When you think of charming getaway destinations, New Canaan, Connecticut, should definitely be on your list. Nestled in the picturesque landscapes of Fairfield County, this town offers a delightful mix of rich history and modern attractions. The variety of hotels in New Canaan ensures you’ll find the perfect place to stay, whether you’re looking for luxury or something cozy and affordable.
As you explore New Canaan, you’ll enjoy the area’s unique blend of natural beauty and cultural attractions. Its hotels range from quaint inns to refined accommodations with all the amenities you need for a comfortable stay. You’ll soon discover that this charming town will not only meet your travel needs but also offer you unforgettable experiences.
Get a discount of 15% to 70% on accommodation in New Canaan! Look for deals here:
New Canaan Hotels, Apartments, B&Bs
Read our articles on the best things to do in New Canaan, Connecticut and best restaurants in New Canaan, Connecticut for even more ideas!
The Watershed
Experience the charm and elegance of The Watershed, nestled along the Norwalk River. This boutique hotel harmoniously blends New England character with modern comfort. As soon as you arrive, the newly redesigned rooms and suites offer a warm welcome with stylish decor and comfortable spaces.
You’ll enjoy exploring the beautifully renovated lobby and lounge, perfect for unwinding after a day of adventure. For those planning events, The Watershed offers state-of-the-art spaces that can be tailored to your needs. Whether it’s a wedding or corporate retreat, every detail is crafted to create memorable experiences.
Dining at The Watershed is a delight. At Siena Ristorante, you can savor Italian cuisine while enjoying views of the river. From homemade pastas to wood-fired pizzas, the dishes are crafted to please all palates.
Rating: 4.3 (678 reviews)
Location: 353 Main Ave, Norwalk, CT
Contact: (203) 750-9800
Website: Visit Website
EVEN Hotel Norwalk, an IHG Hotel
Discover a perfect place to unwind at EVEN Hotel Norwalk. This hotel is thoughtfully designed to help you relax and recharge. You can enjoy a workout at the Fitness Center or use the in-room fitness equipment. The hotel offers spacious rooms with plush bedding to ensure a good night’s sleep.
Explore nearby attractions like the South Norwalk historic district. You can visit the upscale boutiques at The SoNo Collection, or take a stroll through The Maritime Aquarium. Just a short drive away, Calf Pasture Beach awaits with its stunning sunsets.
Savor delicious meals at EVEN Kitchen & Bar. The menu features wholesome dishes, ranging from “Crave” items that are indulgent yet balanced, to “Nourish” items that are nutritious and flavorful. After a day exploring, relax by the outdoor patio and fire pits.
Rating: 4.1 (824 reviews)
Location: 426 Main Ave Route 7, Norwalk, CT 06851
Contact: (203) 846-9355
Website: Visit Website
GrayBarns on the Silvermine River
When you’re exploring New Canaan, stop by a unique place called GrayBarns on the Silvermine River. This charming spot offers a peaceful escape by the water. Originally a historic inn, it has transformed into a cozy getaway with modern touches, creating a perfect blend of old and new.
GrayBarns invites you to unwind in its beautifully designed rooms. Each room provides a relaxing atmosphere with stylish decor and comfortable amenities. Whether you’re sitting by the fireplace or enjoying a view of the river, the atmosphere here is restful and inviting. The welcoming staff makes your stay even more memorable.
If you’re up for a culinary adventure, the restaurant at GrayBarns serves delightful dishes made from local ingredients. You can enjoy a delicious meal surrounded by a rustic setting that enhances the overall experience. Make sure to try some of the chef’s specialties, which highlight the flavors of the region.
Rating: 4.4 (89 reviews)
Location: 194 Perry Ave, Norwalk, CT 06850
Contact: (203) 489-9000
Website: Visit Website
Roger Sherman Inn
When visiting New Canaan, Connecticut, make sure to stop by the Roger Sherman Inn. This charming place offers a cozy and welcoming New England atmosphere. It’s an ideal spot for travelers looking to experience something special.
If you’re planning a special event, the Inn has you covered. They provide spaces for private dinners, banquets, receptions, and ceremonies. The staff works hard to ensure that your event goes off without a hitch, making Roger Sherman Inn a popular choice for locals and visitors alike.
The location provides a perfect blend of comfort and elegance, with various spaces to suit different occasions. Whether you’re there for a meal or an event, you’ll find the surroundings inviting and picturesque.
Rating: 4.3 (153 reviews)
Location: 195 Oenoke Ridge, New Canaan, CT 06840
Contact: (203) 966-4541
Website: Visit Website
New Canaan, Connecticut Vacation Homes and VRBOs
If you’re planning a trip to New Canaan, Connecticut, the charm of vacation homes and VRBOs is hard to beat. You get the comfort of a whole home, perfect for families and friends traveling together. Whether it’s a cozy cabin or a spacious house, there are plenty of options.
Top Features You’ll Love:
- Privacy: Enjoy the peace of having your own space.
- Amenities: Many rentals have pools, large kitchens, and outdoor areas.
- Flexibility: Cook your meals or eat out, depending on your plans.
Explore an array of choices to suit your style and needs. From cottages nestled in nature to spacious family homes with modern designs, New Canaan has something for everyone.
Sample Options:
- Stylish modern homes with easy access to hiking trails.
- Cottages for a quiet retreat, perfect for couples.
- Large houses with enough room for family gatherings.
Prices vary with amenities and locations, but you can find great deals that fit your budget. Renting a vacation home offers a unique experience, allowing you to explore New Canaan like a local.
Booking Tips:
- Reserve Early: Popular times fill up fast.
- Read Reviews: Ensure the property meets your expectations.
- Check Cancellation Policies: Stay flexible with your plans.
Staying in a vacation home in New Canaan lets you enjoy the local charm while having all the comforts of home. You’ll love the space and freedom to make your vacation exactly what you want it to be.
If you’re looking to stay in a vacation home, apartment, BnB, or VRBO in New Canaan, Connecticut, we recommend you search on VRBO, Hotels.com, and Booking.com for up-to-date options.
Exploring New Canaan
New Canaan, Connecticut, is rich with historical landmarks and cultural attractions that offer unique insights into the area’s past and vibrant present. It’s an ideal destination for those eager to dive into a mix of history and culture. Whether you’re visiting the town’s architectural gems or its lively arts scene, you’ll find captivating experiences here.
Historical Landmarks
New Canaan is home to some remarkable historical sites. Philip Johnson’s Glass House is a masterpiece of modern architecture. This iconic structure offers guided tours that let you see its transparent marvels up close. Surrounded by 49 acres of landscape, the property invites you to explore its art collection and serene setting.
The New Canaan Historical Society provides a glimpse into the town’s rich history. You can visit several preserved buildings, including a colonial-era schoolhouse and a historic home. These sites showcase artifacts and exhibits that tell stories of the town’s early days. A visit here immerses you in a different time, offering engaging insights into local history.
Cultural Attractions
Art lovers will enjoy the Silvermine Arts Center. It hosts diverse exhibitions featuring contemporary works from local and national artists. Workshops, classes, and performances make it a lively community hub for fostering creativity and appreciation for the arts.
New Canaan’s Annual Arts Festival draws visitors each year, showcasing the town’s thriving cultural scene. The event features art displays, live music, and food vendors, celebrating the talents of artists from the region. It’s a perfect opportunity to enjoy a day out with family or friends while appreciating the local art scene.
Planning Your Visit
When planning your trip to New Canaan, think about how you’ll get around and the best times to go. This town offers several choices for transportation and experiences different seasons, each bringing unique local events and activities.
Transportation Options
New Canaan is easily accessible by various modes of transport. If you’re flying, the nearest major airport is LaGuardia Airport, roughly 40 miles away. From there, renting a car offers flexibility to explore at your leisure.
Alternatively, train services, such as Metro-North Railroad, connect you to New Canaan from New York City. This is a practical option if you prefer not to drive. Once in town, consider using local taxis or app-based ridesharing services for getting around.
Best Times to Visit
New Canaan experiences distinct seasons, attracting visitors year-round.
Spring and fall offer mild weather, perfect for outdoor activities like hiking and exploring local parks. The town hosts various events during these seasons.
If you enjoy warmer temperatures, summer is ideal for attending the annual Community Golf Cup in September. Winters are colder but bring a charm of their own, with holiday events creating a festive atmosphere. Choose your visit based on the activities and climate you prefer.
Get a discount of 15% to 70% on accommodation in New Canaan! Look for deals here:
New Canaan Hotels, Apartments, B&Bs
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