Stratford Holidays
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Stratford Beach Holiday
Listen to the soothing sound of waves lapping at the shore and kick back by the glistening waters during your Stratford holiday. If you're in need of some time out, a trip to Stratford is your ticket to relaxation. We have plenty of Stratford holiday deals to pick from. Snap up one near Short Beach, just 3 kilometres from the centre of town, and live out your holiday fantasies without hurting your budget.
Top hotels in Stratford
Quality Suites Stratford
1500 South Ave Stratford CT
Fully refundable
S$171
13 Sept - 14 Sept
includes taxes & fees
Homewood Suites by Hilton Stratford
6905 Main St Stratford CT
Fully refundableReserve now, pay when you stay
S$222
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"We stayed here for one night to attend a concert nearby. Hotel is clean and staff was extremely pleasant. We would return again."
Reviewed on 9 Aug, 2026
The Surfside Hotel
10 Washington Pkwy Stratford CT
S$361
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (219 reviews)
"Amazing just like the reviews say!"
Reviewed on 19 Aug, 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 Stratford attractions
Short Beach
8.6/10 (17 reviews)
This serene shoreline at the Housatonic River's mouth offers a perfect blend of relaxation and recreation. Enjoy the sandy beach, sports facilities, and family-friendly picnic areas with Long Island Sound views.
Lordship Beach
9.0/10 (7 reviews)
Lordship Beach offers a tranquil stretch of Connecticut shoreline with sweeping views of Long Island Sound. Bring a picnic and spend a peaceful afternoon watching sailboats drift across the water.
Long Beach
8.6/10 (7 reviews)
Long Beach offers 1.5 miles of unspoiled Connecticut coastline where shorebirds nest in protected dunes. Enjoy the natural serenity with swimming and sunbathing—just remember to bring your own beach essentials.
Stratford Historical Society Capt David Judson House
8.4/10 (7 reviews)
This historic 18th-century residence showcases colonial Connecticut life with original architecture and period furnishings. Explore Captain Judson's era during a guided tour of this well-preserved landmark.
Stratford Point Lighthouse
This historic 1881 cast-iron lighthouse marks the Housatonic River entrance with its distinctive cylindrical tower. Stratford Point offers spectacular birdwatching with nearly 300 species recorded.
Perry House
8.6/10 (8 reviews)
The Perry House, a historic Stratford homestead, showcases Connecticut's heritage through period furnishings and artefacts. Explore its cultural exhibits and educational workshops that bring local history to life.
Academy Hill
8.6/10 (4 reviews)
Academy Hill showcases three centuries of Stratford's evolution through Federal townhouses, Greek Revival villas, and colonial homesteads. Stroll the tree-lined streets of this preserved New England seaport town.
National Helicopter Museum
9.0/10 (6 reviews)
This intimate museum showcases helicopter history, highlighting Igor Sikorsky's pioneering achievements. Try the flight simulator and explore the S-76 cockpit for an immersive aviation experience.
Frequently asked questions
How much does a Stratford holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Stratford costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Stratford?
You can generally find reduced prices and better availability in February, March and November. Take a look at our cheap Stratford holiday packages and you could get some great off-season deals.
How many days is enough for Stratford?
Allow at least 2 days for your Stratford holiday to discover everything that makes this place special. Explore popular areas, including Lordship and Brooklawn - St. Vincent. Then head to the top sights like Short Beach and Perry House. With a good itinerary, you'll be kept busy with room for some me-time too. Want to venture beyond Stratford? Consider fitting in an excursion or two.
Is it worth booking a holiday package to Stratford?
Well known for its coastal beaches and home to leading attractions like Perry House, a Stratford holiday is sure to leave an impression. Another top sight to visit? Don't miss Stratford Historical Society Capt David Judson House.
How to find the best Stratford package deals?
Use Expedia's filter tool to find some tempting Stratford package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Stratford package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Stratford holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and accommodation separately. Better still, you can customise your Stratford trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Stratford?
If you're planning an impromptu Stratford holiday, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Stratford?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Stratford.
- Calculate your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will probably be the biggest expense during your trip to Stratford.
- Work out your trip length: Consider how much time you'd like to spend discovering Stratford. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Stratford holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
