August in Vermont can mean the best of both worlds - still so green & vibrant, but cooler nights with a "Fall feel". Jaime & Mike brought together the best of their worlds; their family, their friends for a classically beautiful event!

​​Friday Catering: Caja Madera 
Wedding/Brunch Catering: Vermont Farms Catering
Rentals: Celebrations
Linen: Linen Shop
Floral: Pittsfield Garden Center
Photo: Duback Photography
Entertainment: Wedding DJ VT - Evan 
Hair and Makeup: Heather Garrow Studio

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