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.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7/10 Good! (888 reviews)
This was convenient to the highway and to a wedding we were attending at Water's Edge.

Reviewed on Aug. 15, 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
Oct 20 - Oct 23
found 1 hour ago
Roundtrip flight included
Toronto (YTZ) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
It use to be clean and quiet. Carpets are stained. Mattresses too soft. They book Art all teams so kids are running up and down the halls unsupervised. Plus- the families take over the lobby and outdoor space. It’s a zoo and trash barrels overflowing. They should post tournament weeks so others stay away.

Reviewed on Aug. 15, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
I love this property. But, very disappointed in the pool and lack of variety of food

Reviewed on Aug. 9, 2025

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (16 reviews)
We loved the convenient location and beautiful historic building, but we were very disappointed in the level of cleanliness (a layer of dust on shelves and fireplace, cobwebs under furniture). There were some other issues (loose shower head, broken coffee maker). There's no one on site to address in person. It's a lovely place, but needs some attention. For the price, it should be better! :(

Reviewed on May 1, 2025

Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
per person
Sep 18 - Sep 21
found 1 hour ago
Roundtrip flight included
Toronto (YTZ) to New Haven (HVN)
9.2/10 Wonderful! (749 reviews)
Free coffee would have been nice. Bed was comfortable. Room was spotless!

Reviewed on Aug. 14, 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 $129 per night from Sep 7 to Sep 8
CA $129
CA $149 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Facility lobby was clean, staff was very personable and helpful. Room was clean and quiet."

Reviewed on Aug. 13, 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 $299 per night from Aug 25 to Aug 26
CA $299
CA $344 total
Aug 25 - Aug 26
includes taxes & fees
9.2/10 Wonderful! (139 reviews)
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Reviewed on Aug. 15, 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 $158 per night from Aug 31 to Sep 1
CA $158
CA $182 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Game room had ping pong. Breakfast had great options. Guest laundry is coin operated and convenient. The gym is 24-7, the pool closes at night until morning."

Reviewed on Aug. 11, 2025

Homewood Suites by Hilton Stratford
See all 1,115 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 $578 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.