:
- Vermont does have a state-wide mask mandate.  Masks are always required in all common spaces, including during check-in.  Please don't make us ask, just wear your mask!

Breakfast:
- We will be resuming a breakfast service starting on December 23.
- We will have individually wrapped grab & go options.
- We are providing a self-service coffee & 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.

The Guesthouse (Barn/Loft):
- Occupants of our Guesthouse (Barn and Loft) will NOT have access to the main inn or its amenities through the 2020 - 2021 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 you know their policies, and have lift tickets & a parking reservation in advance. Click here for all the details!  
​
Click here for the latest on Vermont's travel policy.  

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 with any questions. 

2020 has been many things, most which we are all ready to move on from & start anew.  We have tried our best to navigate these unchartered waters along side of our couples.  We are truly humbled by your continued support.

This is our 4th consecutive Best of Wedding on The Knot & puts us in the Knot Hall of Fame!  This has been awarded to less than 3% of all the venues in the US.  We are truly grateful. 

We are re-open and you should come visit!  We are excited to welcome guests back to Trailside.

Based on CDC and Vermont reopening guidelines, we are adjusting our policies to keep our guests and staff safe. A few of the changes:

1) increased frequency of sanitization of high touch surfaces
2) a minimum of 24-hour gap between room stays
3) reduced occupancy to reduce overall guest count and give more space
4) we are providing coffee & tea service only; no breakfast at this time
5) masks are required in common spaces, during check-in and when social distancing is unable
6) we will NOT be entering rooms after check-in for room service.
7) The Guesthouse guests will NOT have access to the main inn spaces or amenities through the 2020 - 2021 Ski season. 

Click here for the latest on Vermont's travel policy.

These policies will be in place until early December and be adjusted based on any changes from the CDC or Vermont reopening guidelines.

We will be announcing our ski season policies or changes in November.  Please call us with any questions. 

Click here​ to purchase one online!

Gift Cards can be redeemed only on www.TrailsideInnvt.com.

"Everyone says that their wedding was the best day of their lives. That's certainly true, but imagine if all of your guests tell you that your wedding was the best one they had ever BEEN TO! We heard that a lot after our wedding. The Trailside Inn has a lot of special going for it."
- Dan & Erin 

Click here to watch the full video