Sukkot 2026 brought long meals in the sukkah, meaningful davening, an indoor pool, hot tub and a mountain house full of people spending Chag together. Explore the weekend, then join the list for what comes next.
Dover, Vermont · September 25–28, 2026Stay in the loop
Use this one form to join the general Hamsa Nomads interest list. Choose Sukkot specifically, future retreats and trips, or everything. When the next program is ready, you’ll hear about it there.
Sukkot 2026 from the Northeast
In 2026, Hamsa Nomads spent September 25–28 with young Jewish professionals and young families at a mountain house in Dover, southern Vermont. Kosher meals, a sukkah, minyan and space to spend Chag together were part of the retreat.
About 3½ hours from NYC to Bennington is a regional reference. The retreat house is in Dover, beyond Bennington; allow additional driving time and check your route from home. For a future retreat, join the interest list so transportation details can be shared when dates and locations are confirmed.
Make it a long weekend for Sukkot. Plan your drive from Philadelphia to Dover and allow time for Friday traffic and stops. For future retreats, transportation details are shared once the location is confirmed.
Guests joined the 2026 retreat from across the Northeast, including Greater Boston. Future Vermont retreats will use the same practical approach to driving, Shabbos timing and group coordination.
The 2026 Vermont location was reachable from Hartford and other parts of Connecticut. Future retreat transportation details will be shared once the location is confirmed.
Travel times vary with departure point, traffic and stops. For future retreats, confirmed guests receive the exact house address and arrival instructions before the weekend.
For future retreats, shared transportation may be coordinated from Baltimore or other cities depending on the route and level of interest.
The map shows Dover, the retreat town. Confirmed guests receive the exact house address.
Sukkot Program 2026
The retreat is centered on Sukkot itself: festive meals in the sukkah, minyan and tefillah, meaningful Torah learning, the Four Kinds — lulav and etrog — and the joy of spending Yom Tov together in the Vermont mountains.
Check-in is around 3:00 PM on Friday, September 25, and the main retreat checks out Monday, September 28 at 10:00 AM. The retreat begins with the first nights of Sukkot and continues into Chol Hamoed, giving the group four days and three nights together on the estate. An optional Vermont Trek extension continues through Tuesday, September 29.
Between meals, davening and learning, there is time to swim, use the hot tub and game room, enjoy the mountain setting, talk, rest and spend time with a curated group. Food and meals are included in every published accommodation price.
The retreat
Sukkah meals, tefillah, Torah learning and the Four Kinds shape the Chag. The estate adds another layer: an indoor swimming pool, hot tub, game room, gym, large shared spaces and the Green Mountains just outside.
The group is curated so meals, learning and downtime feel personal. There is a real program, but also enough room to swim, play, walk outside, have long conversations or simply enjoy the property.
The main retreat · September 25–28
This is the rhythm of the weekend, not a minute-by-minute itinerary. Davening and meals anchor the Chag; the rest stays flexible for games, workshops, walks, conversations, downtime and the estate.
There will be structure when it matters, but we are leaving real space for people to relax, meet each other, use the house and let the weekend happen naturally.
Check-in is around 3 PM. Get your room, meet everyone, spend time around the sukkah and ease into the weekend.
Rooming, snacks, introductions, casual games and time to get comfortable before Chag.
A long meal in the sukkah, conversation, singing and an easy late-night hangout for whoever is still up.
Davening and meals give the day its rhythm, with plenty of open time around them.
Shacharit, Hallel and the festival service, followed by time to reset before lunch.
Good food, conversations and no need to rush away from the table.
Board games, lawn games, walks, a light workshop or discussion, reading, resting and time with the group.
Another festive meal, followed by games, conversation and relaxed house time.
The religious parts stay central without turning the entire day into a timetable.
Shacharit, Hallel, lulav and etrog, with guidance available for anyone who wants it.
Lunch together plus one meaningful guest session or workshop.
Games, conversations, walks, downtime and whatever the group naturally gravitates toward.
Bonfire, music, hot drinks and a more open late-night hangout.
The main retreat wraps in the morning. Guests joining the Vermont Trek continue from there.
A simple final morning with time to pack and say goodbye.
A $70-per-person extension after the retreat. We carry a pop-up sukkah; food is not included.
The route stays flexible for weather and local conditions.
One extra night before the group heads home.
The public schedule is intentionally broad. Final davening, meal, workshop and activity times will be shared with the group closer to the retreat.
Featured guest
NYC-based professional boxer Brooklyn Barwick, known in the ring as “The Big Deal,” will join the Hamsa Nomads Sukkot retreat as a featured guest. It is one more layer to a retreat built around interesting people, real conversations and a curated group.
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“Thank you Moshe and Leah for a beautiful Shavuos!!! We had the best time!! So nice meeting everyone.”Shavuos guest
The same private-estate retreat idea, carried into Sukkot: meaningful Chag, shared space and enough time for the group to become familiar.
The Sukkot estate
The actual spaces for the retreat: bedrooms, shared rooms, dining space, indoor pool, game room, gym and the property outside.
Estate amenities
The retreat takes place on a private Southwest Vermont estate with indoor and outdoor spaces that are part of the Sukkot experience.
The setting
The sukkah, the Four Kinds and the joy of the Chag already bring people outdoors. In Southern Vermont, that happens against mountain views, cool evenings and the beginning of fall foliage — with substantial indoor space when the weather changes.
What’s nearby
For Chol Hamoed, free time, or time before and after the retreat, Southern Vermont has easy ways to get into the mountains and fall scenery. Seasonal operations vary, so specific lift and activity hours should be checked before going.
Mount Snow in fall
Mount Snow is a four-season resort in the Green Mountains. Warm-weather offerings include mountain biking and scenic escapes, and the Deerfield Valley tourism office lists the Bluebird Express scenic chairlift on select days from May through October. These are optional nearby ideas rather than guaranteed retreat programming because operating calendars can change.
Included
Why this format
Shared meals, davening and Torah learning give the retreat its rhythm, while the pool, hot tub, games, mountain setting and communal spaces make the hours in between feel like part of the experience too.
Behind the scenes · Sukkot 2026
From a late Thursday-night build to gathering schach and decorating on Friday, our Vermont Sukkot retreat started with everyone lending a hand.
Sukkot Retreat FAQ
The 2026 Hamsa Nomads Sukkot retreat took place September 25–28, 2026 in Dover, southern Vermont.
Yes. Use the interest form on this page to hear first when the next Sukkot retreat has dates, a location and registration details.
Yes. This page now uses the main Hamsa Nomads interest list. You can choose Sukkot, future retreats, trips and events, or everything.
The 2026 retreat included kosher meals, sukkah meals, minyan, tefillah, Torah learning, the Four Kinds, shared programming and use of the Vermont estate amenities.
The retreat was held on a private estate in Dover, southern Vermont, near Mount Snow and the Deerfield Valley.
Sukkot 2026 · Southwest Vermont
Join the main Hamsa Nomads interest list for the next Sukkot retreat and other upcoming retreats, trips and events.