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Vermont: Pimp my trip....

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Any help would be great. I feel especially worried about hitting anything schlocky. Also worried about most of my food options, other than places like Hen of the Woods. I know there's a lot below, but I figure that may help someone in my position in the future.

Okay, a few notes.
* = places definitely going
- = places I'd be interested in going
>>> = places we're definitely eating
> = places I'd be interested in eating
===> = places we're staying

Main help I'm looking for is:

1) Knowing what places aren't worth being on the list for whatever reason.
2) Places that aren't on the list that should be a high priority.
3) Places to eat, especially for Friday lunch around Burlington and Tuesday lunch between Burlington and Bennington, and Tuesday dinner near Bennington. Wednesday breakfast near Bennington also.

Not really interested in ethnic eats that I can get significantly better elsewhere in the United States. Not that interested in high end unless there aren't other options. For high end, only interested in locavorish, Vermont-oriented places. Most interested in rustic, New England comfort foods, though I realize that's a long-shot.

WEDNESDAY, OCTOBER 14th -- SUNSET 6:10pm
Albany -> Lenox 50mi -> Amherst 60mi -> Montague 10mi -> Vermont 20mi -> White River Jct 70mi == 210mi
* 11:30am: Arrive at Albany Airport
* Edith Wharton Estate (1pm Tour, 2pm Garden Tour), Lenox, MA
> Webster's Fish Hook, 391 Damon Rd, Northamption, MA, (413) 586-3190
* Emily Dickinson House, Amherst, MA, Closes at 4pm.
* Montague Book Mill, Montague, MA, Closes at 6pm.
> Chelsea Royal Diner, 487 Marlboro Rd, Brattleboro, VT, (802) 254-8399
> LA Burdick Chocolate Cafe & Brasserie, 47 Main Street, Walpole, NH, (603) 756-9058
> Simon Pearce, 1760 Quechee Main Street, Quechee, VT, (802) 295-1470, Open til 9pm

==> Hampton Inn, White Junction, VT

THURSDAY, OCTOBER 15th
White River Jct -> Woodstock 15mi -> Waterbury via SR 100 75mi == 90mi
> Tuckerbox, 1 S Main St, White River Jct, VT, (802) 359-4041 -- Espresso
- Cob Hill Cheese, Hartland, (802) 436-4360
- Vermont Water Buffalo, South Woodstock
- Billings Farm, Woodstock
- Thistle Hill Farm, North Pomfret, (802) 457-9349
- Vermont Butter & Cheese, Websterville
- Fat Toad Farm, Brookfield
- Jasper Hill, Greensboro, (802) 533-2566
- Waterbury Farmers Market, 3pm-7pm
- Ben & Jerry's Factory Tour, Waterbury. 10am-6pm
- Cold Hollow Cider Mill, Waterbury. 8am-6pm.
> Red Hen Baking, 961B US Route 2, Middlesex, (802) 223-5200, Open til 6pm
> Wayside Diner, Berlin, 1873 US-302, Berlin, (802) 223-6611, Breakfast/Lunch

>>> Dinner @ Hen of the Wood, Waterbury - 8pm reservation.
==> Stagecoach Inn Room #1, Waterbury, VT, talked with John, check-in before 8pm after 3pm

FRIDAY, OCTOBER 16th
Waterbury -> Burlington 30mi -> Montreal 90mi == 120mi
- Ben & Jerry's Factory Tour, Waterbury. 10am-6pm
- Cold Hollow Cider Mill, Waterbury. 8am-6pm.
> Red Hen Baking, 961B US Route 2, Middlesex, (802) 223-5200, Open til 6pm
> Wayside Diner, Berlin, 1873 US-302, Berlin, (802) 223-6611, Breakfast/Lunch
- Jasper Hill, Greensboro, (802) 533-2566
- Church Street Marketplace, Burlington
- Shelburne Farms, Open til 4pm
- Shelburne Museum
- Willow Hill Farm, Milton, (802) 893-2963
- Boyden Valley Winery, Cambridge, Open til 5pm
- Green Mountain Blue Cheese, Highgate Center, (802) 868-4193

==> Place Dupuis, Montreal

** SATURDAY, SUNDAY, MONDAY IN MONTREAL **

TUESDAY, OCTOBER 20th
Burlington -> Middlebury 30mi -> Arlington 80mi -> Bennington 20mi === 130mi
- Boyden Valley Winery, Cambridge, Open til 5pm
- Church Street Marketplace, Burlington
- Shelburne Museum
- Middlebury Falls
- Twig Farm, West Cornwall
- Champlain Orchards, Shoreham
- Consider Bardwell Farms, West Pawlet, (802) 645-9928
* Norman Rockwell Exhibit, Arlington, 10am to 5pm.
- Walloomsac Farmers Market, Bennington, 3:30pm - 5:30pm
- Bennington Museum. Closes at 5pm. Closed Wednesday.

WEDNESDAY, OCTOBER 21st

* Arrive at Albany Airport, 11:00am, for 1:00pm flight

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  1. Gotta say this looks like a really good list. :)

    1 Reply
    1. re: Morganna

      I agree, but I strongly suggest that you find at least an hour ot two for a quiet walk/hike in rural Vermont. The leaves are quite nice this year. I think that long after you have forgotten about the Ben and Jerry's or Cold Hollow tours, you will remember the walk/hike.

    2. A few comments based on my experience:

      > Simon Pearce, 1760 Quechee Main Street, Quechee, VT, (802) 295-1470, Open til 9pm
      Don't forget to explore the building. We've only been there for lunch, aiming for as soon as restaurant opens to get a table overlooking the river. They generate their own hydro-electric power. Of course, if you eat after dark, you won't be able to see the view.

      You didn't list King Arthur Flour in Norwich VT. Need any baking supplies?

      THURSDAY, OCTOBER 15th
      White River Jct -> Woodstock 15mi -> Waterbury via SR 100 75mi == 90mi
      > Tuckerbox, 1 S Main St, White River Jct, VT, (802) 359-4041 -- Espresso
      - Cob Hill Cheese, Hartland, (802) 436-4360
      - Vermont Water Buffalo, South Woodstock
      - Billings Farm, Woodstock
      MY husband and FIL loved Billings Farm.
      - Thistle Hill Farm, North Pomfret, (802) 457-9349
      - Vermont Butter & Cheese, Websterville
      - Fat Toad Farm, Brookfield
      - Jasper Hill, Greensboro, (802) 533-2566
      - Waterbury Farmers Market, 3pm-7pm
      - Ben & Jerry's Factory Tour, Waterbury. 10am-6pm
      Factory tour is pretty much a tourist trap. OK if you've never been on such a tour but it's all behind glass windows with small samples at the end. Since you are short on time, suggest you skip it. If you like ice cream you might look for other locally made places.
      - Cold Hollow Cider Mill, Waterbury. 8am-6pm.
      Another favorite with tourists, expect crowds. If you're looking for cider, find an orchard that sells their own. My husband grew up on an apple farm and the smell of fresh cider can scent the air for miles. Maybe someone else can recommend a VT orchard.

      > Red Hen Baking, 961B US Route 2, Middlesex, (802) 223-5200, Open til 6pm
      > Wayside Diner, Berlin, 1873 US-302, Berlin, (802) 223-6611, Breakfast/Lunch

      >>> Dinner @ Hen of the Wood, Waterbury - 8pm reservation.
      ==> Stagecoach Inn Room #1, Waterbury, VT, talked with John, check-in before 8pm after 3pm

      FRIDAY, OCTOBER 16th
      Waterbury -> Burlington 30mi -> Montreal 90mi == 120mi
      - Ben & Jerry's Factory Tour, Waterbury. 10am-6pm
      - Cold Hollow Cider Mill, Waterbury. 8am-6pm.
      > Red Hen Baking, 961B US Route 2, Middlesex, (802) 223-5200, Open til 6pm
      > Wayside Diner, Berlin, 1873 US-302, Berlin, (802) 223-6611, Breakfast/Lunch
      - Jasper Hill, Greensboro, (802) 533-2566
      - Church Street Marketplace, Burlington
      - Shelburne Farms, Open til 4pm
      - Shelburne Museum
      Shelburne Museum can take up most of the day. Some people spend two days.

      - Willow Hill Farm, Milton, (802) 893-2963
      - Boyden Valley Winery, Cambridge, Open til 5pm
      We visited quite a few years ago and enjoyed a tasting.

      - Green Mountain Blue Cheese, Highgate Center, (802) 868-4193

      ==> Place Dupuis, Montreal

      ** SATURDAY, SUNDAY, MONDAY IN MONTREAL **

      TUESDAY, OCTOBER 20th
      Burlington -> Middlebury 30mi -> Arlington 80mi -> Bennington 20mi === 130mi
      - Boyden Valley Winery, Cambridge, Open til 5pm
      - Church Street Marketplace, Burlington
      - Shelburne Museum
      - Middlebury Falls
      - Twig Farm, West Cornwall
      - Champlain Orchards, Shoreham
      - Consider Bardwell Farms, West Pawlet, (802) 645-9928
      * Norman Rockwell Exhibit, Arlington, 10am to 5pm.
      - Walloomsac Farmers Market, Bennington, 3:30pm - 5:30pm
      - Bennington Museum. Closes at 5pm. Closed Wednesday.

      If you are interested in classic cars, Hemmings Motor News has an interesting gift shop and small museum. We visited Pizza on Earth in Charlotte VT summer 2008. While I didn't think it was the best pizza, it was fun to sit and eat at a picnic table outside their bake shop. You need really good directions. This has to be Vermont's most unique pizza place. Check website for hours which are also unusual.

      For rustic, New England comfort foods I think of a good church or grange supper serving (what else?) baked beans, an assortment of salads and pies for dessert but it has to be one that still has contributions from great pie bakers who I think are a dying breed (and same on me because I never bothered to learn to make a good pie while my MIL was alive). Our local NH church supper usually has two kinds of baked beans, a half decent assortment of salads and a couple of great pie bakers. You really need recommendations because not every public benefit supper is good. Usually held on a Sat night.

      4 Replies
      1. re: dfrostnh

        Thanks. Just the type of insights I was looking for. Yeah, I've been combing through looking for a church supper or grange supper, but with us being there Wed/Thu/Tue there haven't been a lot of options.

        1. re: extramsg

          If you like chocolate, take the ride from Waterbury toward Stowe to Laughing Moon Chocolates. Small place on the left by Mac's Market. Really excellent, especially the salted caramels. Also, you will pass a few small stores including the Cabot cheese outlet that are worth stopping at.

          1. re: TonyO

            ooo now I gotta go check this out! Thanks Tony!

            1. re: TonyO

              The salted caramels are awesome, but I'm partial to the chili chocolates myself. :-)

        2. A note about the Bufala di Vermont...their website suggests that they recently moved operations to Canada. I don't believe you'll be able to visit the farm. I was up in Woodstock this past weekend visiting On The Edge Farm, and she confirmed that the Vermont Water Buffalo Farm is no longer operating in South Woodstock.