Cos Cob Vacations from $714
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Cos Cob Vacation Packages
- Stamford Marriott Hotel & Spa
Sep 16 - Sep 20Stamford Marriott Hotel & Spa + Flight
Downtown Stamford4 nights3.5 star property8.0/10 - Very Good (1,007 reviews)"Convenient area. A little close to the highway noise. Disappointed with the cost of parking. We stayed for two nights and parking at the hotel cost us over $100! No free breakfast. A little overpriced for what we get. We even had to pay an extra $25 for a cot in the room. They nickel and dime you."Reviewed August 4, 2026Roundtrip • Dallas (DFW) - White Plains (HPN)DFW - EWR • Nonstop LGA - DFW • Nonstop$917$714found 1 hour agoper traveler - Modern Comfort in the Heart of NYC
Oct 17 - Oct 20Modern Comfort in the Heart of NYC + Flight
Southeast Yonkers3 nights4.0 star property3.6/10 - (4 reviews)"It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host."Reviewed June 29, 2026Roundtrip • Dallas (DFW) - White Plains (HPN)DFW - HPN • 1 stop HPN - DFW • 1 stop$1,110$778found 1 day agoper traveler - Luxury NY Home with Free Parking
Oct 12 - Oct 16Luxury NY Home with Free Parking + Flight
White Plains4 nights4.0 star property8.0/10 - Very Good (1 review)"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "Reviewed November 8, 2025Roundtrip • Los Angeles (LAX) - White Plains (HPN)LAX - HPN • 1 stop HPN - LAX • 1 stop - Family Cottage with 4 King Beds
Oct 30 - Nov 2Family Cottage with 4 King Beds + Flight
Historic District3 nights2.5 star propertyRoundtrip • West Palm Beach (PBI) - White Plains (HPN)DJT - HPN • 1 stop HPN - DJT • 1 stop$1,243$949found 1 day agoper traveler - Modern Luxury Home w GameRoom & Parking
Oct 17 - Oct 20Modern Luxury Home w GameRoom & Parking + Flight
Southeast Yonkers3 nights3.5 star property4.8/10 - (10 reviews)Roundtrip • Dallas (DFW) - White Plains (HPN)DFW - HPN • 1 stop HPN - DFW • 1 stop
Where to stay in Cos Cob
Strickland Road Historic District
Travelers enjoy Strickland Road Historic District for its restaurants and museums. Consider checking out Bush Holley House Museum while you're in the area.
Discover the most popular places to visit in Cos Cob
Cos Cob Hotel Deals
"We had a wonderful two night stay at the hotel. Lovely property and would definitely stay again. Need more staff at the restaurant though! Ruben was exceptional and he had service with a smile despite serving many tables with one helper. Valet could be a little friendlier too…unfortunately not everyone wants to wait for them to bring others luggage in when we can still do ourselves. They did not even try to hide their disapproval. Otherwise it was a great place to stay and we will plan to...
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City"The man that checked us in at the beginning was very nice at the beginning. He checked us into a room that was used by someone else so I ended up opening the door of a room that was already in used…. When I went back downstairs. to let them know that they have made a mistake. It’s almost like they made it seem it was my fault.. then gave me another room which the rug was wet and the room wasn’t that great… I didn’t wanna keep changing rooms because we were very tired from our trip, but we...
The Armon Stamford Hotel & Conference
The Armon Stamford Hotel & Conference
"The hotel feels quite outdated, and there is a strong smell coming from the carpet in the room."
"great place and staff"
Super 8 by Wyndham Stamford/New York City Area
Super 8 by Wyndham Stamford/New York City Area"The neighborhood was not good. The property needs to be updated. Very worn appliances,"
Frequently Asked Questions
How much does a Cos Cob vacation package cost?
Offering excellent value package deals from $714 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.