Deals on vacations and trips to Stamford

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Stamford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $1,039, price is now $866 per person
$866
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Hudson (HCC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.
Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

Mountainview - Guest House by Avantstay Heated Pool + Hot Tub + Games Lake + Cannoe Near Hunter Mountain

3 out of 5
Save 100% on your flight
Price was $4,967, price is now $3,482 per person
$3,482
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

Mountainview Estate - Main House by Avantstay Pool + Hot Tub + Canoe + Outdoor Dining + Game Room Near Windham Mountain

3 out of 5
Save 100% on your flight
Price was $5,133, price is now $3,680 per person
$3,680
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Save 100% on your flight
Price was $2,256, price is now $1,671 per person
$1,671
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $1,104, price is now $991 per person
$991
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Hudson (HCC)
This hotel features a restaurant and 2 bars/lounges. Enjoy the sauna and perks like free self parking and free WiFi. A lobby fireplace, a communal living room, and a picnic area are also on offer.

Top Stamford hotels deals

The Vine on main

The Vine on main

2 out of 5
105 Main St Stamford NY
$192 nightly
The price is $211 total per night
$211 total
Oct 13 - Oct 14
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A communal living room is also provided.
Pet friendly
Parking included
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
$145 nightly
The price is $157 total per night
$157 total
Oct 1 - Oct 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a terrace and a garden are also provided.
Pool
Breakfast included
Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

3 out of 5
121 Burgin Drive Cobleskill NY
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Sep 17 - Sep 18
Total with taxes and fees
This hotel features free WiFi in public areas, wedding services, and free self parking. Enjoy the free continental breakfast each morning. A grocery/convenience store, a lobby fireplace, and a picnic area are also on offer.
Breakfast included
Pet friendly
Quality Inn Oneonta Cooperstown Area

Quality Inn Oneonta Cooperstown Area

2.5 out of 5
5206 State Highway 23 Oneonta NY
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $106 total per night
$106 total
Oct 6 - Oct 7
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a free grocery shopping service are also on offer.
Pool
Breakfast included
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
$349 nightly
The price is $377 total per night
$377 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a lobby fireplace, and a communal living room are also on offer.
Pool
Pet friendly
Eastwind Windham

Eastwind Windham

3.5 out of 5
5088 NY-23 Windham NY
$319 nightly
The price is $344 total per night
$344 total
Sep 17 - Sep 18
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Enjoy the sauna and perks like free self parking and free WiFi. A lobby fireplace, a communal living room, and a picnic area are also on offer.
Pet friendly
Parking included
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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.

Stay near popular Stamford attractions

Stamford Golf Club

8.0/10 (1 review)
Enjoy a round of golf in Stamford at Stamford Golf Club. Wander the forest and lakeside while you're in the area.
See properties

Frequently asked questions

How much are vacation packages to Stamford?
$866 is all you need to spend for an amazing vacation in Stamford. Bundle your hotel and flights into a Travelocity vacation package and see how much the savings start to add up. With prices this good, you'll want to start packing your suitcase now!
How long should my Stamford vacation be?
On average, visitors stay 3 nights in Stamford. But that mightn't be nearly long enough for you. If you're eager to explore some of the area's hidden treasures, why not add a few more nights to your travel itinerary?
Where can I get the best vacation package deals for Stamford?
There are exciting Stamford package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Remember this the next time you're ready to cross another place off your bucket list.
Why should I book my Stamford vacation bundle with Travelocity?
Whether you're planning a month-long vacation or a last-minute trip, we have lots of amazing destinations to choose from at an affordable rate. On top of that, we offer customer support 24/7, quality service and a Price Match Guarantee. Save yourself money and time and secure your dream vacation today.
Will I save money on my Stamford car rental if I book it with my hotel or flight?
With a Stamford vacation package, you can bundle your car, flight and hotel bookings and save tons. When you're ready to uncover the best of this awesome city, why not make tracks to Times Square? This famous attraction is 120 mi from Stamford. With your own rental car, you'll be there before you know it.
Which airport is best for Stamford?
You'll find Albany Intl. Airport (ALB) 45 mi northeast of the heart of Stamford.
Where should I stay when visiting Stamford?
Many travelers opt to stay at the The Queen Of The Catskills B&B. It's a terrific base for your Stamford getaway.

Photos of local treasures

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