Sometimes it is all in the details. An East Coast wedding for a West Coast located Hannah & Scott...well, they made it look easy. Lovely, thoughtful, refined and beautifully composed, their weekend was simply stunning.

​​Friday Catering: Caja Madera 
Wedding Catering: Black Diamond 
Rentals: Celebrations
Linen: The Linen Shop
Floral: New Leaf Organics
Photo: Ben Wheeler Photography 
Entertainment: Wedding DJ VT
Hair/Makeup: Nomad’s Creative Corner / M.I.L.A. Beauty
Transportation: Tri-State

Attentive & gracious selections came together so seamlessly for Lindsay & James' early August wedding. It just all felt so right.

​​Friday Catering: Caja Madera 
Wedding Catering: Black Diamond 
Rentals: Celebrations
Linen: The Linen Shop
Floral: Pittsfield Garden Center
Photo: Gold Wing Photography
Entertainment: Wedding DJ VT
Hair/Makeup: Beauty Art by Natalia / Leah Francesca Makeup

Rain couldn't stop the smiles from popping up all around! So much love & joy at Caitlin and Colin's late-June wedding weekend. 

​​Friday Catering: Caja Madera and Ben & Jerry's
Wedding Catering: Black Diamond 
Reception Dessert: Vermont Cookie Love
Rentals: Celebrations
Linen: The Linen Shop
Floral: DIY from New Leaf Organics
Photo: Kandid Arts Photography
Hair/Makeup: Blush
Entertainment: Wedding DJ VT

A few light sprinkles couldn't slow down Mary Charlotte & Rob's party. It was all smiles for this crew on their June weekend that included special elements like a morning yoga session and a caffeine delight coffee bar!

​​Friday Catering: Caja Madera 
Wedding/Brunch Catering: Vermont Farms Catering
Rentals: Celebrations
Linen: Linen Shop
Floral: DIY
Photo: Northeastern Photography
Hair and Makeup: LanieMax Hair / Courtney Rose
Hair/Makeup: Trish Sullivan (Boston) / Five Elements

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