Highwood Retreat
Quick Facts
Why Springfield & Southern Vermont
Springfield sits in Southern Windsor County along the Black River, known locally as the “Home of the Simpsons” after winning a hometown movie premiere contest in 2007. The town is home to the Stellafane Observatory, the world’s oldest amateur astronomical observatory still in use, and sits within reach of picturesque nearby towns like Chester and Woodstock, plus Mt. Ascutney’s hiking trails and sweeping views.
Highwood Retreat is a meticulously curated, ultra-luxury glamping property that sets the bar for the category, with room-service charcuterie boards and crystal wine glasses making this genuine special-occasion territory.
What Makes It Special
- Location: Springfield, in Southern Windsor County
- Setting: Ultra-luxury, meticulously curated
- Site type: Safari tents
- Amenities: Heated mattresses, room service with charcuterie boards, robes and slippers, wood-burning stove
- Recreation: Hiking and wildlife viewing
Pro Tips for Booking
Order the room-service charcuterie board. Paired with crystal wine glasses, it’s a genuine standout that sets this property apart from typical glamping.
Visit Stellafane Observatory. The world’s oldest amateur astronomical observatory still in use is a short drive away.
Save it for a proposal or milestone anniversary. The vintage furnishings and detail-obsessed service make this genuinely special-occasion territory.
What to Do Around Here
- Room-service charcuterie boards and crystal wine glasses
- Stellafane Observatory, the world’s oldest amateur observatory still in use
- Hiking Mt. Ascutney for sweeping Vermont and New Hampshire views
- The Toonerville Trail along the Black River
- Nearby Chester and Woodstock, both picturesque Vermont towns
