Stratford Vacations
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Find the Best Stratford Vacation Packages
Stratford Beach Vacation
Listen to the soothing sound of waves lapping at the shore and kick back by the glistening waters during your Stratford vacation. If you're in need of some time out, a trip to Stratford is your ticket to relaxation. We have plenty of Stratford vacation deals to pick from. Snap up one near Short Beach, just 3 kilometers from the center of town, and live out your vacation fantasies without hurting your budget.
Stratford Hotel Deals
Quality Suites Stratford
1500 South Ave Stratford CT
Fully refundable
￥16,892
￥19,425 total
Nov 1 - Nov 2
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
"The stay was very warm and welcoming and would advise any other person to stay with you guys"
Reviewed on Oct 5, 2026
Homewood Suites by Hilton Stratford
6905 Main St Stratford CT
Fully refundableReserve now, pay when you stay
￥22,675
￥26,076 total
Oct 18 - Oct 19
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"The value is great considering the size of the room and the efficiency living elements -- frig, elec stovetop, micro wave, sink, cups, saucers, utensils and paper towels. The only downside is that the air conditioning/heating emitted a harsh smell when put on heat. Otherwise, the air conditioning ..."
Reviewed on Sep 24, 2026
The Surfside Hotel
10 Washington Pkwy Stratford CT
￥30,544
￥35,126 total
Oct 15 - Oct 16
includes taxes & fees
9.2/10 Wonderful! (222 reviews)
"Beautiful ocean front location. Private Sandy Beach. Clean and well maintained. Great onsite pub and restaurant. We enjoyed our stay so much!"
Reviewed on Sep 16, 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
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.
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.
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.
Photo by Darrell Bumbala
Boothe Memorial Park and Museum
9.0/10 (12 reviews)
This historic park showcases unique architectural treasures including a clock tower and blacksmith shop. Stroll through blooming gardens and discover the Boothe Homestead's fascinating artifacts during your visit.
Perry House
8.6/10 (8 reviews)
The Perry House, a historic Stratford homestead, showcases Connecticut's heritage through period furnishings and artifacts. Explore its cultural exhibits and educational workshops that bring local history to life.
Stratford Speedway
You can take time to visit Stratford Speedway during your travels to Stratford. While in this family-friendly area, you can savor the top-notch restaurants.
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.
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.
Frequently asked questions
How much does a Stratford vacation package cost?
You can pick up a vacation package to this destination on Expedia. But how much your vacation 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 vacation 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 vacation 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 vacation package to Stratford?
Well known for its coastal beaches and home to leading attractions like Perry House, a Stratford vacation 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 vacation package as soon as possible.
Is it cheaper to book a Stratford vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations separately. Better still, you can customize 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 vacation package to Stratford?
If you're planning an impromptu Stratford vacation, 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 vacation 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.
