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.

Oh what a weekend full of adventure! Beginning with an Italian themed wood-fired pizza party, Molly & Lex's events continued with a Summer wedding in Fall, a comfort food (and dessert!) feast for cocktail hour + reception, rounded out by a glow stick dance party! Such a fun way to wrap up the 2024 Trailside wedding season.

​​Friday Catering: Farmers Market Pizza 
Wedding Catering: Vermont Farms Catering 
Dessert: Vermont Farms Catering
Rentals: Celebrations
Linen: The Linen Shop
Floral: Pittsfield Garden Center
Photo: Clove Hitch​
Hair: Shear Cuts
Entertainment: Wedding DJ VT
Transportation: Tri-State

Flannel Friday kicked things off and those chill vibes continued throughout Emily & Andrew’s Autumn wedding weekend. No strangers to Trailside, this couple knew how to make memories for their guests; creating an unforgettable gathering for their family & friends.​

​Friday Catering: Open Hearth Pizza
Wedding Catering: Vermont Farms Catering
Rentals: Celebrations
Linen: The Linen Shop
Floral: DIY
Photo: Lafleur Photos
Hair/Makeup: Five Elements Salon and Spa,  Sweet Face Makeup (Molly)
Music/Photobootht: Foley Weddings

Alex & Johannes' end of September wedding weekend was filled with life's greatest pleasures - family, friendship, delicious food, and beautiful weather. Alex's radiant smile and love of fun brought an amazing energy and Johannes' kindness was infectious. Perhaps the highlight of it all was the most incredible Halloween-themed after-party, complete with a graveyard of exes and guests costumed to the nines!

Friday Catering: Caja Madera 
Wedding Catering: CBD  
Brunch Catering: Dream Maker Bakery
Dessert: Dream Maker Bakery
Rentals: Celebrations
Linen: The Linen Shop
Floral: DIY - Stitchdown Farm
Photo: Kelly Dunham
Hair/Makeup: Five Elements Salon
Entertainment: 802 Events

Mercy & Alida blended their energies and intertwined their lives on the Fall equinox.  

Friday Catering: Caja Madera 
Wedding Catering: Black Diamond 
Rentals: Celebrations
Linen: DIY
Floral: Trish - Pittsfield Garden
Photo: DIY
Hair/Makeup: DIY
Entertainment: DJ Josh Bugbee

Simply STUNNING September wedding! Tori & Rich's weekend was gorgeous in each detail, with the bride's vision & execution radiant in every aspect.

​​Friday Catering: Caja Madera 
Wedding/Brunch Catering: Vermont Farms Catering
Rentals: Celebrations
Linen: Linen Shop
Floral: The Wilusz Way
Photo: DNA Photography
Entertainment: Wedding DJ VT
Hair and Makeup: LanieMax Hair / Courtney Rose
Transportation: Tri-State

Cassidy and Lucas' wedding weekend was an absolute joy—a heartfelt celebration of their love. With the breathtaking blue and green hues mirroring Vermont's early September beauty, their connection felt like a perfect match for the stunning backdrop. Their laid-back vibes were in sync with the relaxed, inviting atmosphere of Vermont, creating an intimate and touching experience.

​​Friday Catering: Caja Madera 
Wedding Catering: Woodbelly 
Dessert: The Shire Cottage Bakery - Mass
Rentals: Celebrations
Linen: The Linen Shop
Floral: Whimsical, Floral & Watermelon
Photo: Love in Focus Studio
Hair/Makeup: JW Artistry
Entertainment: Wedding DJ VT

An August wedding weekend at the peak of summer for this lovely couple. The Green Mountains were looking extra green and Devin and James' soft color palette popped against them. Complete with ice cream treats and sparklers, this event was a summertime dream.
​
​Friday Catering: Caja Madera and Ben & Jerry's
Wedding Catering: Catering by Dale (CBD)
Brunch Catering: Sunup Bakery
Rentals: Celebrations
Linen: The Linen Shop
Floral: Pittsfield Garden Center
Photo: Clove Hitch Photography
Hair/Makeup: Vermont Bridal Beauty
Entertainment: Wedding DJ VT
​