Stratford Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

CA $540
per person
Oct 16 - Oct 18
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8.2/10 Very good! (1,747 reviews)
The free breakfast was delicious, and the free parking was convenient. However, I was disappointed when I realized that the property description was rather deceiving. It claims that there is direct beach access, when in fact the closest beach is a 7 minute drive (1.5 +/- miles) with no free parking nearby. Also, the property charges a deposit of $200, which may take up to 30 days to be refunded. After spending one night in the room and one thirty minute swim, I, developed a runny nose, itchy skin, and red, itchy and watery eyes. Then I noticed that the carpet was not very clean and there was dust under the furniture and in the corners.

Reviewed on Aug 8, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
CA $1,273
per person
Oct 16 - Oct 18
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
No reviews
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor
CA $771
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8/10 Very good! (1,009 reviews)
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

The Hill
CA $1,186
per person
Oct 16 - Oct 18
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.4/10 Exceptional! (33 reviews)
Everything about the property & staff was AMAZING! Zero complaints, would 100% stay there again if in the area. Thank you!

Reviewed on Jul 24, 2026

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

CA $606
per person
Oct 16 - Oct 18
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8.4/10 Very good! (1,000 reviews)
Everything was perfect and clean.

Reviewed on Aug 7, 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?

Choose your dates

Stratford Hotel Deals

Quality Suites Stratford

Quality Suites Stratford

1500 South Ave Stratford CT
Fully refundable
CA $146
CA $167 total
Aug 30 - Aug 31
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"I was never notified that the pool was out of order or I would’ve canceled my room I wanted a pool my fridge didn’t work people were loud upstairs walking"

Reviewed on Aug 7, 2026

Quality Suites Stratford
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

6905 Main St Stratford CT
Fully refundableReserve now, pay when you stay
CA $261
CA $300 total
Aug 12 - Aug 13
includes taxes & fees
Homewood Suites by Hilton Stratford
The Surfside Hotel

The Surfside Hotel

10 Washington Pkwy Stratford CT
CA $345
CA $397 total
Aug 12 - Aug 13
includes taxes & fees
The Surfside Hotel
See all 1,249 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.

Stay near popular Stratford attractions

A lifeguard chair with a sign that reads "NO LIFEGUARD ON DUTY" on a beach with calm water and a clear sky.

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.
See properties
A rocky shoreline with a calm sea and a cloudy sky.

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.
See properties
A beach with rippled sand patterns and a sunset sky.

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.
See properties
A bee on a yellow flower.
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.
See properties

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.
See properties

Stratford Point Lighthouse

After visiting Stratford Point Lighthouse, make a plan to see the other sights and activities in Stratford.
See properties

National Helicopter Museum

9.0/10 (6 reviews)
You can spend time studying the exhibits at National Helicopter Museum during your travels in Stratford. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.
See properties

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.
See properties

Frequently asked questions

How much does a Stratford vacation package cost?
You can grab a vacation package to this popular destination from CA $540 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.