Stamford Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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
Our guide on where to stay in Stamford
Find the best Stamford areas and neighborhoods for the activities you enjoy most. Learn more about Stamford
Downtown Stamford
2 out of top 10 points of interest in this area
While visiting Downtown Stamford, you might make a stop by sights like Stamford Center for the Arts and Stamford Town Center.
Cove - East Side - Shippan
3 out of top 10 points of interest in this area
While visiting Cove - East Side - Shippan, you might make a stop by sights like West Beach and Chelsea Piers.
South End
Though South End may not have many top sights, you can venture to the surrounding area to see attractions like Stamford Town Center and Stamford Center for the Arts.
Waterside
While there might not be top attractions in Waterside, you can explore the larger area and discover places like Stamford Town Center and Stamford Center for the Arts.
West Side
1 out of top 10 points of interest in this area
Though West Side may not have many top sights, you can venture to the surrounding area to see attractions like Stamford Center for the Arts and Stamford Town Center.
Stamford Holiday
Our pick of the best Stamford Hotel Deals
Amsterdam Hotel
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
NZ$172
20 Oct - 21 Oct
includes taxes & fees
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
NZ$184
18 Oct - 19 Oct
includes taxes & fees
6.6/10 (1,725 reviews)
"Room reeked of smoke and staff put me in a single despite booking a double."
Reviewed on 19 Sept 2026
The Stamford Hotel
700 East Main Street Stamford CT
Fully refundableReserve now, pay when you stay
NZ$342
1 Oct - 2 Oct
includes taxes & fees
8/10 Very good! (1,231 reviews)
"Hospitality very well done."
Reviewed on 18 Sept 2026
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 Town Center
8.6/10 (374 reviews)
Stamford Town Centre offers nearly 100 retailers anchored by Macy's and Connecticut's largest Barnes & Noble. Explore the diverse shopping options, then unwind at one of the Plaza's distinctive dining establishments.
Cove Island Park
8.0/10 (31 reviews)
This coastal sanctuary along Long Island Sound features two sandy beaches and a wildlife haven with 309 bird species. Stroll the one-mile loop trail or explore the Wildlife Sanctuary for exceptional birdwatching.
Chelsea Piers
8.0/10 (271 reviews)
This 400,000-square-foot sports complex offers ice skating, swimming, gymnastics, tennis, and more under one roof. Visit weekday mornings for a less crowded experience with state-of-the-art facilities.
Stamford Center for the Arts
7.8/10 (127 reviews)
This historic venue showcases diverse performances in an intimate 1,580-seat theatre with superb acoustics. Experience Broadway shows, concerts, and cultural events in Stamford's premier arts destination.
West Beach
7.6/10 (37 reviews)
This 26-acre shoreline along Long Island Sound offers clean sand and picturesque coastal views. Enjoy swimming, beach volleyball, or simply unwind at one of the picnic areas while watching the sunset over the water.
Hand & Stone Massage and Facial Spa
7.8/10 (32 reviews)
You can take time to visit Hand & Stone Massage and Facial Spa during your travels to Stamford. Visit the lively bars or top-notch restaurants in this family-friendly area.
Cummings Park Beach
6.4/10 (5 reviews)
Cummings Park offers 79 acres of beachfront escape with a scenic boardwalk along Long Island Sound. Enjoy the sandy shore, fishing pier, and sports courts while taking in refreshing coastal breezes.
Curtain Call
8.0/10 (70 reviews)
You can get tickets for a performance at Curtain Call during your trip to Stamford. Discover the lively bars and entertainment choices in this family-friendly area.
What to do in Stamford
Introductory Helicopter Flight Lesson from Westchester
NZ$1,179
per traveller
Frequently asked questions
How much does a Stamford holiday package cost?
You'll find cheap prices on Expedia for your Stamford break. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Stamford costs.
What are the cheapest months to go to Stamford?
If you're looking to snag a cheap Stamford holiday package, consider visiting in January, February and April. You're likely to find better prices on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Stamford?
We suggest planning a Stamford holiday for a minimum of 2 days. This will allow you enough time to check off key attractions such as Cummings Park and Curtain Call, and check out neighbourhoods like Downtown Stamford and Cove - East Side - Shippan. You could even squeeze in a day trip (or two) beyond Stamford.
Is it worth booking a holiday package to Stamford?
Stamford is a good holiday destination with attractions like Chelsea Piers among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Stamford holiday promises fun for everyone.
How to find the best Stamford package deals?
Use Expedia's filter tool to help you find some terrific Stamford package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Stamford package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Stamford holiday as a package?
You can enjoy significant savings on your Stamford getaway by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Stamford?
If you've got your Stamford travel dates locked in, book as early as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Stamford?
- Pick your travel dates: What you want to do in Stamford and your favourite season can help you decide when to go.
- Plan your budget wisely: In addition to the price of your hotel, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Stamford.
- Decide how long to go away for: Now that you're up to speed on Stamford, you can work out the perfect length of your holiday. Put together a draft plan and allocate enough time to get through everything on your must-do list.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Stamford holiday package that brings all your bookings together.
Explore a world of travel with Expedia
- Weston Hotels
- Hotels near Westport Farmers Market
- Greenwich Hotels
- Cos Cob Hotels
- Norwalk Hotels
- Fairfield Hotels
- Wilton Hotels
- Hotels near Historic South Norwalk
- Hotels near Westport Country Playhouse
- Old Greenwich Hotels
- New Canaan Hotels
- Southport Hotels
- Darien Hotels
- Riverside Hotels
- Westport Hotels
- Stamford Hotels
- Hotels near Chelsea Piers
- Cranbury Hotels
- Hotels with Parking in Stamford
- Cheap Hotels in Stamford
- Pet Friendly Hotels in Westport
- Beach Hotels in Greenwich
- Lgbt Welcoming Hotels in Greenwich
- Apartments in Greenwich
- Motels in Greenwich
- B&B in Wilton
- B&B in Weston
- Guest Houses in Stamford
- B&B in Stamford
- Condo Rentals in Stamford
- Holiday Homes in Stamford
- Motels in Stamford
- Guest Houses in Fairfield
- B&B in Fairfield
- Apartments in Norwalk
- B&B in Westport
- B&B in Norwalk Islands
- Apartments in Sherwood Island State Park
- Residences in Sherwood Island State Park
- Extended Stay America Hotels in Westport
- Hilton Hotels in Westport
- Marriott Hotels & Resorts in Fairfield
- La Quinta Inn & Suites Hotels in Fairfield
- Hoyt Barnum House
- Fairfield University
- Cummings Park
- Black Rock Gardens Historic District Holidays
- Fort Stamford Park
- Milford Plaza Shopping Center
- Fairfield Holidays
- Berkshire Shopping Center
- Hand & Stone Massage and Facial Spa
- Glebe House Museum and The Gertrude Jekyll Garden
- Westport Historical Society
- Greenwich Point Park
- Art Plus Studio
- Ansonia Mall Shopping Center
- Still River Greenway
- First Presbyterian Church
- Devon Holidays
- Westport Holidays
- New Haven Holidays
- The Glass House
- Putnam Place Shopping Center
- Yale-New Haven Hospital
- Greenwich Ferry Dock
- Candlewood Lake
- Chelsea Piers
- The Adventure Park at Discovery Museum
- Southport Holidays
- Sterling Memorial Library at Yale University
- Yale Bowl
- Yale University
- Visit Westport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
