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Guidebook for Wilmington, VT

Abigail

Guidebook for Wilmington, VT

Food Scene
Dot's is a local favorite. It's a short drive from the cabin and right on Main Street near several cute shops. The menu is classic diner fare -- good quality and good prices. It's family friendly and has an OK selection of beer and wine. They're open for breakfast, lunch, and dinner; but they close at 8pm during the week and 9pm on weekends. Closed Mondays. Can get busy - if there's a wait, we'd recommend MLT, Jezebels, or Village Roost.
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Dot's
3 West Main Street
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Dot's is a local favorite. It's a short drive from the cabin and right on Main Street near several cute shops. The menu is classic diner fare -- good quality and good prices. It's family friendly and has an OK selection of beer and wine. They're open for breakfast, lunch, and dinner; but they close at 8pm during the week and 9pm on weekends. Closed Mondays. Can get busy - if there's a wait, we'd recommend MLT, Jezebels, or Village Roost.
The Village Roost is an informal cafe / restaurant right on Main Street near several cute shops. They have great coffee and all natural sandwiches, salads, soups, and baked goods. Most, if not all, of their food is organic. It's a casual place - you order at the counter and they bring you your food. It's a little pricey for an informal spot, but high quality. The room in the back has board games and a few comfy chairs - you can sit and drink your coffee as long as you like.
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The Village Roost
20 W Main St
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The Village Roost is an informal cafe / restaurant right on Main Street near several cute shops. They have great coffee and all natural sandwiches, salads, soups, and baked goods. Most, if not all, of their food is organic. It's a casual place - you order at the counter and they bring you your food. It's a little pricey for an informal spot, but high quality. The room in the back has board games and a few comfy chairs - you can sit and drink your coffee as long as you like.
The Last Chair is a great place for families and big groups (not for those wanting a quiet dinner out). It's about a 12 minute drive from the cabin over in Dover, VT. The menu is traditional american and decent (they also have pizza), but the main reason it's good for families is the "kid zone" - a huge arcade with video games, skee ball, air hockey, etc.
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The Last Chair Bar & Grill
267 Vermont 100
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The Last Chair is a great place for families and big groups (not for those wanting a quiet dinner out). It's about a 12 minute drive from the cabin over in Dover, VT. The menu is traditional american and decent (they also have pizza), but the main reason it's good for families is the "kid zone" - a huge arcade with video games, skee ball, air hockey, etc.
In summer Wahoo's is a must. It's a little roadside stand just up the road on 100 that serves fantastic burgers and hot dogs, as well as a few unexpected natural and vegetarian items. They also have great ice cream. If you're getting soft-serve, I strongly advise getting a "small" -- the "regular" is enormous. :)
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Wahoo's
2 Whites Road
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In summer Wahoo's is a must. It's a little roadside stand just up the road on 100 that serves fantastic burgers and hot dogs, as well as a few unexpected natural and vegetarian items. They also have great ice cream. If you're getting soft-serve, I strongly advise getting a "small" -- the "regular" is enormous. :)
Anchor is a really solid seafood spot. Their dinner menu is a bit on the pricier side ($20-$40 mains), but the lunch menu is very affordable. It's kid-friendly and has Fiddlehead IPA on tap, among other great craft brews.
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Anchor Seafood Restaurant
8 South Main Street
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Anchor is a really solid seafood spot. Their dinner menu is a bit on the pricier side ($20-$40 mains), but the lunch menu is very affordable. It's kid-friendly and has Fiddlehead IPA on tap, among other great craft brews.
Maple Leaf Tavern is a great little spot. Definitely more of a restaurant than a bar. Their dinner menu is a bit pricey for a tavern, but the quality of the food is really quite high and if you're on a budget - their burger is great and reasonably priced. Wings are great too. The on-tap beer selection is solid.
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Maple Leaf Tavern
3 North Main Street
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Maple Leaf Tavern is a great little spot. Definitely more of a restaurant than a bar. Their dinner menu is a bit pricey for a tavern, but the quality of the food is really quite high and if you're on a budget - their burger is great and reasonably priced. Wings are great too. The on-tap beer selection is solid.
Jezebel's is a quirky spot, but the food is really outstanding. My favorite are the sweet potato fries with maple sour cream dipping sauce! Their sandwiches are great, chicken pot pie, you name it.
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Jezebel's Eatery
28 West Main Street
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Jezebel's is a quirky spot, but the food is really outstanding. My favorite are the sweet potato fries with maple sour cream dipping sauce! Their sandwiches are great, chicken pot pie, you name it.
Good little Mexican restaurant with a fun atmosphere. Family-friendly and nice outdoor seating.
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La Casita
14 S Main St
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Good little Mexican restaurant with a fun atmosphere. Family-friendly and nice outdoor seating.
Cask & Kiln is the best place for an upscale meal in Wilmington. It's a short drive from the cabin and right on the corner of Main Street in town, so it's also well-situated for a little walk around town before or after you eat. They also have a fantastic brunch. If you're going with a big group or during busy season, I'd recommend making a reservation. There's also a nice lounge/bar that is open until about midnight.
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Cask & Kiln Kitchen
4 North Main Street
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Cask & Kiln is the best place for an upscale meal in Wilmington. It's a short drive from the cabin and right on the corner of Main Street in town, so it's also well-situated for a little walk around town before or after you eat. They also have a fantastic brunch. If you're going with a big group or during busy season, I'd recommend making a reservation. There's also a nice lounge/bar that is open until about midnight.
Truly outstanding cinnamon buns and other treats. It's a bit of a drive from our place, but on the way to Mount Snow!
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Sticky Fingers Bakery
210 Vermont 100
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Truly outstanding cinnamon buns and other treats. It's a bit of a drive from our place, but on the way to Mount Snow!
Southern Vermont isn't famous for its pizza and while most of the local spots are fine, they aren't outstanding. We think Tony's is the best and well-worth the drive from our place.
Tony's Pizza
194 Vermont 100
Southern Vermont isn't famous for its pizza and while most of the local spots are fine, they aren't outstanding. We think Tony's is the best and well-worth the drive from our place.
La Toscanella serves a more personal-pan style Italian pizza with lots of vegetarian options for toppings. Super tasty, but if you're looking for mozz sticks and chicken parm, go next door to Tony's.
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Pizzeria La Toscanella
148 Vermont 100
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La Toscanella serves a more personal-pan style Italian pizza with lots of vegetarian options for toppings. Super tasty, but if you're looking for mozz sticks and chicken parm, go next door to Tony's.
Parks & Nature
The trail head is just up the road from the cabin (5 minute drive or about 40 minute walk). The hike itself is a 4.0 mile out and back (not a loop) trail to the summit of Haystack Mountain with about 1000 feet elevation change, classified as "moderate" by All Trails (you can get more reviews and info on their website). Depending on the hiker, it may take 2-3 hours round-trip. We love this hike because of its proximity to the house (obviously), but also because you rarely run into any other hikers. There are gorgeous views from the summit.
Mount Haystack Trail
184 Upper Dam Rd
The trail head is just up the road from the cabin (5 minute drive or about 40 minute walk). The hike itself is a 4.0 mile out and back (not a loop) trail to the summit of Haystack Mountain with about 1000 feet elevation change, classified as "moderate" by All Trails (you can get more reviews and info on their website). Depending on the hiker, it may take 2-3 hours round-trip. We love this hike because of its proximity to the house (obviously), but also because you rarely run into any other hikers. There are gorgeous views from the summit.
The Valley Trail connects the villages of Wilmington and Dover. The southern end of the trail is located off Route 9 in the center of Wilmington across from Reardon’s Crossing Bridge - the northern end terminates at Mount Snow in Dover. Nine trailheads and parking areas along the way and several spurs off the main trail enable users to hike all or part of the trail. One "easy" option: at the trail junction across the bridge in town, the Riverwalk splits into two footpaths forming a small loop that takes 5 minutes to walk. At the top of the loop, hikers can turn right and follow the trail for 1.5 miles to Harriman Reservoir.
Valley Trail
The Valley Trail connects the villages of Wilmington and Dover. The southern end of the trail is located off Route 9 in the center of Wilmington across from Reardon’s Crossing Bridge - the northern end terminates at Mount Snow in Dover. Nine trailheads and parking areas along the way and several spurs off the main trail enable users to hike all or part of the trail. One "easy" option: at the trail junction across the bridge in town, the Riverwalk splits into two footpaths forming a small loop that takes 5 minutes to walk. At the top of the loop, hikers can turn right and follow the trail for 1.5 miles to Harriman Reservoir.
There are several trails throughout the park, but the Mount Olga Trail is great for all skill levels. The hike is an easy 1.6 mile loop (469 feet elevation change) that features a fire tower with a 360-degree view of southern Vermont and northern Massachusetts. The trail leaves the picnic area from the right side of the ranger cabin - you can ask around there for assistance. The park entrance is about a 12 minute drive from the cabin, east on Route 9 (also a gorgeous drive).
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Molly Stark State Park
705 VT-9
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There are several trails throughout the park, but the Mount Olga Trail is great for all skill levels. The hike is an easy 1.6 mile loop (469 feet elevation change) that features a fire tower with a 360-degree view of southern Vermont and northern Massachusetts. The trail leaves the picnic area from the right side of the ranger cabin - you can ask around there for assistance. The park entrance is about a 12 minute drive from the cabin, east on Route 9 (also a gorgeous drive).
This is the closest beach access to our house (about 10 min drive). It's a beautiful picnic area right on the water, with plenty of space in the sun for picnic blankets; as well as several picnic tables and charcoal grills that are all open to the public. There are stone steps to get down into the water. It's sunniest in the morning until about 1 or 2pm and some prefer to wear water shoes when swimming in the lake, because of the rocks. Floats and inner-tubes are always a great idea! For the adventurous: if you keep walking down the service road, past the main picnic area there is a rope swing into the water.
Mt. Mills West Picnic Area
1 Woods Rd
This is the closest beach access to our house (about 10 min drive). It's a beautiful picnic area right on the water, with plenty of space in the sun for picnic blankets; as well as several picnic tables and charcoal grills that are all open to the public. There are stone steps to get down into the water. It's sunniest in the morning until about 1 or 2pm and some prefer to wear water shoes when swimming in the lake, because of the rocks. Floats and inner-tubes are always a great idea! For the adventurous: if you keep walking down the service road, past the main picnic area there is a rope swing into the water.
One of several lakefront parks for beach access and picnics along the Harriman Reservoir. Also known as "Ward's Cove" - this is a really lovely spot. There are 10-12 picnic sites, each with picnic table and grill and a small beach. Note that if you walk through the woods 5-10 minutes past the main picnic area there is a nude sunbathing area. As with other lake beaches - it is advisable to wear water shoes (Tevas, etc.) to avoid hurting your feet on the rocks.
The Ledges
One of several lakefront parks for beach access and picnics along the Harriman Reservoir. Also known as "Ward's Cove" - this is a really lovely spot. There are 10-12 picnic sites, each with picnic table and grill and a small beach. Note that if you walk through the woods 5-10 minutes past the main picnic area there is a nude sunbathing area. As with other lake beaches - it is advisable to wear water shoes (Tevas, etc.) to avoid hurting your feet on the rocks.
Also known as "Mt Mills East" picnic area, this lake-access park is directly across the water from "Mt Mills West" and has an abundance of picnic facilities. Note - due to its close proximity to the boat launch, the area can be a bit crowded.
Swimming Area at Harriman Reservoir
Also known as "Mt Mills East" picnic area, this lake-access park is directly across the water from "Mt Mills West" and has an abundance of picnic facilities. Note - due to its close proximity to the boat launch, the area can be a bit crowded.
Jamaica state park is a really lovely state park to visit in spring, summer, and fall. It's about a 30-minute drive from our house. There are: picnic facilities, overnight camping, a nature center with programs for children, and several hiking trails. The old West River Railroad trail is universally-accessible and great for easy walking, jogging or biking. Open to all foot travel and bicycles. The trail meanders along the West River, following the old bed of the West River Railroad. The trail is stroller-friendly.
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Jamaica State Park
48 Salmon Hole Lane
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Jamaica state park is a really lovely state park to visit in spring, summer, and fall. It's about a 30-minute drive from our house. There are: picnic facilities, overnight camping, a nature center with programs for children, and several hiking trails. The old West River Railroad trail is universally-accessible and great for easy walking, jogging or biking. Open to all foot travel and bicycles. The trail meanders along the West River, following the old bed of the West River Railroad. The trail is stroller-friendly.
Grout pond recreation area is a great spot with picnic facilities, several hiking trails, swimming, and overnight camping. It's about 30 min drive from our place and is truly a hidden gem.
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Grout Pond
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Grout pond recreation area is a great spot with picnic facilities, several hiking trails, swimming, and overnight camping. It's about 30 min drive from our place and is truly a hidden gem.
Timber Creek has groomed cross country ski trails as well as snowshoeing trails and rents equipment for adults and children.
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Timber Creek Cross Country Ski
13 Tanglewood Road
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Timber Creek has groomed cross country ski trails as well as snowshoeing trails and rents equipment for adults and children.
Essentials
River Valley Market (about 10 min drive from the cabin) is a small, locally-owned grocery store with all the basic essentials you need, plus a very nice selection of local, Vermont products (cheeses, cured meats, etc.). They also have a good selection of beer and wine. Some items are more expensive here than at Shaw's Supermarket, but the atmosphere is more pleasant.
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River Valley Market
661 Vermont 100
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River Valley Market (about 10 min drive from the cabin) is a small, locally-owned grocery store with all the basic essentials you need, plus a very nice selection of local, Vermont products (cheeses, cured meats, etc.). They also have a good selection of beer and wine. Some items are more expensive here than at Shaw's Supermarket, but the atmosphere is more pleasant.
Shaw's Supermarket is a 7 minute drive away, through town. It's the closest supermarket and also has a Redbox DVD rental kiosk out front (accessible 24 hrs). The store is open every day from 7am to 9pm.
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Shaw's
97 East Main Street
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Shaw's Supermarket is a 7 minute drive away, through town. It's the closest supermarket and also has a Redbox DVD rental kiosk out front (accessible 24 hrs). The store is open every day from 7am to 9pm.
This beer, wine, and liquor market has a great selection and even has local brews on tap. You can borrow the growler from our house (it's in the kitchen cupboard) and fill it up at Ratu's. Beer drinkers can't visit Vermont without sampling the local brews!
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Ratu's Liquor & Market
34 W Main St
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This beer, wine, and liquor market has a great selection and even has local brews on tap. You can borrow the growler from our house (it's in the kitchen cupboard) and fill it up at Ratu's. Beer drinkers can't visit Vermont without sampling the local brews!
Drinks & Nightlife
The Saloon is about a 15 minute drive from the house, over in Dover, VT. It doesn't have the "western theme" you might expect from the name and the exterior, and is a pretty pleasant atmosphere. They also have a decent bar food menu.
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The Saloon
126 VT-100
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The Saloon is about a 15 minute drive from the house, over in Dover, VT. It doesn't have the "western theme" you might expect from the name and the exterior, and is a pretty pleasant atmosphere. They also have a decent bar food menu.
Short drive from the house. Classic pub with decent bar food. Thursday open mic night and Friday karaoke. Generally showing whatever football, hockey, or baseball game is on. Open until 2am.
Wilmington Village Pub
7 S Main St
Short drive from the house. Classic pub with decent bar food. Thursday open mic night and Friday karaoke. Generally showing whatever football, hockey, or baseball game is on. Open until 2am.
Short drive from our cabin on route 9, this brewery sits up on a hill overlooking the "100-mile view" on Hogback Mountain. The beer is pretty good (not the best you'll find in Vermont, by any means, but good), but the view is unbeatable. The food is really outstanding, though. Andrzejs Polish Kitchen sets up in a food truck outside and it's really extremely delicious and authentic Polish food. The bar also serves wine, is family-friendly, and is dog-friendly.
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Beer Naked Brewery
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Short drive from our cabin on route 9, this brewery sits up on a hill overlooking the "100-mile view" on Hogback Mountain. The beer is pretty good (not the best you'll find in Vermont, by any means, but good), but the view is unbeatable. The food is really outstanding, though. Andrzejs Polish Kitchen sets up in a food truck outside and it's really extremely delicious and authentic Polish food. The bar also serves wine, is family-friendly, and is dog-friendly.
Snow Republic opened last season and has been a great addition to the local bar/food scene. They have a large indoor area with tons of bar games and a big outdoor area as well with several fire pits and comfy chairs. A food truck serves pizza and other items, but mostly it’s just a fun spot. Plus, if you’re a soccer fan - they show games on the big screen.
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Snow Republic Brewery
33 Vermont 100
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Snow Republic opened last season and has been a great addition to the local bar/food scene. They have a large indoor area with tons of bar games and a big outdoor area as well with several fire pits and comfy chairs. A food truck serves pizza and other items, but mostly it’s just a fun spot. Plus, if you’re a soccer fan - they show games on the big screen.
Sightseeing
The "Molly Stark Scenic Byway" is 48 miles of Vermont Route 9 running from Brattleboro to Bennington. There are tons of beautiful stopping places along the way, but the Hogback Mountain overlook is just one to point out. For those that want to enjoy nature, but aren't able to get out on foot - this scenic drive is a great option.
Hogback Mountain Conservation Area
The "Molly Stark Scenic Byway" is 48 miles of Vermont Route 9 running from Brattleboro to Bennington. There are tons of beautiful stopping places along the way, but the Hogback Mountain overlook is just one to point out. For those that want to enjoy nature, but aren't able to get out on foot - this scenic drive is a great option.
Brattleboro is about a 35 minute drive east of Wilmington and a really cool town. Though still a small town (pop. about 15K) it's quite a bit more active than Wilmington. There are several nice restaurants, bars, and breweries -- and the iconic Latchis Theater, which (in addition to movies) has concerts and other special events.
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Brattleboro
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Brattleboro is about a 35 minute drive east of Wilmington and a really cool town. Though still a small town (pop. about 15K) it's quite a bit more active than Wilmington. There are several nice restaurants, bars, and breweries -- and the iconic Latchis Theater, which (in addition to movies) has concerts and other special events.
Bennington is about 30 minutes west on Route 9 and, similar to Brattleboro, has a bit more going on than the villages of Wilmington and Dover. There's a variety of restaurants, bars, and breweries. The 48-mile drive from Bennington to Brattleboro is one of southern Vermont's most famous scenic byways.
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Bennington
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Bennington is about 30 minutes west on Route 9 and, similar to Brattleboro, has a bit more going on than the villages of Wilmington and Dover. There's a variety of restaurants, bars, and breweries. The 48-mile drive from Bennington to Brattleboro is one of southern Vermont's most famous scenic byways.
Entertainment & Activities
Mt Snow is the premiere ski resort in the area. Definitely check out their website for the Snow Report and discounted Lift Tickets (often $20 cheaper than buying onsite). Note that guidelines, including mandatory reservations, are also listed on their website.
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Mount Snow Grand Summit Resort
89 Grand Summit Way
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Mt Snow is the premiere ski resort in the area. Definitely check out their website for the Snow Report and discounted Lift Tickets (often $20 cheaper than buying onsite). Note that guidelines, including mandatory reservations, are also listed on their website.