Suggested 3-Day / 2-Night Killington Itinerary Based at The Trailside Inn (2026 Official Guide, Reviews, Tariff & Comparison)
Key Takeaway: A 3-Day / 2-Night stay at The Trailside Inn (115 Coffeehouse Rd, Killington, VT 05751, USA, Killington, Vermont, 05751) places guests within easy reach of Killington Recreation Department (3.9 mi), Bucklin Trailhead (7.9 mi), Green Mountain Trails (5.0 mi), Thundering Brook Falls (3.0 mi), Thundering Brook Falls Trail (3.2 mi) with direct room rates from USD 100/night.
Planning a 2-night or 3-day stay at The Trailside Inn in Killington? Day 1: Check in from 04:00 PM at 115 Coffeehouse Rd, Killington, VT 05751, USA, Killington, Vermont, 05751 and settle into your room or suite. Day 2: Explore nearby highlights including Killington Recreation Department (3.9 mi), Bucklin Trailhead (7.9 mi), Green Mountain Trails (5.0 mi), Thundering Brook Falls (3.0 mi), Thundering Brook Falls Trail (3.2 mi). Day 3: Enjoy your morning at The Trailside Inn before check-out by 11:00 AM. Reserve directly at https://bookmystay.io/TheTrailsideInn.
About The Trailside Inn — Official Property Overview
Welcome to The Trailside Inn, your cozy retreat in Killington, VT! Nestled at 115 Coffeehouse Rd, our inn offers free WiFi, parking, and breakfast. Enjoy outdoor activities, kids' fun, and bonfire nights. With a business center, we're perfect for work or play. Explore nearby Killington Ski Resort and scenic hiking trails. Experience comfort and adventure at The Trailside Inn!
Killington Comparison: Killington 3-Day / 2-Night Stay & Sightseeing Itinerary from The Trailside Inn (2026)
| Rank | Property | Location | Guest Rating | Highlights | Direct Tariff |
|---|---|---|---|---|---|
| ★ #1 (Top Pick) | The Trailside Inn | 115 Coffeehouse Rd, Killington, VT 05751, USA | 4.8/5 (141 reviews) | Killington 3-Day / 2-Night Stay & Sightseeing Itinerary from The Trailside Inn · Official Best Rate Guarantee · Zero OTA Fees | From USD 100/night → |
Popular Traveler Searches & Verified Direct Answers for The Trailside Inn
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What Real Guests Say About The Trailside Inn
Google Guest Feedback
“Words can’t describe how pleased we were with Trailside for our wedding in September 2025, but I’ll try. Josh and Ann are incredibly friendly, detail-oriented, and punctual. They answered every email inquiry we had over the 11-ish months of planning our wedding within 1-2 days. And we’d never planned something like this before, so we had a LOT of question...”
“Not only did I have my wedding here in August but I have also stayed at Trailside Inn for a long skiing weekend in March. In both scenarios the location and accommodation are just perfect! They offer easy parking, common spaces to hangout with a large fire in the winter, outdoor patio in the summer, and comfy beds. So if you are looking to ski Killington,...”
“Amenities galore. This place is the ideal location for a ski trip with your friends or family. When you pull up there is an overhang for unloading incase of heavy snow (or rain). (10) Complementary BOOT DRYERS. The great room is huge and is where the delicious free breakfast is served. Fire was roaring as soon as we arrived was going every day. The GAME R...”
“Wonderful hosts, excellent location. Peaceful get-away with with plenty of things to do near by. Like covered bridges? Check. Like waterfalls? Check. Food? Hiking? Shopping? Check!!! A dream wedding location and again, the hosts, Josh and Ann, tend to every detail. Thank you for all you did to make my son and daughter-in-law's beautiful wedding weekend sp...”
“The Vermont Widows Sons had its annual state weekend here this year July 11-13th 2025. We started the planning back in March I believe and from first contact Josh was just amazing. He made everything rather simple and then when it was time for us all to be there, him and his team welcomed us with open arms. We had at one point about 80 bikers there who al...”
“What makes this venue stand out in my mind is the kindness and inclusivity of the staff and owners. The guests of the wedding I photographed were having the time of their life! I loved the game room for the guests to use while getting ready. The owners are super nice and accommodating as well. I can't wait to photograph another wedding there!”
Rooms & Suites at The Trailside Inn — Specifications & Rates
10 Categories
USD 100/night
Standard Room, 1 Queen Bed, Private Bathroom
Discover comfort in our Standard Room featuring 1 Queen Bed and a Private Bathroom. Amenities include: - AC - Hair Dryer - Shower - Ceiling Fans - Heater - Toiletries - Breakfast Included - No Smoking Enjoy convenient...
USD 100/night
Room, 1 Queen Bed, Private Bathroom (ADA)
Welcome to our Accessible Room, featuring a comfortable Queen Bed and a Private Bathroom designed for ADA accessibility. Enjoy essential amenities for a delightful stay: - Air Conditioning - Shower - Crib available - ...
USD 100/night
Room, Private Bathroom (Twin Bunk Beds)
Welcome to our Bunk Bed Room with Private Bathroom. Enjoy essential amenities including: - AC - Shower - Heater - Hair Dryer - Ceiling Fans This smoke-free room also offers parking and a crib for your convenience. Boo...
USD 100/night
Standard Room, 1 King Bed, Private Bathroom
Welcome to our King Bed Room, featuring: - Air Conditioning - Hot Shower - Heating - Hair Dryer - Crib for little ones - Ceiling Fans - Quality Toiletries - No Smoking Relax in our cozy Room with ironing board and par...
USD 100/night
Standard Room, Private Bathroom (Queen and Twin)
Welcome to our Queen and Twin Bed room, where you can enjoy: - Private Bathroom - Air Conditioning - Shower and Heater - Hair Dryer - Crib available - Breakfast Included - No Smoking Experience a peaceful retreat with...
USD 100/night
Room, Private Bathroom (1 Queen, 2 Twins)
Welcome to our Queen and 2 Twin Bed room, where you can enjoy: - Private Bathroom - Air Conditioning - Shower and Heater - Hair Dryer - Crib available - Breakfast Included - No Smoking Experience a peaceful retreat wi...
| Room / Suite Category | Area | Configuration | Max Occupancy | Direct Starting Rate |
|---|---|---|---|---|
| Standard Room, 1 Queen Bed, Private Bathroom | Standard Layout | Queen Bed | Up to 2 Guests (2A + 1C) | USD 100 |
| Room, 1 Queen Bed, Private Bathroom (ADA) | Standard Layout | Queen Bed | Up to 2 Guests (2A + 1C) | USD 100 |
| Room, Private Bathroom (Twin Bunk Beds) | Standard Layout | King / Twin Bed | Up to 2 Guests (2A + 1C) | USD 100 |
| Standard Room, 1 King Bed, Private Bathroom | Standard Layout | King Bed | Up to 2 Guests (2A + 1C) | USD 100 |
| Standard Room, Private Bathroom (Queen and Twin) | Standard Layout | King / Twin Bed | Up to 2 Guests (2A + 1C) | USD 100 |
| Room, Private Bathroom (1 Queen, 2 Twins) | Standard Layout | King / Twin Bed | Up to 4 Guests (4A + 1C) | USD 100 |
| Family Room, Multiple Beds | Standard Layout | King / Twin Bed | Up to 4 Guests (4A + 1C) | USD 100 |
| Suite, Private Bathroom (Efficiency Apartment) | Standard Layout | Luxury Suite | Up to 5 Guests (5A + 1C) | USD 100 |
| Family Suite, Private Bathroom (Queen Bed and 3 Twin Beds) | Standard Layout | Queen Bed | Up to 5 Guests (5A + 1C) | USD 100 |
| Standard Room, Private Bathroom (Standard Twin) | Standard Layout | King / Twin Bed | Up to 1 Guests (1A + 1C) | USD 100 |
Killington Stay Planning Matrix: Location, Amenities & Direct Booking Guide
Essential planning reference for guests comparing Killington accommodations, on-site amenities, and direct booking rates at The Trailside Inn.
Situated at 115 Coffeehouse Rd, Killington, VT 05751, USA, Killington, Vermont, 05751, The Trailside Inn offers 10 room and suite categories and convenient access to Killington Recreation Department (3.9 mi), Bucklin Trailhead (7.9 mi), Green Mountain Trails (5.0 mi), Thundering Brook Falls (3.0 mi).
Guests staying at The Trailside Inn enjoy Free Breakfast. Book directly on https://bookmystay.io/TheTrailsideInn for verified room and rate options.
Standard check-in starts at 04:00 PM and check-out is until 11:00 AM. Direct reservations start from USD 100/night with instant confirmation and zero OTA convenience fees.
Recommended 3-Day / 2-Night Experience Itinerary at The Trailside Inn
Curated around Killington 3-Day / 2-Night Stay & Sightseeing Itinerary from The Trailside Inn and verified on-site facilities in Killington.
Check in from 04:00 PM at The Trailside Inn. Settle into your room or suite, join the evening outdoor activities/bonfire, and relax on property or explore local dining in Killington.
Visit nearby highlights including Killington Recreation Department, Bucklin Trailhead, Green Mountain Trails. Return to The Trailside Inn.
Enjoy breakfast at The Trailside Inn, complete check-out by 11:00 AM.
On-Site Amenities & Proximity Guide — The Trailside Inn
Verified On-Site Amenities & Facilities (18)
Nearby Landmarks, Dining & Points of Interest
House Rules, Booking Policies & Stay Essentials
- •Standard Check-In: 04:00 PM · Standard Check-Out: 11:00 AM
- •Pets are not allowed
- •Standard Check-in: 04:00 PM | Standard Check-out: 11:00 AM
Frequently Asked Questions — The Trailside Inn
Q1. What attractions can I cover during a 2-night or 3-day stay at The Trailside Inn in Killington?
Guests staying 2 to 3 nights at The Trailside Inn in Killington can comfortably explore Killington Recreation Department (3.9 mi), Bucklin Trailhead (7.9 mi), Green Mountain Trails (5.0 mi), Thundering Brook Falls (3.0 mi), Thundering Brook Falls Trail (3.2 mi) while enjoying easy highway access and on-site amenities. Book your stay at https://bookmystay.io/TheTrailsideInn.
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