Stratford Vacation Packages 2026 from $553

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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.

The Latest Stratford vacation packages

Price found within the past 48 hours. Click for updated prices.

The Surfside Hotel

Lordship

Save 100% on your flight

$553

per person

Nov 14 - Nov 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New Haven (HVN)

9.2/10 Wonderful! (222 reviews)

WARNING: NO ELEVATOR and all the rooms are upstairs. The property is right on the beach but our room had a view of the parking lot for $220 a night. The rooms are decades older design with a large clean main room and small bathroom with virtually no counter space. The Mitsubishi split heat pump would not provide heat only cooling. Shower water was only lukewarm. This makes you appreciate the higher standards of the larger hotel chains such as Marriott or Hilton when they are available in the area.

Reviewed on Oct 10, 2026

Beechmont - Perfect for Family Retreat!

North End

Save 100% on your flight

$1,199

per person

Dec 24 - Dec 27

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

No reviews

Omni New Haven Hotel at Yale

Downtown New Haven

$687

per person

Nov 25 - Nov 30

found 1 day ago

Roundtrip flight included

San Juan (SJU) to New Haven (HVN)

8.6/10 Excellent! (1,101 reviews)

Hyatus Luxury Residences City Crossing

The Hill

$802

per person

Dec 24 - Dec 27

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

9.4/10 Exceptional! (34 reviews)

The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.

Reviewed on Aug 10, 2026

Landing Apartments New Haven Near Dixwell

Newhallville

$705

per person

Dec 24 - Dec 27

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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

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Stay near popular Stratford attractions

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

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.

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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)

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.

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A beach with rippled sand patterns and a sunset sky.

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.

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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.

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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.

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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.

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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.

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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.

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Stratford Hotel Deals

Quality Suites Stratford

1500 South Ave Stratford CT

Fully refundable

$107 nightly

$123 total

Nov 1 - Nov 2

Total with taxes and fees

8.2/10 Very Good! (1,004 reviews)

"Clean room. Quick checkin and checkout. Needed a place close to SHU for Family Weekend. Rates were reasonable and close enough to campus. Only negative was pool was not open."

Reviewed on Oct 9, 2026

Homewood Suites by Hilton Stratford

6905 Main St Stratford CT

Fully refundableReserve now, pay when you stay

$144 nightly

$165 total

Oct 18 - Oct 19

Total with taxes and fees

The Surfside Hotel

10 Washington Pkwy Stratford CT

Fully refundableReserve now, pay when you stay

$215 nightly

$247 total

Oct 11 - Oct 12

Total with taxes and fees

9.2/10 Wonderful! (223 reviews)

"WARNING: NO ELEVATOR and all the rooms are upstairs. The property is right on the beach but our room had a view of the parking lot for $220 a night. The rooms are decades older design with a large clean main room and small bathroom with virtually no counter space. The Mitsubishi split heat pump would ..."

Reviewed on Oct 10, 2026

See all 1,220 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.

Find the Best Stratford Vacation Packages

Things to do near Stratford

Stratford, Connecticut, is perfect for outdoor and family-oriented vacations, offering a variety of activities. Visitors can explore local attractions, enjoy theatre performances, attend music concerts, and participate in community events. The area also features beautiful beaches and scenic waterfalls, making it an ideal spot for relaxation and adventure. Whether you're looking to unwind at a resort or immerse yourself in cultural experiences, Stratford has something for everyone.

Shopping

The nearest shopping destination is Westfield Connecticut Post Mall, located 6 miles away, offering a vibrant mix of entertainment and family-friendly options. Milford Plaza Shopping Center, also 6 miles away, features a variety of shops. If you're up for a drive, check out Westport Farmers Market, 12 miles from Stratford.

Recreation

Experience vibrant performances at the Downtown Cabaret Theatre, perfect for family entertainment and cultural immersion. Unwind at Seaside Park, where you can enjoy nature and relaxation. For sports enthusiasts, the Hartford HealthCare Amphitheater offers an exciting atmosphere just a short drive away, enhancing your wellness journey.

Adventure

The Adventure Park at Discovery Museum, 6 miles from Stratford, offers thrilling zipline and ropes courses amidst scenic outdoor vibes. Experience the whimsical Lighthouse Point Carousel, 13 miles away, perfect for family fun. For water enthusiasts, Waterski Connecticut, located 11 miles away, provides exhilarating water sports adventures.

Nightlife

Stratford offers a vibrant nightlife with venues like the popular Stratford Theater for live performances and the lively Crazy Bruce's for drinks. For a more relaxed vibe, visit local pubs like the Half Door, where you can enjoy craft beers and good company.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Stratford

Stratford, Connecticut, offers a delightful vacation for families and outdoor enthusiasts alike. Visitors can enjoy beautiful beaches, explore historic colleges and universities, and relax in urban parks. With a rich cultural scene, Stratford attracts travelers seeking a mix of outdoor experiences and local history. Don't miss the Stratford Festival for a taste of the region's vibrant arts scene while you're in town.

Yale University: Located 14 miles from Stratford, Yale University is an iconic institution steeped in history and culture. Explore its stunning Gothic architecture, visit the Yale University Art Gallery, and stroll through the beautiful campus, immersing yourself in the vibrant academic atmosphere.
Silver Sands State Park: Just 4 miles away, Silver Sands State Park offers a perfect blend of adventure and stunning scenery. Enjoy hiking trails, sandy beaches, and picturesque views of the Long Island Sound, making it an ideal spot for outdoor enthusiasts and nature lovers alike.
Bridgeport Downtown South Historic District: Only 3 miles from Stratford, this historic village boasts charming streets filled with cultural sites, local shops, and eateries. Experience the rich heritage and artistic vibe as you explore the area’s unique architecture and vibrant community events.

Best time to go to Stratford

The best time to visit Stratford can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Stratford falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Stratford falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.8°F (-0.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	39.0°F (3.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	48.9°F (9.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	58.8°F (14.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
June	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	74.8°F (23.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	73.9°F (23.3°C)	Light Rain	Mostly Sunny	Average	Average
September	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Average	Average
October	57.4°F (14.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	46.2°F (7.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	38.3°F (3.5°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Tips to save on your trip to Stratford

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Stratford during the low season (January to March) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 2 miles (4 km) from the center of town, and live out your vacation fantasies without hurting your budget.

Stratford Essential Information

Language	English
Currency	U.S dollars
Closest Airport	MacArthur Airport (ISP)
Population	51,400
Max Temp Winter	35ºF
Max Temp Summer	80ºF
Top Sights	Jennings Beach, Beardsley Zoo and Seaside Beach

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Frequently asked questions

What's included in a Stratford vacation package?

A Stratford vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in Stratford offer amenities like free breakfast or airport shuttle service to and from major hubs like John F. Kennedy International Airport (JFK). As a beach destination, many packages also feature hotels with convenient access to the area's coastline.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Stratford vacation package?

When you bundle, you can save up to 30%*. To save money on a Stratford package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Stratford?

For families, a Stratford vacation package built around a stay at The Surfside Hotel (rated 9.1 out of 10) is a strong choice. Located about 4 miles from Walnut Beach, it offers family rooms and a game room, with travelers often noting the comfortable rooms and thoughtful little details in the facilities. Another great family option is Homewood Suites by Hilton Stratford, rated 7.8 out of 10, which provides spacious rooms, a nice indoor pool, and a game room, with travelers frequently praising the amazing staff.Couples seeking a romantic getaway might also enjoy a package with The Surfside Hotel, which features a spa for relaxation. Its proximity to the beach, about 4 miles from Walnut Beach, also makes it ideal for seaside strolls.For travelers looking for the best value, a Stratford vacation package with Quality Suites Stratford (rated 7.5 out of 10) is a solid option. This hotel is about a 5-minute walk from central Stratford and offers family rooms, free breakfast, and kitchens, with travelers highlighting the nice pool, cleaned rooms, ample breakfast, and perfect location.

Is Stratford better suited for a beach vacation or a cultural trip?

Stratford is primarily a beach destination, offering a relaxing coastal experience for your Stratford vacation. Nearly a third of package hotels feature ocean views, and you'll find several beaches like Walnut Beach, about 6 miles from central Stratford, and Short Beach, about 3 miles away.While beaches are a major draw, Stratford also offers cultural and historical attractions. You can explore sites like the National Helicopter Museum, Boothe Memorial Park, and the historic Capt. David Judson House. This blend allows for a beach-focused trip with opportunities to delve into the area's heritage.

What are the top things to do in Stratford?

A Stratford vacation offers a mix of coastal relaxation and entertainment:Browse and book things to do in Stratford on Expedia.

Do you need to rent a car in Stratford, or is public transport enough?

For a Stratford vacation package, a rental car offers the most flexibility, especially since Stratford is a beach destination outside city centers with attractions spread out. While local buses run 24/7 and walking on Main Street is common, a car allows easier access to various beaches and sights.Public transport options include the Metro-North New Haven Line train from Stratford station, which can take you to Manhattan, New York, in about 90 minutes. Sikorsky Memorial Airport, located in Stratford, also provides helicopter service to New York. For Stratford beach vacation packages, a car is recommended for exploring beyond your hotel, though many resorts offer on-site amenities. Consider adding a car to your Stratford vacation packages with flights for comprehensive exploration.

Are Stratford vacation package hotels conveniently located?

Stratford vacation package hotels offer a mix of central and beach-proximate locations, catering to different travel styles. For instance, Quality Suites Stratford is conveniently located about a 5-minute walk from central Stratford, making it easy to access local amenities.Other options, like The Surfside Hotel, are about 3 miles from central Stratford and about 4 miles from Walnut Beach, offering a balance between town and coast. Homewood Suites by Hilton Stratford is about 5 miles from central Stratford, also about 4 miles from Walnut Beach. This variety means you can choose a hotel that best suits your plans, whether you prioritize downtown access or beach proximity.

Can I change or cancel my Stratford vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Stratford vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Stratford vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Stratford vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Stratford?

To find last-minute vacation packages to Stratford, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Stratford vacation packages?

Free cancellation on a Stratford vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Stratford vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Stratford getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Stratford vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Stratford Vacations from $553

Book a Hotel + Flight or Car together to unlock savings

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Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Stratford Vacation

The Latest Stratford vacation packages

The Surfside Hotel

Beechmont - Perfect for Family Retreat!

Omni New Haven Hotel at Yale

Hyatus Luxury Residences City Crossing

Landing Apartments New Haven Near Dixwell

Stay near popular Stratford attractions

Lordship Beach

Short Beach

Long Beach

Boothe Memorial Park and Museum

Perry House

Stratford Historical Society Capt David Judson House

Stratford Speedway

Academy Hill

Stratford Hotel Deals

Quality Suites Stratford

Homewood Suites by Hilton Stratford

The Surfside Hotel

Find the Best Stratford Vacation Packages

Things to do near Stratford

Find the best attractions near Stratford

Best time to go to Stratford

Tips to save on your trip to Stratford

Stratford Beach Vacation

Stratford Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

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