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Weddings

Pricing information

Price range: $5,800 - $5,802 Price range: $5,800 - $5,802
Couples usually spend $5,801 Couples usually spend $5,801
Reception
$5,800 starting price
Reception
$5,800 starting price

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About

On WeddingWire since 2016

Weekend Wedding Package - From casual to elegant, they can help build your dream wedding and host your family and friends! Their 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 their babbling brook. Their 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 includes a Friday night welcome party, Saturday ceremony & reception, and a Sunday morning brunch.

Facilities and Capacity
The venue can accommodate an event 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 included in the 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
  • Coordination
  • Event rentals
  • Catering
  • Set up
  • Clean up

Venue and day of coordination services are included in the venue fee.


Accommodations

The Trailside Inn features a variety of room accommodations, sleeping up to 100 of your guests exclusively onsite. The comfort of their spaces and the private use of the property make for a unique and memorable experience for the groups that they host. Their lodging includes standard queen rooms, efficiency apartments, self-contained apartments, and bunk rooms.

The 2019 season is sold out. We are booking 2020 dates.

Frequently asked questions

Do you have a site fee for wedding receptions at your venue?

Yes

What is the starting site fee for wedding receptions during peak season?

5,800

What is the starting site fee for wedding receptions during off-peak season?

5,800

Do you have a site fee for wedding ceremonies at your venue?

No

Which of the following are included in starting site fee?

Clean Up
Event Planning
Parking
Set Up

Which of the following are included in the cost of wedding catering?

Cake Cutting

How many event spaces or rooms does your venue offer?

4

Describe your venue:

Inn/B&B

What kind of settings are available?

Indoor
Covered Outdoor
Uncovered Outdoor

Which of the following wedding events does your venue service?

Ceremony
Reception
Bridal Shower
Engagement Party
Rehearsal Dinner

What event services do you offer?

Accommodations
Clean Up
Event Planner
Wifi

What event items are available?

Audio Equipment
Dance Floor
Decor
Tents
Tent Accessories

What food and beverage items are available?

Barware
China
Chocolate Fountain
Flatware
Glassware
Linens

What transportation and access is available?

Parking
Wheelchair Access

What months are included in your peak season?

June
July
August
September
October

What months are included in your off-peak season?

June
July
August
September
October
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Reviews of The Trailside Inn

5.0 out of 5 rating
WeddingWire Couples' Choice Awards 2024 Winner
5.0 out of 5 rating
49 Reviews
100% recommend it
  • Quality of service
    5 out of 5 rating
  • Average response time
    5 out of 5 rating
  • Professionalism
    5 out of 5 rating
  • Value
    5 out of 5 rating
  • Flexibility
    5 out of 5 rating
This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

Review summary

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The Trailside Inn is highly recommended as a wedding venue by multiple reviewers. Josh and Ann, the owners, are praised for their helpfulness, organization, and professionalism throughout the planning process and on the day of the wedding. The venue itself is described as beautiful with a relaxed and inviting atmosphere. Guests loved having the entire inn for the weekend, allowing them to spend more time with each other. The recommended vendors and accommodations were also highly appreciated. Overall, reviewers had a magical and unforgettable experience at The Trailside Inn.

Review summary

Powered by AI
This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

The Trailside Inn is highly recommended as a wedding venue by multiple reviewers. Josh and Ann, the owners, are praised for their helpfulness, organization, and professionalism throughout the planning process and on the day of the wedding. The venue itself is described as beautiful with a relaxed and inviting atmosphere. Guests loved having the entire inn for the weekend, allowing them to spend more time with each other. The recommended vendors and accommodations were also highly appreciated. Overall, reviewers had a magical and unforgettable experience at The Trailside Inn.

Courtney
Courtney N. Sent on 08/09/2021
5 out of 5 rating

Best. Weekend. Ever.

We recently got married at the Trailside and we have not stopped smiling since. It has taken us several attempts to find the right words to describe how perfect our wedding weekend at the Trailside was. The environment and atmosphere that innkeepers Ann and Josh have cultivated is one of a kind. If you are even considering the Trailside as a possible venue, legitimately forget all the others and cha cha slide over to the Trailside.

The idea of holding a 3-day long celebration with all your loved ones as the only guests in their stunning property is brilliant. From arrival to checkout, Ann and Josh made everything simple, streamlined and actually fun. They have experience in both hospitality and wedding industries, which made us feel like we were treated as human beings rather than just another client. They are so caring and really make you feel like a long time friend.

We originally planned our date in 2020 and due to COVID we had to postpone. Josh and Ann always kept us updated on the new state regulations as they came out and they were quick to respond to any questions or requests. When we ultimately had to postpone, they offered a new date in 2021 without hesitation. It was amazing to have such support and to feel like a priority during such a stressful time.

They also have a lot of professional connections with amazing vendors. They coordinate the needs of the wedding couple and timing behind the scenes, so we wouldn’t have the stress of planning all the details. Throughout the weekend, we never had to worry about anything because Josh and Ann were on top of it. No detail, no matter how small, was forgotten. From helping us organize decorations, putting our gifts/cards into a box that we could easily put into our car, and resupplying food or wedding favors, they’re like awesome wedding ninjas and we were so busy having fun we didn't even notice it happening.

Josh and Ann are also very communicative and easy to talk with via phone, email or video. Since the very first meeting with them, the entire process of pre-wedding planning, day of the wedding coordination, and even after the wedding details, they answered all questions quickly and professionally, and quelled our nerves when we got the jitters.

We wish we could leave more than five stars, because the Trailside and its lovely innkeepers deserve so much more than that (like, at least 100 stars). We love you Ann and Josh! Thanks for our dream weekend!
S
Sarah M. Sent on 12/27/2023
5 out of 5 rating

Exactly the spot we wanted

We had our wedding here in August and could not have had a more wonderful experience. From the second we visited the Trailside Inn to see if it was a good fit for our wedding, we knew we were in good hands. Josh and Ann were superb to work with: responsive, organized, informative, compassionate, and so helpful. They're both wonderful hosts and wonderful people. The venue itself is also a gem. The photos on their website and blog speak for themselves and we appreciated how we maintained the whole property was. If you're considering the Trailside Inn, DO IT!
M
Molly D. Sent on 10/23/2023
5 out of 5 rating

Book your wedding here!!!

Working with Josh and Ann was such a pleasure, my husband and I could not recommend to me enough. As someone who works in events I could not have asked for better planning, organization, coordination and accommodations from both Josh and Ann! Not to mention Trailside inn and the entire property is breathtaking - our wedding was everything we hoped for and more! We plan to visit Trailside Inn as a tradition and hope one of our friends or family member’s gets married there one day as well!
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Awards

49
WeddingWire Couples' Choice Awards 2024 Winner
WeddingWire Couples' Choice Awards 2023 Winner
WeddingWire Couples' Choice Awards 2022 Winner
WeddingWire Couples' Choice Awards 2020 Winner
WeddingWire Couples' Choice Awards 2019 Winner
WeddingWire Couples' Choice Awards 2018 Winner

Team

Ann & Josh
Ann & Josh
Owners

With a passion for what we do and the utmost attention to detail, we are here to make you and your guests feel right at home throughout your event. We want to ensure that your wedding is all that you've envisioned and more!

Professional Network & Endorsements

2 Endorsements
Barrie Fisher Photo Barrie Fisher Photo Wedding Photographers

I recommend The Trailside Inn for any event

Cronin Hill Photography Cronin Hill Photography Wedding Photographers

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!

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The Trailside Inn frequently asked questions

The Trailside Inn includes the following items and services for wedding events in its starting site fee:
  • Clean Up
  • Event Planning
  • Parking
  • Set Up
The Trailside Inn includes the following items and services in its wedding catering costs:
  • Cake Cutting
The space offered by The Trailside Inn for wedding events is known for:
  • Inn/B&B
The Trailside Inn offers the following indoor/outdoor options for weddings:
  • Indoor
  • Covered Outdoor
  • Uncovered Outdoor
The Trailside Inn offers the following types of wedding events:
  • Ceremony
  • Reception
  • Bridal Shower
  • Engagement Party
  • Rehearsal Dinner
The Trailside Inn offers the following services for wedding events:
  • Accommodations
  • Clean Up
  • Event Planner
  • Wifi
The Trailside Inn offers the following furniture and decor items for weddings:
  • Audio Equipment
  • Dance Floor
  • Decor
  • Tents
  • Tent Accessories
The Trailside Inn is recommended by 100% of couples who have used their services. Their overall rating is 5.0, with the same score awarded for quality of service, flexibility, value, professionalism and average response time.

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