Stratford Vacation Packages 2026 from $832

Stratford flight + hotel vacation packages

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

Head of Pond House

$832

per person

Oct 23 - Oct 26

found 1 hour ago

Roundtrip flight included

Chicago (CHI) to New Haven (HVN)

A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a communal living room are also on offer.

Beechmont - Perfect for Family Retreat!

North End

$928

per person

Oct 9 - Oct 12

found 24 hours ago

Roundtrip flight included

Chicago (CHI) to New Haven (HVN)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.

Luxury Furnished Apartments by Hyatus Downtown at Yale

The Hill

Save 100% on your flight

$1,375

per person

Oct 9 - Oct 12

found 24 hours ago

Roundtrip flight included

Chicago (CHI) to New Haven (HVN)

This aparthotel features a gym and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, express check-out, and dry cleaning are also on offer.

Hyatus Luxury Residences City Crossing

The Hill

Save 100% on your flight

$1,122

per person

Oct 9 - Oct 12

found 24 hours ago

Roundtrip flight included

Chicago (CHI) to New Haven (HVN)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

Water's Edge Resort & Spa

Westbrook Center

$1,033

per person

Oct 18 - Oct 23

found 22 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to New Haven (HVN)

This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.

Top Stratford hotels deals

Quality Suites Stratford

1500 South Ave Stratford CT

Free Cancellation

$109 nightly

$125 total

Sep 27 - Sep 28

Total with taxes and fees

A golf course and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Homewood Suites by Hilton Stratford

6905 Main St Stratford CT

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$175 total

Sep 13 - Sep 14

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

The Surfside Hotel

10 Washington Pkwy Stratford CT

Free Cancellation

Reserve now, pay when you stay

$215 nightly

$247 total

Oct 4 - Oct 5

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out, luggage storage, and wedding services are also on offer.

Business or Weekend escape

Stratford CT

$135 nightly

$152 total

Oct 6 - Oct 7

Total with taxes and fees

This vacation home includes a garden and barbecue grills.

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$171 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$146 total

Sep 7 - Sep 8

Total with taxes and fees

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

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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 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

Frequently asked questions

How much are vacation packages to Stratford?

Splash out on an unforgettable travel experience in Stratford with a vacation package starting at just $832. Locking in flights, hotels and tours with Travelocity is so easy. On top of that, our vacation deals will leave you with more savings for plenty of fun times.

How long should my Stratford vacation be?

Most travelers opt to spend around 2 nights in Stratford, but how long you stay is your choice. If you're eager to discover all the fantastic things this destination offers, why not hang around another night or two?

Where can I get the best vacation package deals for Stratford?

It's simple — browse Travelocity. With 400 airlines and 1,000,000 properties worldwide, it's a breeze to craft a Stratford package deal that suits your travel style.

Why should I purchase my Stratford vacation bundle via Travelocity?

Because we believe in crafting one-of-a-kind travel experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer support is on hand 24/7 to make sure your needs are taken care of. We also have a Price Match Guarantee, so you can secure your getaway knowing you've scored the best deal around. If you find a lower price, we'll match it!

Can I save money on my Stratford car rental if I book it with my hotel or flight?

Combining your flight, hotel and car into a Stratford vacation package is an easy way to score an amazing deal. Plus, having your own rental car gives you the freedom to find your way to all those amazing sights you can't wait to see. Located 55 mi from Stratford, Times Square is one place that should be on your agenda. Put together a driving playlist and make a day trip of it.

Which airport is best for Stratford?

Many people fly into John F. Kennedy Intl. Airport (JFK), 50 mi southwest of downtown Stratford. Others prefer LaGuardia Airport (LGA) (50 mi away from central Stratford) or Bradley Intl. Airport (BDL) (55 mi away from central Stratford).

What is there to do in Stratford?

There's a certain kind of magic as you wander the streets of Stratford. Perry House and Stratford Historical Society Capt David Judson House are just a couple of attractions that entice visitors to this wonderful city, so add them to your travel itinerary.

Where should I stay when visiting Stratford?

If you're searching for someplace comfortable to spend your nights, have a look at the Quality Suites. It's the top pick for many visitors.