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2025 Summer and Fall Operations

5/22/2025

 
We are beyond excited to welcome wedding couples & guests to Trailside for this Summer and Fall! We want to make sure that our couples, guests and vendors have a great party.

Below are some details for the wedding weekend. Specific wedding details can be found on the couple's wedding websites and invitations.

- We will be offering our continental breakfast daily with lodging reservations. Breakfast timing is based on the event and available on our schedule board when you arrive.

- Check-In time is 4:00pm. Check-Out time is 11am. Click here for our reservation policies.

- We will NOT be entering rooms after check-in for room service.  We are happy to do a towel swap or take trash/recycling from the room, if desired.

- Outside events and gatherings will end at 10 PM due to a local noise ordinance. Our interior commons spaces close at 1 AM nightly. Please be respectful to everyone on property.

- ​​Smoking & Vaping are not allowed anywhere inside of our buildings.

- The Cocktail Hour and Reception events will be serviced by a licensed caterer and bartender.
During this time (~3 PM to 10 PM) only drinks provided by the caterer / bartender may be consumed. NO outside / personal alcohol may be brought into the Cocktail Hour / Reception spaces. Any breach of these rules may cause an immediate shutdown of the event as this would violate Vermont liquor laws.

- Please be cognizant of yourself. If excessive drinking leads to rude, unsafe or damaging behavior, guests will be required to leave the property immediately without refund.

- We will be at capacity for the weekend, so please park respectfully in marked spaces to make sure there is enough room for everyone.

- Ceremony & Cocktail Hour are on grass, so flat shoes or wedges are suggested

- Vermont evenings can get chilly - you'll want to bring a jacket or your favorite hoodie with you.

- All offsite guests must depart the property at 10PM for all days.  Only onsite guests can attend the onsite afterparty.

Please contact us at 802-422-8800 or [email protected] with any questions.

Winter Ski Policy - November 2024 - April 2025

11/27/2024

 
Who is ready to ski and ride Killington this winter? We sure are!! Below is our operating plan for the 2024 - 2025 season.
​
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:
Our continental breakfast is included 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.

The Guesthouse (Barn/Loft):
- Occupants of our Guesthouse (Barn and Loft) will NOT have access to the main inn or its amenities through the 2024 - 2025 ski season.  Breakfast and coffee service will NOT be provided to these units. The Guesthouse, Barn and Loft are private, standalone rental 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 our booking and cancellation policies.  We are strict in our cancellation policy. Click here for our reservation policies.

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

Full on Vermont Fall

10/5/2024

 
Trent and David's October wedding was a showcase of an ultimate Vermont Fall! The colors of nature combined flawlessly with the colors of special hand-painted touches by Trent's mom, created especially for their event. It was a charming and vibrant occasion!​

​​Friday Catering: Open Hearth Pizza 
Wedding Catering: Copper at Dorset 
Rentals: Celebrations
Linen: The Linen Shop
Floral: Stitchdown Farm
Photo: Wood & Ether 
Entertainment: Top Hat

Early Fall Hues

9/28/2024

 
Tia and Mike's nearest & dearest friends and family spent the weekend enjoying Vermont's early Fall beauty. The setting was perfect for their events, which featured unbelievable food & entertainment.

​Friday Catering: Woodbelly & Blueberry Haus
Wedding Catering: Woodbelly 
Wedding Bar: Blonde-n-Boozy
Rentals: Celebrations

Linen: The Linen Shop
Floral: DIY
Photo: Sincerely Liz photography
Hair/Makeup: DIY
Entertainment: Wedding DJ VT

Let the games begin

9/21/2024

 
Filled with so much charm, kindness, thoughtful details & competition of the friendly type, Ana & Skylar's Autumn Equinox weekend was so sincere and filled with warmth & (of course!) love.

​​Friday Catering: Caja Madera 
Wedding Catering: Black Diamond 
Rentals: Celebrations
Linen: The Linen Shop
Floral: DIY from Cedar Circle
Photo: Clove Hitch Photography
Hair/Makeup: DIY
Entertainment: Wedding DJ VT
Transportation: Tri-State

Elle & Joel - Beyond Bliss Films

9/14/2024

 
Beyond Bliss Films

VT x TX

9/14/2024

 
Elle & Joel's event was a smashing blend of things Texas & things Vermont. Special details (like beautifully crafted invite stationary, a raw bar & even a fine art wedding portrait painter!) gave a wonderful bespoke feel to their weekend.​
​
​​Friday Catering: Caja Madera and Ben & Jerry's
Wedding/Brunch Catering: 
Vermont Farms Catering
Rentals: Celebrations
Linen: Linen Shop
Floral: Pittsfield Garden Center
Photo: Savannah Brown Photography
Entertainment: Wedding DJ VT 
Hair and Makeup: Hopcraft Collective

Super sassy & real

9/7/2024

 
Super fun, super stylin', super sassy, super REAL, unfiltered & unapologetic...Haley & Zac brought it all to Trailside Inn for their early September wedding weekend! What an absolute BLAST had by all.

​​Friday Catering: Caja Madera 
Wedding/Brunch Catering: Vermont Farms Catering
Rentals: Celebrations
Linen: The Linen Shop
Floral: Flower Power VT
Photo: Eaton Photography 
Hair/Makeup: JW Artistry
Entertainment: Jurassics Sound & Light​
Transportation: Tri-State

September Stunner

9/1/2024

 
Dazzling early Fall vibes for Jaime & Luke's 1st of September wedding! Their charming choices made for a relaxed weekend celebrating friends ("High Stakes Jenga", anyone?), family, love and the beauty of Vermont.

​​Friday Catering: Caja Madera 
Wedding Catering: Black Diamond 
Rentals: Celebrations
Linen: The Linen Shop
Floral: New Leaf Organics
Photo: K&E Photography
Hair/Makeup: Five Elements Salon and Spa
Entertainment: Wedding DJ VT

Lush greens amid creamy white flowers

8/24/2024

 
Imagine yourself in a field of lush greens amid creamy white flowers. Imagine gorgeous wood touches and stained glass; linens soft & smooth. These set the backdrop for Kara & Nick's gorgeous & timeless August weekend.​
​
​​Friday Catering: Caja Madera
Wedding/Brunch Catering: Vermont Farms Catering
Rentals: Celebrations
Linen: Linen Shop
Floral: Pittsfield Garden Center
Photo:  Mikaela King Photography
Entertainment: Wedding DJ VT 
Video Poulin Productions
​Hair: Hillary Fay
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THE TRAILSIDE INN

115 Coffeehouse Road
​Killington, VT 05751

(802) 422-8800
[email protected]
​www.trailsideinnvt.com
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  • HOME
  • BOOK NOW
    • Lodging Information
    • Standard Rooms
    • Family Rooms
    • The Guesthouse
    • Booking Policies
  • WEDDINGS
  • EVENTS
    • Groups
  • INNz + OUTz
  • ABOUT
    • Our Property
  • CONTACT