Best Date Night Restaurants in Windsor

20 restaurants available nearby

A photo of Republic - Bloomfield restaurant

1. Republic - Bloomfield

4.7

Exceptional(625)

Price: Expensive

• Gastro Pub • Bloomfield

Booked 25 times today

Located in Bloomfield, Connecticut, Republic serves American cuisine with an inventive flair in a gastropub setting. The restaurant has a full bar that features a wide selection of craft beers. Republic offers daily happy hour specials, takeout and catering services. Start out with an order of hummus or bacon-wrapped dates at Republic. Then choose from a menu full of creative options like the eggplant burger, the bacon and apple flatbread and the miso-maple glazed salmon. The restaurant also has a gluten-free menu that includes items like the Peruvian roasted chicken and the Philly cheesesteak sandwich served on a gluten-free roll.

2. Tosca

4.7

Exceptional(345)

Price: Very Expensive

• Italian • Suffield

Booked 15 times today

Tosca, an Italian-influenced contemporary restaurant, is a perfect date night spot. Reviews consistently praise its cozy ambiance, outstanding food, and exceptional service. One reviewer mentioned it as their 'favorite date night place' while another stated they 'had a great time' with their date. The restaurant also offers a variety of specialty drinks, adding to its appeal for a romantic evening.

A photo of Millwright’s Tavern restaurant

3. Millwright’s Tavern

4.6

Exceptional(427)

Price: Expensive

• American • Simsbury

Booked 14 times today

Welcome to Millwright's Tavern. Open Tueday - Sunday.

A photo of The Capital Grille - Hartford restaurant

4. The Capital Grille - Hartford

4.7

Exceptional(2616)

Price: Very Expensive

• Steakhouse • Hartford

Booked 67 times today

Make it a day to remember. From birthdays and anniversaries to professional milestones, we aim to make every gathering special at The Capital Grille. Open seven days a week, The Capital Grille is best known for our expertly prepared steaks, which are dry aged in house for 18 to 24 days and then hand-cut by our restaurant's on-premise butcher. The Capital Grille's wine list features more than 350 selections, and its floor-to-ceiling wine kiosk regularly houses 3,500 - 5,000 bottles. Reservations are recommended but not required. For more information, please visit our website. We look forward to delighting you.

A photo of Boqueria West Hartford restaurant

5. Boqueria West Hartford

4.6

Exceptional(50)

Price: Moderate

• Spanish • West Hartford

Booked 31 times today

A lively, Barcelona-inspired tapas bar serving Spanish classics, seasonal specials, and curated cocktails in a vibrant and contemporary space.

A photo of Max Downtown - Hartford restaurant

6. Max Downtown - Hartford

4.7

Exceptional(179)

Price: Very Expensive

• American • Hartford

Booked 46 times today

Located right in downtown Hartford since 1996, Max Downtown continues to add to all that the city has to offer with its legendary service, food and drink selection. Max Downtown has won a number of awards including Connecticut Magazine's Best for Overall Excellence, Hartford Magazine's Best Power Lunch Spot, Best for Business Entertaining and Best Wine List; has been featured in the Hartford Courant's Great Steaks: The State's Sizzling Best and was rated "Don't Miss" by the New York Times.With a significant list of vintage and non-vintage wines stored in-house, Max Downtown is excited to additionally offer its stunning wine mezzanine as a focal point. Our selection is bound to have the perfect accompaniment for your occasion whether it’s by the glass or by the bottle.If spirits are more your style, Max Downtown's whiskey bar features a broad selection of international bourbons, ryes, scotches and whiskeys crafted across the globe, from Kentucky to Japan.

A photo of Max Oyster Bar - West Hartford Center restaurant

7. Max Oyster Bar - West Hartford Center

4.8

Exceptional(238)

Price: Very Expensive

• American • West Hartford

Booked 43 times today

Featuring modern renditions of classic American seafood, Max’s Oyster Bar menu has something for everyone. While seafood is the focal point, there are selections for even the most ardent landlubber. Ethnic influences are apparent throughout a menu filled with new interpretations on traditional fare. The raw bar offers an extensive variety of bi-coastal oysters and shellfish.In it’s freshman year, 1999, Max’s Oyster Bar was awarded “Best New Restaurant” by Connecticut Magazine. Since then it has won numerous Reader’s Choice Awards, including “Best Seafood Restaurant”. Zagat’s Survey has also given Max’s Oyster Bar an “extraordinary” rating.

A photo of The Mill on the River restaurant

8. The Mill on the River

4.8

Exceptional(2409)

Price: Expensive

• Contemporary American • South Windsor

Booked 41 times today

The Mill on the River is one of the most picturesque restaurants in Connecticut. With a reputation of excellence for over forty years, it is the flagship restaurant of the Mill Restaurant Group. The Mill on the River is the perfect blend of traditional New England comfort and upscale dining elegance.Featuring an exciting menu of creative, modern American cuisine and an extensive wine and bar menu; The Mill on the River can please even the most discerning diner. Whether you’re looking for a romantic dinner for two, a special family celebration, a business meeting, or even a casual evening at the bar, The Mill on the River looks forward to accommodating you! For Parties over 6 please call the us directly. at 860 289 7929.

A photo of Millwright's Restaurant restaurant

9. Millwright's Restaurant

4.8

Exceptional(3740)

Price: Expensive

• American • Simsbury

Booked 42 times today

With its unique setting perched atop a waterfall in Simsbury, Connecticut, Millwright’s invites guests to dine in the 17th century mill with acclaimed, James Beard nominated Chef Tyler Anderson and his team. Featuring daily-chosen farm ingredients, the freshest and most select product, proprietary cocktails, and exciting wine menu, Millwright’s offers a new experience to the Farmington Valley farm-to-table dining scene. The culinary team understands the impact of the highest-quality fresh ingredients. Millwright’s kitchen thrives on local ingredients – grown, raised, produced, foraged and prepared – whenever possible. They also take the farm-to-table concept one step further. Millwright’s has partnered with a farm that will grow most of its organic produce. The “Inspired New England” cuisine at Millwright’s pays homage to the land, to the flavor-rich quality of local, fresh ingredients and to the time-honored cooking techniques that enhance the natural goodness of those ingredients.

A photo of Trumbull Kitchen - Hartford restaurant

10. Trumbull Kitchen - Hartford

4.6

Exceptional(137)

Price: Moderate

• American • Hartford

Booked 28 times today

Contemporary, cool and inventive, it has been fashioned by legendary Connecticut restaurateur Richard Rosenthal and executive chef and partner, Chris Torla. Custom. Progressive cross-cultural dishes offer variations of familiar food from around the world. The menu features a collection of tasters, tapas, tequila as well as larger plates and entrées. A new focus on agave spirits has brought new excitement to the restaurant.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you

M
MichaelVIP
Greater Boston •4 reviews
5.0
Dined 1 day ago
Max Restaurant Group just simply gets it's right...Food, Service, Experience always amazing!!! Max Oyster is our favorite restaurant!!
More info
Max Oyster Bar - West Hartford CenterPrice: Very Expensive• American• West Hartford
•
4.8
J
JennaVIP
New York City •1 review
5.0
Dined 2 days ago
One of the best meals I’ve had in a long time. Fantastic food, fantastic drinks, fantastic service. Doesn’t get better than this!
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The Mill on the RiverPrice: Expensive• Contemporary American• South Windsor
•
4.8
N
Nancy
New York City •1 review
5.0
Dined 4 days ago
What a wonderful Christmas Eve dinner! We ye food was delicious and our waitress was wonderful, kind and attentive. All of the staff made the night festive and fun. We will be back for Christmas 2025!
More info
Max Downtown - HartfordPrice: Very Expensive• American• Hartford
•
4.7
E
Elizabeth
New York City •4 reviews
5.0
Dined 4 days ago
We were there on Christmas Eve to celebrate my daughter’s 18th birthday (on her actual bday) and the wait staff did such an amazing job. Our glasses were never empty, we never had to ask for refills. Our meals were delivered fairly quickly and the table was setup with a card and birthday confetti. Such attention to detail. The restaurant was busy, but you would have never known until around 6pm. Side note: When I was making the reservation, I was told there would be over 500 people in and out on Christmas Eve. Naturally, I was thinking the restaurant might lose its charm with all of that noise; but it never did. It was again, one of the best local dining experiences for our family! Thank you Capital Grille - Hartford!!🩷
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The Capital Grille - HartfordPrice: Very Expensive• Steakhouse• Hartford
•
4.7
B
beth
New York City •3 reviews
5.0
Dined 7 days ago
The staff was exceptional - attentive, handled special requests perfectly, did not make us feel rushed even on a busy night. The food was delicious, nice variety of choices. Had speciality drinks that were unique and very good.
More info
Trumbull Kitchen - HartfordPrice: Moderate• American• Hartford
•
4.6

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Windsor

Best Date Night Restaurants in Windsor

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20 restaurants available nearby

1. Republic - Bloomfield

2. Tosca

3. Millwright’s Tavern

4. The Capital Grille - Hartford

5. Boqueria West Hartford

6. Max Downtown - Hartford

7. Max Oyster Bar - West Hartford Center

8. The Mill on the River

9. Millwright's Restaurant

10. Trumbull Kitchen - Hartford

See what locals rave about

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