Stratford Vacations from $595

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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.

The Latest Stratford vacation packages

Price found within the past 48 hours. Click for updated prices.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

The Hill
Save 100% on your flight
$595
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.6/10 Exceptional! (86 reviews)
We recently stayed at Hyatus Downtown at Yale and had a good experience overall. The building is convenient and easy to access with a designated parking spot and the apartment unit felt modern, bright, and welcoming. Other highlights of the property are definitely the building amenities; having access to a fully equipped gym and a rooftop is a plus. The location is practical, positioned centrally between local businesses downtown New Haven, and some surrounding low-income blocks. To elevate the apartment to a true 5-star rating, a few maintenance and housekeeping details need attention. The throw blanket in the main room needed a proper wash before our arrival. The bathroom also felt somewhat average compared to the rest of the unit, the lighting was dim and needed a lighted mirror, while the vanity counter and tub/shower combo were somewhat worn down. Overall, it was a solid 4-star stay with great building features and a nice welcome bag with snacks.👍

Reviewed on Aug 16, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
Save 100% on your flight
$800
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
No reviews
Las Flores Villa

Las Flores Villa

Save 100% on your flight
$3,559
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
10/10 Exceptional! (1 review)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

Newhallville
Save 100% on your flight
$830
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

Downtown New Haven
Save 100% on your flight
$638
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.6/10 Excellent! (1,070 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Stratford
View all trips

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)
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.
See properties
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.
See properties
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.
See properties

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.
See properties

Stratford Point Lighthouse

This historic 1881 cast-iron lighthouse marks the Housatonic River entrance with its distinctive cylindrical tower. Stratford Point offers spectacular birdwatching with nearly 300 species recorded.
See properties

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.
See properties

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.
See properties

National Helicopter Museum

9.0/10 (6 reviews)
This intimate museum showcases helicopter history, highlighting Igor Sikorsky's pioneering achievements. Try the flight simulator and explore the S-76 cockpit for an immersive aviation experience.
See properties

Stratford Hotel Deals

Quality Suites Stratford

Quality Suites Stratford

1500 South Ave Stratford CT
Fully refundable
$106 nightly
$122 total
Sep 27 - Sep 28
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Everything was clean and breakfast was great in downside was pool being closed"

Reviewed on Aug 27, 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
$152 nightly
$175 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
"We stayed here for one night to attend a concert nearby. Hotel is clean and staff was extremely pleasant. We would return again."

Reviewed on Aug 9, 2026

Homewood Suites by Hilton Stratford
The Surfside Hotel

The Surfside Hotel

10 Washington Pkwy Stratford CT
$245 nightly
$282 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (219 reviews)
"Amazing just like the reviews say!"

Reviewed on Aug 19, 2026

The Surfside Hotel
See all 1,251 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.8°F (-0.1°C)Light RainMostly SunnyAverageSlightly Low
February32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
March39.0°F (3.9°C)Light RainMostly SunnyAverageSlightly Low
April48.9°F (9.4°C)Light RainMostly SunnySlightly HighAverage
May58.8°F (14.9°C)Light RainMostly SunnySlightly HighSlightly High
June67.6°F (19.8°C)Light RainMostly SunnyAverageSlightly High
July74.8°F (23.8°C)Light RainMostly SunnySlightly HighSlightly High
August73.9°F (23.3°C)Light RainMostly SunnyAverageAverage
September67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
October57.4°F (14.1°C)Light RainMostly SunnySlightly LowAverage
November46.2°F (7.9°C)Light RainMostly SunnySlightly LowAverage
December38.3°F (3.5°C)Light RainMostly SunnySlightly LowAverage

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

More vacations you might like

Frequently asked questions

How much does a Stratford vacation package cost?
You can pick up a vacation package to this destination from $595 on Expedia. But how much your vacation to Stratford costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Stratford?
You can typically find reduced prices and better availability in January, May and November. Take a look at our cheap Stratford vacation packages and you could land some great off-season discounts.
How many days is enough for Stratford?
Allow at least 2 days for your Stratford vacation to really immerse yourself in everything that makes this place special. Wander around popular neighborhoods, including East End and Lordship. Then make a beeline for top sights such as Academy Hill and Boothe Memorial Park and Museum. With a well-planned itinerary, you'll be kept busy with room for some rest and relaxation too. Want to go beyond 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 Short Beach, a Stratford vacation is bound to impress. Another highlight to check out? Don't miss Perry House.
How to find the best Stratford package deals?
Use Expedia's filter tool to find some tempting Stratford package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Stratford package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Stratford vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations separately. Better still, you can customize your Stratford trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Stratford?
If you're planning an impromptu Stratford vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Stratford vacation packages?
Secure your ideal getaway to Stratford with help from our Book Now, Pay Later vacations. There's no need to save up or wait for your next payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up travel deals before they sell out.

Explore a world of travel with Expedia

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