Stamford Vacation Packages

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Your Stamford Vacation

Experience the energy and excitement of Stamford with a customized Stamford vacation package. From its rich history to its cultural experiences, you'll never have a dull moment in this city. Can't wait to sightsee? Spend your days enjoying well-known attractions like Stamford Golf Club during your trip to Stamford. No matter your travel plans or the size of your budget, organizing a tailored Stamford vacation is a breeze with Expedia.

Top Stamford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
Price was CA $851, price is now CA $744 per person
CA $744
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Very convenient to hiking trails. Staff very friendly and helpful

Reviewed on Aug. 23, 2025

AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Price was CA $1,417, price is now CA $1,087 per person
CA $1,087
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hudson (HCC)
9/10 Wonderful! (411 reviews)
It was good expensive overall, but they can do better

Reviewed on Aug. 7, 2025

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
Price was CA $1,043, price is now CA $906 per person
CA $906
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hudson (HCC)
9.2/10 Wonderful! (737 reviews)
Comfortable, clean room. Beautiful surroundings. Friendly, helpful staff.

Reviewed on Aug. 23, 2025

Couple s Oasis Pool Stream Firepit Steam Room

Couple s Oasis Pool Stream Firepit Steam Room

2 out of 5
Price was CA $1,367, price is now CA $1,252 per person
CA $1,252
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hudson (HCC)
No reviews
Overlook Hotel

Overlook Hotel

2 out of 5
Price was CA $1,093, price is now CA $1,011 per person
CA $1,011
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Hudson (HCC)
7.8/10 Good! (7 reviews)

Ready to book your vacation to Stamford?

 

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Stamford Hotel Deals

The Vine on main

The Vine on main

2 out of 5
105 Main St, Stamford, NY
The price is CA $238 per night from Aug 27 to Aug 28
CA $238
CA $262 total
Aug 27 - Aug 28
includes taxes & fees
7.8/10 Good! (84 reviews)
"The property is clean. The rates were good. It was very convenient to Cooperstown for the Hall of Fame Induction weekend. My husband really liked the shower amenities-- both the shower head and the Trader Joe's 3-in-1 soap. We enjoyed dinner at the Mill Pond in Jefferson. And the Fire Department ..."

Reviewed on Jul. 28, 2025

The Vine on main
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Sep 25 to Sep 26
CA $165
CA $179 total
Sep 25 - Sep 26
includes taxes & fees
9.2/10 Wonderful! (621 reviews)
Nice surprise!
"What a nice surprise the Hotel Vienna turned out to be! I highly recommend it if you're visiting the Catskills. It had what we were looking for: an easy to moderate hike, an indoor heated swimming pool, great selection of cable TV channels and clean, clean, clean."

Reviewed on Aug. 21, 2025

Hotel Vienna
Quality Inn Oneonta Cooperstown Area

Quality Inn Oneonta Cooperstown Area

2.5 out of 5
5206 State Highway 23, Oneonta, NY
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Sep 10 to Sep 11
CA $146
CA $166 total
Sep 10 - Sep 11
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Good"

Reviewed on Aug. 20, 2025

Quality Inn Oneonta Cooperstown Area
See all 1,247 properties in Stamford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
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Discover the most popular places to visit in Stamford

Stamford Golf Club

Enjoy a round of golf in Stamford at Stamford Golf Club. Wander the forest and lakeside while you're in the area.

Stamford Golf Club

Frequently asked questions

How much does a Stamford vacation package cost?
Offering excellent value package deals from CA $744 on Expedia, you'll be pleasantly surprised at how much a vacation to Stamford costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Stamford?
If you'd like to score a cheap Stamford vacation package, consider planning a trip in January, April and December. You'll generally find better prices on accommodations and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Stamford?
With a well-organized itinerary, you can easily tick off the main Stamford attractions in a handful of days. But if you'd like to discover lesser-known spots or take day trips, consider booking your Stamford vacation for longer.
How to find the best Stamford package deals?
Begin your search for a Stamford package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Stamford package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Stamford adventure underway.
Is it cheaper to book a Stamford vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Stamford vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Stamford?
Secure amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Stamford trip.
How to plan a trip to Stamford?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to visit Stamford.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Stamford.
  3. Decide how long to go for: Now that you know more about Stamford, you can figure out the right length of your vacation. Pull together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Stamford vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.