Stratford Holidays

Photo by Darrell Bumbala
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    Save up to S$134 when you book a flight and hotel together*
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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
Quality Suites
2.5 out of 5
1500 South Ave, Stratford, CT
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 10 Aug to 11 Aug
S$145
10 Aug - 11 Aug
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Really good stay"

Reviewed on 6 Jul, 2025

Quality Suites
The Surfside Hotel
The Surfside Hotel
2 out of 5
10 Washington Pkwy, Stratford, CT
The price is S$331 per night from 28 Jul to 29 Jul
S$331
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (119 reviews)
"Absolutely wonderful experience! Plan on staying more days next time. The front desk girl was exceptionally nice. Very pleasant stay, so relaxing. Looking forward to my future stay"

Reviewed on 9 Jul, 2025

The Surfside Hotel
Homewood Suites by Hilton Stratford
Homewood Suites by Hilton Stratford
3 out of 5
6905 Main St, Stratford, CT
Fully refundableReserve now, pay when you stay
The price is S$199 per night from 3 Aug to 4 Aug
S$199
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Very nice place"

Reviewed on 12 Jul, 2025

Homewood Suites by Hilton Stratford
See all 1,121 properties in Stratford
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.

Popular places to visit

Academy Hill

You can learn about the history of Stratford with a trip to Academy Hill. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.

Academy Hill

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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.