Brett & Caroline’s guidebook

Brett & Caroline
Brett & Caroline
Brett & Caroline’s guidebook

Food scene

This barbecue/bakery gem is our favorite neighbor because their smoker is always going and you can smell the meaty goodness as soon as you open the front door on a nice day! We recommend the Breakfast Cuban with Cuban coffee or an Apple Cider Mimosa for the perfect Sunday brunch.
28 lokal ang nagrerekomenda
Bonnie Blue Southern Market & Bakery
334 W Boscawen St
28 lokal ang nagrerekomenda
This barbecue/bakery gem is our favorite neighbor because their smoker is always going and you can smell the meaty goodness as soon as you open the front door on a nice day! We recommend the Breakfast Cuban with Cuban coffee or an Apple Cider Mimosa for the perfect Sunday brunch.
Hands down, our favorite restaurant in Winchester. The food quality is spectacular and the service is even better (especially if you sit at the sushi bar). Our menu go-tos are always the Chinatown Roll, Hong Kong Noodles or Bulgogi!
6 lokal ang nagrerekomenda
Chinatown Restaurant
1085 Millwood Pike
6 lokal ang nagrerekomenda
Hands down, our favorite restaurant in Winchester. The food quality is spectacular and the service is even better (especially if you sit at the sushi bar). Our menu go-tos are always the Chinatown Roll, Hong Kong Noodles or Bulgogi!
This quaint, southern style restaurant on the corner of Boscawen and the pedestrian mall also has a stellar selection of craft beers and wines. Home to the best fried chicken fritters in the world, according to Caroline.
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Water Street Kitchen
2 S Loudoun St
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This quaint, southern style restaurant on the corner of Boscawen and the pedestrian mall also has a stellar selection of craft beers and wines. Home to the best fried chicken fritters in the world, according to Caroline.
If you’re looking for a fine dining experience without the attitude, look no further than Water Street’s sister restaurant, Village Square. Winchester’s only raw bar also features a cozy lounge area with daily happy hour specials on cocktails, local beers on tap, and house labeled wine and whiskey.
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Village Square Restaurant
103 N Loudoun St
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If you’re looking for a fine dining experience without the attitude, look no further than Water Street’s sister restaurant, Village Square. Winchester’s only raw bar also features a cozy lounge area with daily happy hour specials on cocktails, local beers on tap, and house labeled wine and whiskey.
Best pizza on the walking mall, with two of the loveliest bartenders to ever work in this town! Other highlights include the house made liquor infusions and a brewery upstairs (Alesation).
14 lokal ang nagrerekomenda
Roma Old Town Wood Fired Pizzeria
21 N Loudoun St
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Best pizza on the walking mall, with two of the loveliest bartenders to ever work in this town! Other highlights include the house made liquor infusions and a brewery upstairs (Alesation).
If you have a craving for Indian food Sona is available on most food delivery apps, but is worth the visit to the restaurant to dine in an intimate, eclectic setting. Owned by a passionate and creative chef who pours his heart into every dish.
Sona Restaurant
2900 Valley Ave
If you have a craving for Indian food Sona is available on most food delivery apps, but is worth the visit to the restaurant to dine in an intimate, eclectic setting. Owned by a passionate and creative chef who pours his heart into every dish.
Caroline worked at this picturesque vineyard for years and found her passion for wine within this manor house’s walls. Brett took her here on one of their first dates and they shared a bottle of Stone Chimney Red while they made s’mores on a camping stove in the backyard. Full of history, hauntings (spoooooky!), and an assortment of libations, Valerie Hill is a must-visit when in Winchester!
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Valerie Hill Vineyard & Winery
1687 Marlboro Rd
26 lokal ang nagrerekomenda
Caroline worked at this picturesque vineyard for years and found her passion for wine within this manor house’s walls. Brett took her here on one of their first dates and they shared a bottle of Stone Chimney Red while they made s’mores on a camping stove in the backyard. Full of history, hauntings (spoooooky!), and an assortment of libations, Valerie Hill is a must-visit when in Winchester!
Brett and Caroline’s favorite brewery on the pedestrian mall located directly above Roma’s Old Town Pizzeria is the best spot for pizza and beer! Rumor has it they even have a Pizza Bier on the menu, but you’ll have to check it out to see if it really tastes like pizza or not.
9 lokal ang nagrerekomenda
Alesatian Brewing Company
21 & 23 N Loudoun St
9 lokal ang nagrerekomenda
Brett and Caroline’s favorite brewery on the pedestrian mall located directly above Roma’s Old Town Pizzeria is the best spot for pizza and beer! Rumor has it they even have a Pizza Bier on the menu, but you’ll have to check it out to see if it really tastes like pizza or not.
A sister vineyard/winery to Veramar in Berryville, James Charles brings contemporary vibes to a country setting. Live music on weekends.
25 lokal ang nagrerekomenda
James Charles Winery & Vineyard
4063 Middle Rd
25 lokal ang nagrerekomenda
A sister vineyard/winery to Veramar in Berryville, James Charles brings contemporary vibes to a country setting. Live music on weekends.
The best wine/beer shop on the walking mall. Charlie, the owner, is a sommelier as well as a personal friend of the hosts. She’s the go to for all beverage recommendations!
Murphy Beverage Company
167 N Loudoun St
The best wine/beer shop on the walking mall. Charlie, the owner, is a sommelier as well as a personal friend of the hosts. She’s the go to for all beverage recommendations!
Records and roasting beans make this spot perfect for those who enjoy excellent coffee and vintage vibes! They also double as an intimate live music venue in the back of the shop featuring local bands such as Caroline and Brett’s dear friends The Western Den (if you’ve never heard of them, look them up on Spotify ASAP!). Check the shop’s website or social media for shows happening while you are visiting.
18 lokal ang nagrerekomenda
Hopscotch Coffee & Records
250 Millwood Ave
18 lokal ang nagrerekomenda
Records and roasting beans make this spot perfect for those who enjoy excellent coffee and vintage vibes! They also double as an intimate live music venue in the back of the shop featuring local bands such as Caroline and Brett’s dear friends The Western Den (if you’ve never heard of them, look them up on Spotify ASAP!). Check the shop’s website or social media for shows happening while you are visiting.

Sightseeing

Right up the road a short stroll from the home and perfect for all ages! The museum has rotating exhibits year round, beautiful gardens and rich history. In the summer, there are live music concerts on the lawn.
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Museo ng Lambak ng Shenandoah
901 Amherst St
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Right up the road a short stroll from the home and perfect for all ages! The museum has rotating exhibits year round, beautiful gardens and rich history. In the summer, there are live music concerts on the lawn.
This winery will always hold a special place in the hearts of your hosts, because this is where they got married in 2018. The views are spectacular and the wine is divine! Located about 20 minutes from Winchester, it’s absolutely worth the trip. Family friendly with food options everyday and live music on the weekends.
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Bluemont Vineyard
18755 Foggy Bottom Rd
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This winery will always hold a special place in the hearts of your hosts, because this is where they got married in 2018. The views are spectacular and the wine is divine! Located about 20 minutes from Winchester, it’s absolutely worth the trip. Family friendly with food options everyday and live music on the weekends.
Looking for a quick and easy hike for all ages? Bears Den is a staple! Part of the Appalachian Trail, Caroline and her family made this hike every year as a Thanksgiving tradition from the time she was eight years old. The trail begins on Rt 7 and can be continued past the rock face for a more challenging jaunt.
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Bears Den
18393 Blue Ridge Mountain Rd
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Looking for a quick and easy hike for all ages? Bears Den is a staple! Part of the Appalachian Trail, Caroline and her family made this hike every year as a Thanksgiving tradition from the time she was eight years old. The trail begins on Rt 7 and can be continued past the rock face for a more challenging jaunt.
Great spot for a cold beer and a warm pretzel or pizza after a hike at Bear’s Den! The views are fabulous and the space is enormous. Caroline recommends a Mr. Pink and Brett prefers any IPA they have on rotation. Live music, food options and family friendly.
97 lokal ang nagrerekomenda
Bear Chase Brewing Company
33665 Bear Chase Ln
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Great spot for a cold beer and a warm pretzel or pizza after a hike at Bear’s Den! The views are fabulous and the space is enormous. Caroline recommends a Mr. Pink and Brett prefers any IPA they have on rotation. Live music, food options and family friendly.
A beautiful arboretum just off Rt 50 heading towards Middleburg, VA. This farm was always a field trip favorite for a Caroline when she was a kid. Brett and Caroline also took their engagement pictures at this gorgeous spot back in 2018. Check their website for special events and workshops in the spring and summer.
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Blandy Experimental Farm
400 Blandy Farm Ln
24 lokal ang nagrerekomenda
A beautiful arboretum just off Rt 50 heading towards Middleburg, VA. This farm was always a field trip favorite for a Caroline when she was a kid. Brett and Caroline also took their engagement pictures at this gorgeous spot back in 2018. Check their website for special events and workshops in the spring and summer.
One of the most stunning buildings in downtown Winchester is only steps away from your stay! If nothing else, take a little walk downtown from Morgan St onto Piccadilly St just to see the splendor of this beautiful architecture.
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Handley Regional Library
100 W Piccadilly St
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One of the most stunning buildings in downtown Winchester is only steps away from your stay! If nothing else, take a little walk downtown from Morgan St onto Piccadilly St just to see the splendor of this beautiful architecture.

Entertainment

Winchester’s concert venue with an assortment of local and not-so-local bands, comedy shows and more. The venue offers two different stage settings as well as food and drinks. Check website for tickets www.brightboxwinchester.com
28 lokal ang nagrerekomenda
Bright Box Theater
15 N Loudoun St
28 lokal ang nagrerekomenda
Winchester’s concert venue with an assortment of local and not-so-local bands, comedy shows and more. The venue offers two different stage settings as well as food and drinks. Check website for tickets www.brightboxwinchester.com
Live action theatre dating from the 1920’s, which is also waking distance from the Manor. Amazing local talent is sometimes supplemented by Shenandoah Conservatory students, alumni and faculty. Check website for tickets and season information.
8 lokal ang nagrerekomenda
Winchester Little Theatre
315 W Boscawen St
8 lokal ang nagrerekomenda
Live action theatre dating from the 1920’s, which is also waking distance from the Manor. Amazing local talent is sometimes supplemented by Shenandoah Conservatory students, alumni and faculty. Check website for tickets and season information.