Cos Cob Vacations from $472
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Your Cos Cob Vacation
When a city getaway is calling, answer it with a vacation package to Cos Cob. The neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining, makes a terrific base for your adventures. Like to venture out and explore? Chelsea Piers, Greenwich Avenue and Stamford Town Center are among the leading places to visit during your trip to Cos Cob. Stop dreaming and start doing. Check out the range of options on Expedia today and finally put your Cos Cob vacation plans into action!
The Latest Cos Cob Vacation Packages
- Home & Away Hotel-Style
Feb 4 - Feb 8Home & Away Hotel-Style + Flight
West Norwalk4 nights2.0 star property8.0/10 - Very good (3 reviews)"Apt in cellar of old house, steep steps, renovation not complete especially HVAC"Reviewed November 2, 2026Roundtrip • Houston (HOU) - White Plains (HPN)IAH - JFK • Nonstop LGA - IAH • 1 stop$721$472found 1 day agoper traveler - Stamford Marriott
Jan 14 - Jan 17Stamford Marriott + Flight
Downtown Stamford3 nights3.5 star property8.0/10 - Very good (1,000 reviews)Roundtrip • Houston (HOU) - White Plains (HPN)IAH - JFK • Nonstop JFK - IAH • Nonstop$662$496found 3 hours agoper traveler - Stamford Suites
Jan 14 - Jan 18Stamford Suites + Flight
Downtown Stamford4 nights4.0 star property6.2/10 - (208 reviews)"This was by far one of the worst hotel experiences I have ever had. I booked an extended stay at Stamford Suites through Orbitz and arrived to find accommodations that were filthy, deteriorating, and nothing like the advertised photos. The suite had visible mold-like growth in the bathroom, rusted fixtures, damaged cabinetry, poorly maintained surfaces, and a leaking window that left standing water on the floor. These were not minor cosmetic issues but serious sanitation and potential health..."Reviewed November 6, 2026Roundtrip • Houston (HOU) - White Plains (HPN)IAH - HPN • 1 stop HPN - IAH • 1 stop$990$784found 3 hours agoper traveler - Delamar Southport
Feb 2 - Feb 5Delamar Southport + Flight
Southport3 nights4.0 star property9.6/10 - Exceptional (528 reviews)"No complaints great location and clean"Reviewed November 3, 2026Roundtrip • Los Angeles (LAX) - White Plains (HPN)LAX - JFK • Nonstop JFK - LAX • Nonstop$927$735found 1 day agoper traveler - Delamar Greenwich Harbor
Jan 14 - Jan 18Delamar Greenwich Harbor + Flight
Greenwich4 nights4.0 star property9.4/10 - Exceptional (1,000 reviews)"Staff are very friendly. Beautiful, clean rooms. Delicious restaurant downstairs"Reviewed November 8, 2026Roundtrip • Houston (HOU) - White Plains (HPN)IAH - HPN • 1 stop HPN - IAH • 1 stop$1,448$1,153found 3 hours agoper traveler
Where to stay in and around Cos Cob
Riverside
Riverside is the perfect neighborhood for travelers seeking a blend of outdoor adventures and cultural experiences. With nearby attractions like the beautiful beach, urban park, and historic buildings, visitors can enjoy activities ranging from shopping along Greenwich Avenue to exploring the Bruce Museum of Arts and Science. Families and weekend getaway seekers will appreciate the leisurely atmosphere, and it's only about 2 miles by car from Cos Cob. Choosing Riverside for your stay ensures a delightful mix of relaxation and excitement.
Strickland Road Historic District
Experience the charm of Strickland Road Historic District, an excellent hub for travelers seeking a blend of family-friendly activities and cultural experiences in Cos Cob, Connecticut. This inviting neighborhood offers easy access to attractions like Greenwich Avenue for shopping, Rye Playland for family fun, and the Westchester County Center for arts events. With its rich history and vibrant community, Strickland Road Historic District provides a smart choice for your stay, ensuring a memorable getaway.
West Side
If you are a family traveler or seeking a weekend getaway, look no further than West Side, a vibrant neighborhood in Stamford known for its shopping area, theater, and arts center. Just about 2 miles away from Cos Cob, West Side offers easy access to attractions like Greenwich Avenue and The Glass House, ensuring a rich city experience. With a variety of activities year-round, West Side is a smart choice for your stay, blending convenience and local charm seamlessly.
Stamford
Stamford stands out as a prime spot for travelers interested in exploring both urban and outdoor experiences. With attractions like Greenwich Avenue for shopping, The Glass House museum for art enthusiasts, and the historic charm of South Norwalk, visitors can enjoy a diverse range of activities year-round. Located about 4 miles by car from Cos Cob, Stamford offers easy access to these highlights, making it a smart choice for your stay.
Waterside
Travelers visiting the area often choose Waterside for its vibrant atmosphere, especially families and weekend getaway seekers looking for a mix of culture and city experiences. With attractions like the Glass House museum, the lively shopping on Greenwich Avenue, and the fun of Rye Playland amusement park, there's something for everyone to enjoy. Located about 3 miles by car from Cos Cob, Waterside offers a smart choice for those wanting a memorable stay in Stamford, Connecticut.
Discover the most popular places to visit in Cos Cob
Cos Cob Hotel Deals
"If you want to be woken up on a Sunday at 6:00am with music, this is your place. If you want to sleep in, maybe go somewhere else"
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
The Lloyd Stamford, Tapestry Collection by Hilton
The Lloyd Stamford, Tapestry Collection by Hilton
Super 8 by Wyndham Stamford/New York City Area
Super 8 by Wyndham Stamford/New York City Area
The Armon Stamford Hotel & Conference
The Armon Stamford Hotel & Conference
"Lovely modern property, however, the linens were not great, mostly the comforters, felt like hospital blankets."
Frequently Asked Questions
How much does a Cos Cob vacation package cost?
Offering excellent value package deals from $472 on Expedia, you'll be thrilled with how little a vacation to Cos Cob costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cos Cob?
You can usually find lower rates and better availability in December, January and February. Take a look at our cheap Cos Cob vacation packages and you could land some great off-season discounts.
How many days is enough for Cos Cob?
The ideal length of your Cos Cob vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to hit all the leading attractions and discover some hidden spots along the way.
How to find the best Cos Cob package deals?
Begin your search for a Cos Cob package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Cos Cob package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cos Cob escape off to a flying start.
Is it cheaper to book a Cos Cob vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Cos Cob vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Cos Cob?
If you're planning a spur-of-the-moment Cos Cob vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Cos Cob vacation packages?
Your Cos Cob trip should be a relaxing escape from your daily routine, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.