Windsor

historic north · 06095

Connecticut's oldest English settlement, founded 1633, sits where the Farmington meets the Connecticut River. Windsor reads quieter than Hartford by design: Palisado Avenue's colonial homes, the green, a Loomis Chaffee crowd that keeps Bradley-corridor money discreet. Bart's Drive-In does the lobster roll without performing it. The CTrail Hartford Line stops downtown, which means commuters who want a yard without Avon prices land here. Honest tradeoff: the tobacco-shed charm fades fast near I-91, and weeknight dating means Hartford or nothing once the historic district closes. First-date safe, second-date sleepy, third-date probably in West Hartford.

$52,241

median income

$1,666

median rent

The data

Windsor by the numbers

Median individual income in Windsor is about $52.2k.
● Verified · Census ACS 5-yr, 2019–2023
The median renter in Windsor pays about $1,670 a month.
● Verified · Census ACS 5-yr, 2019–2023

On the ground

Local date spots

19 spots · tap a point, label, or class to filter

Class

Budget

Vibe

19 spots across Windsor

Windsor
Drinks
Bear's Smokehouse Barbecue
Barbecue restaurant$$$$★ 4.4 · 5,266
Outdoor seatingLGBTQ+ friendly
Find it
2152 Poquonock Ave, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.4★ from 5,266 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Bear's Smokehouse Barbecue.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon11 AM to 9 PM
Tue11 AM to 9 PM
Wed11 AM to 9 PM
Thu11 AM to 9 PM
Fri11 AM to 10 PM
Sat11 AM to 10 PM
Sun11 AM to 9 PM
Parking
Free parking lot
Dining
Outdoor seating · Delivery · Onsite services · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
College students · Family-friendly · Groups
Pets
Dogs allowed
Contact
Call Site Maps
Windsor
Dining
The Mill on the River
American restaurant$$$$★ 4.5 · 2,859
Outdoor seatingGood for groups
Find it
989 Ellington Rd, South Windsor, CT 06074
Get there
Transit Drive Walk
Crowd read
4.5★ from 2,859 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at The Mill on the River.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
Tue12 to 8:30 PM
Wed12 to 8:30 PM
Thu12 to 8:30 PM
Fri12 to 9:30 PM
Sat12 to 9:30 PM
Sun11 AM to 8 PM
Parking
Free parking lot
Dining
Outdoor seating · Curbside pickup · Delivery · Onsite services · Takeout
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Family-friendly · Groups · Tourists
Contact
Call Site Maps
Windsor
Dining
Tunxis Grill & Pizzeria
American restaurant$$$$★ 4.5 · 2,048
Outdoor seatingGood for groups
Find it
3 Tunxis St, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.5★ from 2,048 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Tunxis Grill & Pizzeria.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon11 AM to 9 PM
Tue11 AM to 9 PM
Wed11 AM to 9 PM
Thu11 AM to 10 PM
Fri11 AM to 10 PM
Sat11 AM to 10 PM
Sun11 AM to 9 PM
Parking
Free parking lot
Dining
Outdoor seating · Delivery · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Family-friendly · Groups · Tourists
Contact
Call Site Maps
Windsor
Dining
Sakura Garden
Japanese restaurant$$$$★ 4.5 · 1,535
Good for groupsWheelchair access
Find it
34 Evergreen Way, South Windsor, CT 06074
Get there
Transit Drive Walk
Crowd read
4.5★ from 1,535 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Sakura Garden.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon11:30 AM to 2:30 PM, 4:30 to 9 PM
Tue11:30 AM to 2:30 PM, 4:30 to 9 PM
Wed11:30 AM to 2:30 PM, 4:30 to 9 PM
Thu11:30 AM to 2:30 PM, 4:30 to 9 PM
Fri11:30 AM to 2:30 PM, 4:30 to 10 PM
Sat12 to 10 PM
Sun12 to 9 PM
Parking
Free parking lot
Dining
No-contact delivery · Delivery · Onsite services · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
College students · Groups · Tourists
Contact
Call Site Maps
Windsor
Activity
Nomads Adventure Quest
Miniature golf course★ 4 · 1,477
Wheelchair access
Find it
100 Bidwell Rd, South Windsor, CT 06074
Get there
Transit Drive Walk
Crowd read
4★ from 1,477 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at Nomads Adventure Quest.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
TueClosed
WedClosed
ThuClosed
Fri5 to 10 PM
SatClosed
Sun11 AM to 7 PM
Dining
Onsite services
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Contact
Call Site Maps
Windsor
Drinks
Roberto's Real American Tavern
Bar$$$$★ 4.4 · 1,091
Outdoor seatingGood for groups
Find it
31 S Main St, East Windsor, CT 06088
Get there
Transit Drive Walk
Crowd read
4.4★ from 1,091 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Roberto's Real American Tavern.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon11:30 AM to 10 PM
Tue11:30 AM to 10 PM
Wed11:30 AM to 10 PM
Thu11:30 AM to 10 PM
Fri11:30 AM to 11 PM
Sat11:30 AM to 11 PM
Sun11:30 AM to 9 PM
Parking
Free parking lot
Dining
Outdoor seating · Delivery · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Family-friendly · Groups · Tourists
Contact
Call Site Maps
Windsor
Activity
Connecticut Trolley Museum
Rail museum★ 4.4 · 941
Wheelchair access
Windsor
Drinks
The Blackboard Cafe
Bar & grill★ 4.4 · 745
Outdoor seatingGood for groups
Find it
541 Spring St, Windsor Locks, CT 06096
Get there
Transit Drive Walk
Crowd read
4.4★ from 745 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at The Blackboard Cafe.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon3 PM to 1 AM
Tue11 AM to 1 AM
Wed11 AM to 1 AM
Thu11 AM to 1 AM
Fri11 AM to 2 AM
Sat12 PM to 2 AM
Sun12 PM to 1 AM
Parking
Free parking lot
Dining
Outdoor seating · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
College students · Groups · Tourists
Contact
Call Site Maps
Windsor
Dining
Nutmeg Restaurant and Banquet
American restaurant$$$$★ 4.5 · 687
Outdoor seatingLGBTQ+ friendly
Find it
297 S Main St, East Windsor, CT 06088
Get there
Transit Drive Walk
Crowd read
4.5★ from 687 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Nutmeg Restaurant and Banquet.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
Tue11 AM to 8 PM
Wed11 AM to 8 PM
Thu11 AM to 8 PM
Fri11 AM to 8 PM
Sat11 AM to 8 PM
Sun10 AM to 2 PM
Parking
Free parking lot
Dining
Outdoor seating · No-contact delivery · Delivery · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Family-friendly · Groups · LGBTQ+ friendly
Pets
Dogs allowed outside
Contact
Call Site Maps
Windsor
Dining
Windsor Steak and Seafood
Italian restaurant$$$$★ 4.5 · 659
Outdoor seatingGood for groups
Find it
35 Poquonock Ave, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.5★ from 659 Google reviews
Split the bill
$$$ · a splurge is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Windsor Steak and Seafood.
Estimate — adjust$
Your share$45
Their share$45
Even split — modern and uncomplicated.
Hours
Mon3 to 10 PM
Tue3 to 10 PM
Wed3 to 10 PM
Thu3 to 10 PM
Fri3 to 10 PM
Sat3 to 10 PM
Sun3 to 10 PM
Parking
Free parking lot
Dining
Outdoor seating · Curbside pickup · No-contact delivery · Delivery · Takeout
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Groups · Tourists
Contact
Call Site Maps
Windsor
Dining
Three Figs
American restaurant$$$$★ 4.2 · 523
Good for groupsWheelchair access
Find it
94 Mountain Rd, Suffield, CT 06078
Get there
Transit Drive Walk
Crowd read
4.2★ from 523 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Three Figs.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
Tue11:30 AM to 9 PM
Wed11:30 AM to 9 PM
Thu11:30 AM to 9 PM
Fri11:30 AM to 9:30 PM
Sat11:30 AM to 9:30 PM
SunClosed
Parking
Free parking lot
Dining
Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Groups · Tourists
Contact
Call Site Maps
Windsor
Drinks
Dudleytown Brewing Company
Brewery★ 4.6 · 301
Wheelchair access
Find it
1001 Day Hill Rd, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.6★ from 301 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at Dudleytown Brewing Company.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
Tue4 to 9 PM
Wed4 to 9 PM
Thu4 to 9 PM
Fri12 to 10 PM
Sat12 to 10 PM
Sun12 to 8 PM
Parking
Free parking lot
Dining
Onsite services
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot
Contact
Call Site Maps
Windsor
Drinks
The Tavern at Keney Park
Bar$$$$★ 4.3 · 279
Outdoor seatingGood for groups
Find it
171 Windsor Ave, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.3★ from 279 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at The Tavern at Keney Park.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon11 AM to 7 PM
Tue11 AM to 7 PM
Wed11 AM to 7 PM
Thu11 AM to 7 PM
Fri11 AM to 7 PM
Sat10 AM to 6 PM
Sun10 AM to 6 PM
Parking
Free parking lot
Dining
Outdoor seating · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Family-friendly · Groups · Transgender safespace
Contact
Call Site Maps
Windsor
Drinks
The Shed Bar & Café
Bar$$$$★ 4.2 · 173
Outdoor seatingGood for groups
Find it
103 Poquonock Ave, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.2★ from 173 Google reviews
Split the bill
$ · budget-friendly is our editorial bracket, not a real bill. Plug in what you expect to actually spend at The Shed Bar & Café.
Estimate — adjust$
Your share$13
Their share$13
Even split — modern and uncomplicated.
Hours
Mon7 PM to 1 AM
Tue12 PM to 1 AM
Wed12 PM to 1 AM
Thu12 PM to 1 AM
Fri12 PM to 2 AM
Sat12 PM to 2 AM
Sun12 PM to 1 AM
Parking
Free parking lot
Dining
Outdoor seating · Delivery · Onsite services · Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Groups
Contact
Call Site Maps
Windsor
Dining
Reverends Bar & Kitchen
American restaurant$$$$★ 3.8 · 91
Good for groupsWheelchair access
Find it
28 Day Hill Rd, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
3.8★ from 91 Google reviews
Split the bill
$ · budget-friendly is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Reverends Bar & Kitchen.
Estimate — adjust$
Your share$13
Their share$13
Even split — modern and uncomplicated.
Hours
Mon6:30 AM to 12 AM
Tue6:30 AM to 12 AM
Wed6:30 AM to 12 AM
Thu6:30 AM to 12 AM
Fri6:30 AM to 12 AM
Sat6:30 AM to 12 AM
Sun6:30 AM to 12 AM
Parking
Usually plenty of parking
Dining
Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Family-friendly · Groups · Tourists
Contact
Call Site Maps
Windsor
Drinks
MALIBU SPORTS BAR & LOUNGE
Bar & grill★ 4 · 89
Good for groupsWheelchair access
Find it
383 S Center St, Windsor Locks, CT 06096
Get there
Transit Drive Walk
Crowd read
4★ from 89 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at MALIBU SPORTS BAR & LOUNGE.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
TueClosed
WedClosed
ThuClosed
Fri10 AM to 2 AM
Sat10 AM to 2 AM
Sun10 AM to 2 AM
Parking
Free parking lot
Dining
Takeout · Dine-in
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Crowd
Groups
Contact
Call Site Maps
Windsor
Dining
Tulsi
Indian restaurant$$$$★ 4.8 · 84
Wheelchair access
Find it
216 Broad St, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.8★ from 84 Google reviews
Split the bill
$ · budget-friendly is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Tulsi.
Estimate — adjust$
Your share$13
Their share$13
Even split — modern and uncomplicated.
Hours
MonClosed
Tue11 AM to 3 PM, 5 to 9:30 PM
Wed11 AM to 3 PM, 5 to 10 PM
Thu11 AM to 3 PM, 5 to 10 PM
Fri11 AM to 3 PM, 5 to 10 PM
Sat11 AM to 3 PM, 5 to 10 PM
Sun11 AM to 3 PM, 5 to 10 PM
Parking
Free parking lot
Dining
Takeout · Dine-in
Access
Wheelchair accessible parking lot
Contact
Call Site Maps
Windsor
Dining
Station 1633 Table & Tavern
Restaurant$$$$★ 4.5 · 75
Good for groupsWheelchair access
Find it
20 Union St, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.5★ from 75 Google reviews
Split the bill
$$ · mid-range is our editorial bracket, not a real bill. Plug in what you expect to actually spend at Station 1633 Table & Tavern.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
Mon11 AM to 10 PM
Tue11 AM to 10 PM
Wed11 AM to 10 PM
Thu11 AM to 11 PM
Fri11 AM to 11 PM
Sat11 AM to 11 PM
Sun11 AM to 10 PM
Parking
Free parking lot
Dining
Takeout · Dine-in
Access
Wheelchair accessible parking lot
Crowd
Groups
Contact
Call Site Maps
Windsor
Activity
Windsor Historical Society
Museum★ 4.7 · 55
Wheelchair access
Find it
96 Palisado Ave, Windsor, CT 06095
Get there
Transit Drive Walk
Crowd read
4.7★ from 55 Google reviews
Split the bill
Price tier unlisted — plug in what you expect to spend at Windsor Historical Society.
Estimate — adjust$
Your share$25
Their share$25
Even split — modern and uncomplicated.
Hours
MonClosed
TueClosed
Wed11 AM to 4 PM
Thu11 AM to 4 PM
FriClosed
SatClosed
SunClosed
Parking
On-site parking
Access
Wheelchair accessible entrance · Wheelchair accessible parking lot · Wheelchair accessible restroom
Contact
Call Site Maps

Windsor

Windsor by the numbers

Local date spots

Bear's Smokehouse Barbecue

The Mill on the River

Tunxis Grill & Pizzeria

Sakura Garden

Nomads Adventure Quest

Roberto's Real American Tavern

Connecticut Trolley Museum

The Blackboard Cafe

Nutmeg Restaurant and Banquet

Windsor Steak and Seafood

Three Figs

Dudleytown Brewing Company

The Tavern at Keney Park

The Shed Bar & Café

Reverends Bar & Kitchen

MALIBU SPORTS BAR & LOUNGE

Tulsi

Station 1633 Table & Tavern

Windsor Historical Society

Reach Windsor singles right where they plan dates.