Stratford Vacation Packages
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Your Stratford Vacation
Prepare to experience Stratford in your own style with a custom Stratford vacation package! Discovering the best parts of this interesting city is simpler with a base in a neighborhood such as Lordship, which is great for coastal beaches, among lots of other things. Fill your free time with tours of Total Mortgage Arena, Hartford HealthCare Amphitheater and Jennings Beach, some of the attractions you really should see during your trip to Stratford. Expedia is here to help you escape the everyday. Tailor your vacation to Stratford to match your travel style, whatever that may be.
Top Stratford Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
CA $1,053
per person
Dec 29 - Jan 2
found 13 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
8/10 Very good! (1,015 reviews)
I would not recommend this property. Very expensive -244- for a smelly room, one small packet of shampoo, stained mattress pad.
Reviewed on Oct 4, 2026
Head of Pond House
CA $1,563
per person
Dec 29 - Jan 2
found 13 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
10/10 Exceptional! (16 reviews)
The cottage is quaint and old, it is showing its age. The beds were ever comfortable. The entertainment option was not a TV but a projector with a shoddy speaker. The spiral staircase to the upper level was treacherous to come down and several of the vertical supports were look making the decent and ascent scary. The pond side location was very nice and the little patio was special apart from the chainsaws from the unfortunately scheduled tree cutting by neighbors.
Reviewed on Sep 23, 2026
Landing Apartments New Haven Near Dixwell
Newhallville
CA $1,754
per person
Dec 3 - Dec 7
found 19 hours ago
Roundtrip non-stop flight included
Deer Lake (YDF) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
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 kilometres from the center of town, and live out your vacation fantasies without hurting your budget.
Ready to book your vacation to Stratford?
Stratford Hotel Deals
Quality Suites Stratford
1500 South Ave Stratford CT
Fully refundable
CA $152
CA $175 total
Nov 1 - Nov 2
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Nice location and place!!!!"
Reviewed on Oct 7, 2026
Homewood Suites by Hilton Stratford
6905 Main St Stratford CT
Fully refundableReserve now, pay when you stay
CA $204
CA $235 total
Oct 18 - Oct 19
includes taxes & fees
The Surfside Hotel
10 Washington Pkwy Stratford CT
CA $275
CA $316 total
Oct 13 - Oct 14
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)
Why not spend a lazy afternoon at Lordship Beach during your trip to Stratford? While in this family-friendly area, you can savor the top-notch restaurants.
Short Beach
8.6/10 (17 reviews)
Why not spend a carefree afternoon at Short Beach during your travels in Stratford? While in this family-friendly area, you can savor the top-notch restaurants.
Long Beach
8.6/10 (7 reviews)
Why not spend a lazy afternoon at Long Beach during your trip to Stratford? While in this family-friendly area, you can savor the top-notch restaurants.
Photo by Darrell Bumbala
Boothe Memorial Park and Museum
9.0/10 (12 reviews)
After visiting Boothe Memorial Park and Museum, make a plan to see the other sights and activities in Stratford. Amble around the area's beautiful beaches or attend a sporting event.
Perry House
8.6/10 (8 reviews)
You can spend time browsing the exhibits at Perry House in Stratford. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
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)
Learn about the local history of Stratford with a stop at Stratford Historical Society Capt David Judson House. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
Academy Hill
8.6/10 (4 reviews)
You can learn about the history of Stratford when you stop by Academy Hill. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.
Frequently asked questions
How much does a Stratford vacation package cost?
You can grab a vacation package to this popular destination from CA $1,053 on Expedia. However, how much your vacation to Stratford costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Stratford?
You can usually find reduced prices and greater availability in February, March and November. Browse our cheap Stratford vacation packages and you could score some excellent off-season deals.
How many days is enough for Stratford?
Allow at least 2 days for your Stratford vacation if you want to immerse yourself in everything that makes this place unique. Stroll around popular areas, including Lordship and Brooklawn - St. Vincent. Then head to the major sights such as Jennings Beach and Beardsley Zoo. With a clever itinerary, you can keep busy with room for some downtime too. Want to travel outside of Stratford? Consider an excursion or two.
Is it worth booking a vacation package to Stratford?
Known for its coastal beaches and home to leading attractions like Perry House, a Stratford vacation is bound to impress. Another top sight to check out? Don't miss Stratford Historical Society Capt David Judson House.
How to find the best Stratford package deals?
Begin your search for a Stratford package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Stratford package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Stratford adventure underway.
Is it cheaper to book a Stratford vacation as a package?
You can enjoy significant savings on your Stratford retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Stratford?
If you're considering a spur-of-the-moment Stratford trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Stratford?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Stratford.
- Set a budget: Consider costs such as transportation, flights and meals when working out how much to set aside for your trip to Stratford. Then, choose a hotel that matches your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
- Determine how many days away: Start by compiling a list of the sights and activities you'd like to get to in Stratford. Then, estimate how long you'll need at each, along with any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find 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.
