Weston Travel Guide

Tourist 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 recognised 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 ฿13,071 per night from 25 Aug to 26 Aug
฿13,071
฿14,248 total
25 Aug - 26 Aug
includes taxes & fees
Stay at this luxury guesthouse in Weston. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Weston Playhouse and Mill Museum are located ...
10/10 Exceptional! (11 reviews)
"I cannot say enough wonderful things about our stay at The Weston. From the moment we arrived, it was clear this was a truly special place. The property is absolutely beautiful, with a timeless Vermont charm that feels both luxurious and welcoming. Every space is thoughtfully designed, impeccably ..."

Reviewed on 2 Aug 2026

The Weston
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
The price is ฿4,438 per night from 6 Sept to 7 Sept
฿4,438
฿5,126 total
6 Sept - 7 Sept
includes taxes & fees
Stay at this ski hotel in Killington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
The Mountain Inn at Killington
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
The price is ฿4,030 per night from 26 Aug to 27 Aug
฿4,030
฿4,433 total
26 Aug - 27 Aug
includes taxes & fees
Stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Comfort Inn Rutland - 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.
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
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
Stay at this ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I ...
9.2/10 Wonderful! (65 reviews)
"We completely. Enjoyed every second of this property We are now looking for. Homes. Near by! We. Would have rented this areas. /Condo. Of. At at. Possible. For. A. Few. Years etc; if there was an option, as well. As. Air. Conditioning on the lower level. A bit humid. But wonderful, beautiful home/condo, ..."

Reviewed on 3 Aug 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
761 Stratton Access Rd Stratton VT
Stay at this ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift ...
8.6/10 Excellent! (83 reviews)
"Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained"

Reviewed on 31 Jan 2026

Long Trail House at Stratton Mountain Resort
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.

Stay near popular Weston attractions