8 Reviews
40-125
Guest Capacity
Indoor/Outdoor
Venue Setting

About The Trailside Inn

Perfect for Vermont Weekend Weddings, Vacations, Reunions, Retreats and More

From casual to elegant, they can help build your dream wedding and host your family and friends! Our wedding packages offer exclusive use of the property for your event. For the weekend, the entire property is yours and yours only.

Imagine a beautiful, outdoor ceremony held by our babbling brook. Our charming & cozy Great Room can be used for your rehearsal dinner, cocktail hour and reception. For larger events, they have an outdoor space with a reception tent. They also have backup rain locations in the main inn. Each wedding package is built per event, based on your vision and preferences. Your perfect Vermont wedding weekend can include a Friday night welcome party, Saturday ceremony & reception, and a Sunday morning brunch. 

Facilities and Capacity
The venue can accommodate up to 120 guests and offers four event spaces for wedding ceremonies, receptions, bridal showers, rehearsal dinners, and engagement parties. The Great Room is ideal for rehearsal dinners, cocktail hours, and receptions. They provide a reception tent with lighting, barn wood bar and dance floor with our venue fee.

Services Offered
The Trailside Inn provides event planning services to ensure that each couple's wedding day is covered from start to finish. Services offered include:

  • Accommodations
  • Event rentals
  • Catering
  • Set up
  • Clean up


Accommodations

The Trailside Inn also features a variety of room accommodations for couples and guests.  The comfort of our spaces and the exclusive use of our property make for an unique and memorable experience for the groups that we host. Their lodging includes standard queen rooms, efficiency apartments, self-contained apartments, and bunk rooms.

Categories: Wedding Venue

Regions serviced: Burlington

Follow The Trailside Inn on

8 Reviews for The Trailside Inn

5.0
out of 5.0
User Photos
todo alt text
todo alt text
todo alt text
+17
Photos
Filter reviews by services used:
All Reviews
Uncovered Outdoor (2)
Accommodations (2)
Clean Up (2)
Event Planning (2)
Set Up (2)
Dance Floor (2)
Decor (2)
Photobooth (2)
Tent Accessories (2)
Tents (2)
Parking (2)
Indoor (1)
Covered Outdoor (1)
Liability Insurance (1)
Buffet (1)
Cocktail Reception (1)
Dessert (1)
Family Style (1)
Hors d'Oeuvres (1)
Plated (1)
Stations (1)
Aisle Markers (1)
Lighting (1)
Wheelchair Access (1)
Sort by:

5.0

Our friends and family have told us this was the best wedding they've ever been to. We were looking for a venue where we could not only get married but also hang out all weekend, spending time with the people we love rather than fussing over details. The Trailside checked all the boxes and then some! We loved that it was cozy, inviting, and friendly, and really set the tone for the weekend. It was an amazing place for our group of 100 to gather, from the Friday night welcome party to the Sunday farewell brunch. We visited a few times for planning meetings before the event, and Ann and Josh were very welcoming and on top of the details. It was such a relief to work with two people who not only had the experience and knew what questions to ask, but also really cared about us and our wedding. They also had some great suggestions for vendors, including Woodbelly Pizza (Friday dinner), Vermont Farms Catering (Saturday dinner), and Woodstock Farmers Market (Sunday brunch). Josh and Ann were very flexible with my requests when it came to decor, layout, timing, etc., and had a lot of great suggestions. One of the vendors mentioned to us that Ann and Josh are some of the most organized/on-top-of-thing people they've encountered in the wedding industry. We always felt that we were in good hands, and never felt stressed. Our wedding was everything we hoped it would be, and I don't think it would have been anywhere near as good if we had gone someplace else. Thanks Josh and Ann! We'll be back for skiing!

View Vendor Response
Profile Picture Olivia, 8/4/18, 1 Review
Category: Ceremony & Reception Venue, Lighting & Decor, Party Supplies, Rehearsal Dinner Location, Wedding Planning
5.0

I could not be happier!! The Trailside Inn exceeded our expectations in every way - the grounds are gorgeous with a relaxed vibe, the Inn was cozy and welcoming and the Inn Keepers and family were the best hosts and hostesses you could ever ask for. From the moment I arrived I was able to relax and enjoy Vermont and my family, with full confidence that Josh and Ann had everything under control. All our guests have been raving about the entire weekend and say that it was one of the best weddings ever!! We had a ton of kids staying at the Inn and attending the wedding and they had a blast! The yard games and game room provided them entertainment and space to just be kids! You would never have guessed that a third of the guests were children! I wanted my wedding weekend to be all about family; a pause in the every day craziness of life; a time for everyone to be able to appreciate the ones they love. After it was all over and we headed home, I reflected back on our days at the Inn and felt very grateful for the entire weekend and I would do every moment exactly the same. A very heartfelt thank you to the Josh, Ann, Brex, Quinn and the Trailside Inn. You are truly the best!!

Photo of The Trailside Inn in Killington, VT
Photo of The Trailside Inn in Killington, VT
Photo of The Trailside Inn in Killington, VT
Photo of The Trailside Inn in Killington, VT
Photo of The Trailside Inn in Killington, VT
Photo of The Trailside Inn in Killington, VT
+2
Photos
Photo of The Trailside Inn in Killington, VT
Photo of The Trailside Inn in Killington, VT
View Vendor Response
Profile Picture Melissa, 7/28/18, 1 Review
Category: Ceremony & Reception Venue, Event Rentals & Photobooths, Flowers, Rehearsal Dinner Location, Wedding Planning

The Trailside Inn Pricing

The Trailside Inn Price Rates

Reception Site Fee
Site Fees Include:
Clean Up
Event Planning
Parking
Set Up
Wedding Catering Avg. Price Per Person
Catering Prices Include:
Cake Cutting
Dessert
Server(s)
Wedding Cake

The Trailside Inn FAQ

Venue Highlights
Maximum Capacity
125
Guest Minimum
40
Event Spaces
4
Type
Inn/B&B
Style
Destination, Private, Rustic/Country
Setting
Covered Outdoor, Indoor, Uncovered Outdoor
Peak Season Months:
June
July
August
September
October
Bridal Shower
Ceremony
Engagement Party
Reception
Rehearsal Dinner
Elopements
Accommodations
Cake
Clean Up
Event Planning
Event Rentals
Liability Insurance
Set Up
All Inclusive Packages
Bridal Suite
In-House Bar
In-House Catering
Lighting/Sound
Outside Vendors
Pet Friendly
Preferred Vendors Only
Wireless Internet
Aisle Markers
Aisle Runners
Altar/Arches
Audio Equipment
Centerpieces
Chair Covers
Chairs
Dance Floor
Decor
Drapery
Furniture
Lighting
Photobooth
Tables
Tent Accessories
Tents
Barware
China
Chocolate Fountain
Flatware
Glassware
Linens
Parking
Shuttle
Wheelchair Access
Valet
2 AWARDS

Photos

72 Photos

My Photo Album

15 Photos
220x220 sq 1509027657443 2119945313993889502047903336613328817404238o 2
220x220 sq 1502073006344 img4761ps
220x220 sq 1509027835882 img0666ps
220x220 sq 1509027972653 img5260ps
220x220 sq 1468545397128 1368952510554990878700541443055714n
220x220 sq 1509028230302 img3563ps
220x220 sq 1509028239018 img3750ps
220x220 sq 1509029506931 2136674213047956563090754208536088479443223o
220x220 sq 1509028299008 img4997ps
220x220 sq 1509028289722 img4896 1ps
220x220 sq 1509028272189 img4686 1ps
220x220 sq 1527287376 764be86b2c67db02 1527287374 91d986f1ea52aae6 1527287373790 3 20170827 herbst 53
+3
Photos
220x220 sq 1527287345 1d7d985000e1424c 1527287343 f295eb75edaa5d0e 1527287342504 1 20170827 herbst 55
220x220 sq 1527287345 7cfa372845095f65 1527287343 7313a71adbf4e626 1527287342505 2 20170827 herbst 68
220x220 sq 1502072973603 img4245ps

Trailside - Property

10 Photos
220x220 sq 1509031057902 160619jmw485
220x220 sq 1502072932846 img3456ps
220x220 sq 1509027926014 trailsideinn 46
220x220 sq 1509028342798 img5897ps
220x220 sq 1509028025176 img6105ps
220x220 sq 1509031347035 img1292ps
220x220 sq 1509128774376 20503035102122523214761761622234444o
220x220 sq 1509129179197 1368935810555013412031622049488952n
220x220 sq 1509129179688 img2556
220x220 sq 1509129197469 img2658

Professional Network & Endorsements

2 ENDORSEMENTS
I recommend The Trailside Inn for any event

We love ann Ann and Josh, they always make our stay special! Trailside Inn is so cozy and relaxing, so much to do in the area, you'll never be disappointed!

Map

115 Coffeehouse Road, Killington, VT 05751   See On Map
802-422-8800 (phone)