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.
Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
per person
Aug 18 - Aug 21
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
10/10 Exceptional! (151 reviews)
It is beautiful and comfortable. The breakfast was great. And the bed was extremely comfortable.

Reviewed on Mar. 20, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Aug 18 - Aug 21
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Fantastic!! Loved staying at this luxurious hotel

Reviewed on Jul. 8, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
Clean, good service. Couldn’t ask for more.

Reviewed on Jul. 13, 2025

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9/10 Wonderful! (1,003 reviews)
Very clean, friendly staff, and good amenities.

Reviewed on Jul. 13, 2025

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9/10 Wonderful! (1,004 reviews)
Very easy navigation to the hotel. Got exactly the room that I reserved, and even a little bit better. The hotel staff from front desk agent to assistant general manager to bartender to the breakfast hostess Were all incredibly friendly and warm and responsive. It felt like staying at a friend's place. Their last act upon our checkout was reflective of the service throughout our Multi-day stay: I asked if the breakfast coffee was still out and the front desk agent told me it was not but then offered to get me a cup of coffee from the kitchen, which she did right away and with a smile. It was so nice and such a kind gesture to this weary traveler, and it's the little things like that that make this a great place to stay.

Reviewed on Jul. 10, 2025

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
Quality Suites
2.5 out of 5
1500 South Ave, Stratford, CT
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 10 to Aug 11
CA $135
CA $155 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Really good stay"

Reviewed on Jul. 6, 2025

Quality Suites
The Surfside Hotel
The Surfside Hotel
2 out of 5
10 Washington Pkwy, Stratford, CT
Fully refundableReserve now, pay when you stay
The price is CA $308 per night from Jul 28 to Jul 29
CA $308
CA $354 total
Jul 28 - Jul 29
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 Jul. 9, 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 CA $185 per night from Aug 3 to Aug 4
CA $185
CA $213 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The gal that checked us in was super friendly and very helpful. Our room was pretty ok. It smelled cleaned. The sheets on the king sized bed were clean.The pull out sofa looked like it was due for a replacement months ago. There was dust and dirt along the back. I felt terrible that my daughter had ..."

Reviewed on Jul. 3, 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Stratford

National Helicopter Museum

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.

National Helicopter Museum

Frequently asked questions

How much does a Stratford vacation package cost?
You can grab a vacation package to this popular destination from CA $854 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.