Weston

Travel Guide

A rustic building with a sign that reads "Miller's Country Store."
A vintage green truck parked in front of The Vermont Country Store, with pumpkins and flowers displayed on the side.
A red two-story building with a porch, labeled "The Vermont Country Store," featuring a sign for "The Orton Family Business."
A sign for Vermont Cheese Emporium, a snack bar, with an American flag and a wooden building in the background.
A vintage green truck parked in front of a red barn with a sign reading "The Vermont Country Store".

With its charming village green, world-renowned Benedictine monastery, accomplished playhouse and famous Vermont Country Store, this small town packs a big punch.

Whether they come to stock up on penny candy at the Vermont Country Store or hear the monks sing in the Weston Priory, people arrive from all over the world to visit Weston. Discover southern Vermont at its finest in one of Windsor County’s most celebrated towns.

Sit back and enjoy world-class plays and musicals staged in the Weston Playhouse. The elegant white-columned building is home to the Weston Playhouse Theatre Company, one of Vermont's longest-running professional theatres.

Visit the Benedictine monks of the Weston Priory. Relax in the serene grounds, attend a daily service in the priory or plan a multi-day retreat. Time your visit to hear the monks sing they are recognized around the world for their talent. Purchase a piece of pottery created on-site by the monks.

Travel to a bygone era in Farrar Park. Known to locals simply as the Village Green, the small park is the epicentre of the town. See a band perform on the old-fashioned bandstand or relax with a picnic on the lush lawn.

Enjoy a unique shopping experience at the Vermont Country Store. It first opened its doors in 1946 and is still run by its founders, the Orton family. Browse through a plethora of unique and hard-to-find objects, from clothing to kitchenware. Walk through aisles bursting with penny candy, locally made handicrafts and more. The rustic red barn looks much the same as it did when it first opened.

In Weston, find yourself surrounded by the Green Mountains. Discover the sprawling mountain range along a network of trails snaking through town.

Visit Weston in any season. Enjoy spectacularly colored trees in the fall. In winter months, take advantage of its close proximity to seven major downhill ski areas: Bromley Mountain, Magic Mountain, Okemo Mountain, Stratton Mountain, Pico, Mount Snow and Killington. In less than an hour’s drive, transition from strolling around Farrar Park to skiing down one of the snowy mountains.

The Weston

The Weston

5 out of 5
630 Main St Weston VT
The price is CA $523 per night from Nov 2 to Nov 3
CA $523
CA $570 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this luxury guesthouse in Weston. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Weston Playhouse and Mill Museum ...
The Weston
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
The price is CA $168 per night from Oct 25 to Oct 26
CA $168
CA $185 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Rutland - Killington
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
The price is CA $190 per night from Oct 19 to Oct 20
CA $190
CA $220 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,005 reviews)
"The staff was wonderfull. The room was clean but we were on the bottom floor so it was a little noisy above us with people walking around most of the night. Breakfast was delicious."

Reviewed on Oct 14, 2026

The Mountain Inn at Killington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
3387 East Mountain Road Killington VT
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9/10 Wonderful! (70 reviews)
"It is a wonderful place to stay at any time for coming foliage or ski. The location is excellent, quiet and very clean inside. We felt like at home, We will stay again when we visit woodstook area next time."

Reviewed on Oct 15, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Ludlow VT
Book a stay at this family-friendly vacation home in Ludlow. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Okemo Mountain Resort and ...
9.6/10 Exceptional! (146 reviews)
"Great cabin in the pines. Host very communicative and answered all our questions with good response time. Property was clean and well maintained. Definitely would book this one again!"

Reviewed on Sep 25, 2026

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Mountain Green

Mountain Green

2 out of 5
133 E Mountain Rd Killington Killington VT
Stay at this condo in Killington. Enjoy free parking, a picnic area, and an indoor pool. Popular attractions Killington Resort and Black Dog Sports are located ...
Mountain Green
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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