Trumbull Vacations from $361

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Your Trumbull Vacation

With all the details organized before you take off, our Trumbull vacation packages mean you can simply focus on having a great time. Whether you're staying in the neighborhood of Easton, which is good for hiking, or another area, this exciting city promises a wealth of discoveries. You'll want to go sightseeing during your trip to Trumbull. Swing by top attractions such as Sacred Heart University, Total Mortgage Arena and Hartford HealthCare Amphitheater. A few clicks is all it takes to put together the perfect Trumbull vacation on Expedia.

The Latest Trumbull vacation packages

Price found within the past 48 hours. Click for updated prices.
New Haven Hotel
Beechmont - Perfect for Family Retreat!
Graduate by Hilton New Haven
Luxury Apartments by Hyatus at Pierpont
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Trumbull Hotel Deals

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Feb 8 to Feb 9
$136 total
Feb 8 - Feb 9
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Cleaning

Reviewed on Jan 3, 2026

Trumbull Marriott Shelton
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Feb 8 to Feb 9
$119 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (2,004 reviews)
Staff was awesome.

Reviewed on Jan 19, 2026

New Haven Hotel
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $64 total per night from Feb 3 to Feb 4
$64 total
Feb 3 - Feb 4
Total with taxes and fees
6/10 (1,003 reviews)
The elevator i still not working

Reviewed on Dec 31, 2025

Motel 6 Milford, CT
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 Trumbull Vacation Packages

Things to do near Trumbull

Trumbull offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal destination for a city-themed vacation. Visitors can enjoy educational tours, music concerts, and explore local resorts. For those seeking excitement, the area boasts adventure parks and a variety of outdoor activities that cater to all ages. Whether you're looking for relaxation or adventure, Trumbull has something for everyone.

Shopping

In Trumbull, you can enjoy shopping at Monroe Plaza Shopping Center, just 5 miles away, which offers a mix of entertainment and family-friendly options. If you're up for a drive, visit Westfield Connecticut Post Mall, 9 miles away, featuring a vibrant atmosphere, or the Westport Farmers Market, 11 miles away, for unique local finds.

Recreation

Explore the Hartford HealthCare Amphitheater for exciting sports events and a vibrant atmosphere. Enjoy the serene surroundings at Seaside Park, perfect for relaxation and wellness. For outdoor enthusiasts, Fairchild Wheeler Golf Course offers a beautiful setting for a round of golf amid nature.

Adventure

The Adventure Park at Discovery Museum offers thrilling ziplining and ropes courses, located 3 miles from Trumbull. For a unique experience, visit Blue Jay Orchards, 14 miles away, for apple picking and family fun. Wolfe Park Tennis Center, 5 miles away, is perfect for an energetic game of tennis.

Nightlife

Trumbull offers a cozy nightlife with local favorites like The Corner Pug for a relaxed drink and live music. For a more vibrant scene, check out Tashua Knolls, where you can enjoy dining and entertainment under the stars, creating a perfect end to your day.

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

Find the best attractions near Trumbull

Trumbull, Connecticut, is an ideal destination for city-themed, outdoor family vacations. Visitors can explore popular attractions such as beaches, historic colleges, and state parks, catering to those seeking cultural experiences and outdoor fun. Highlights include the Trumbull Mall and various local points of interest, making it easy to discover the charm of Trumbull while enjoying a mix of relaxation and adventure.

  • Yale University: Located 15 miles from Trumbull, Yale University boasts stunning architecture and a rich history. Explore its beautiful campus, visit the Yale University Art Gallery, and soak in the vibrant cultural atmosphere that comes with one of the oldest institutions of higher learning in the U.S.
  • Bridgeport Downtown South Historic District: Just 4 miles away, this charming historic district features beautifully preserved buildings and a lively arts scene. Stroll through its streets, enjoy local shops, and immerse yourself in the unique cultural vibes of this historic village.
  • Total Mortgage Arena: Situated 5 miles from Trumbull, this entertainment venue hosts a variety of family-friendly events, including concerts and sports. Experience the excitement of live performances and enjoy a fun-filled atmosphere for all ages.

Best time to go to Trumbull

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.5°F (-0.3°C)Light RainMostly SunnyAverageSlightly Low
February32.5°F (0.3°C)Light RainMostly SunnyAverageSlightly Low
March38.7°F (3.7°C)Light RainMostly SunnyAverageSlightly Low
April48.7°F (9.3°C)Light RainMostly SunnySlightly HighAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageSlightly High
June67.5°F (19.7°C)Light RainMostly SunnyAverageSlightly High
July74.7°F (23.7°C)Light RainMostly SunnySlightly HighAverage
August73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October57.0°F (13.9°C)Light RainMostly SunnySlightly LowSlightly High
November45.7°F (7.6°C)Light RainMostly SunnySlightly LowAverage
December37.8°F (3.2°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Trumbull

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Trumbull.
  • Consider traveling to Trumbull 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.

Trumbull Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
36,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Jennings Beach, Walnut Beach and Silver Sands State Park

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Frequently asked questions

How much does a Trumbull vacation package cost?
You can snap up a vacation package to this popular destination from $361 on Expedia. But how much your vacation to Trumbull costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Trumbull?
September, October and December are the best times to look for cheap Trumbull vacation packages. Opting to travel in less busy periods means you can generally find better prices on flights and accommodations.
How many days is enough for Trumbull?
With a well-planned schedule, you can easily visit the main Trumbull attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Trumbull vacation for longer.
How to find the best Trumbull package deals?
Use Expedia's filter tool to find some fabulous Trumbull package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Trumbull package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Trumbull vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Trumbull vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Trumbull?
If you have your Trumbull vacation dates locked in, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Trumbull?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to escape to Trumbull.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your hotel will likely be the biggest expense during your trip to Trumbull.
  3. Explore Trumbull using our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Trumbull. You can also save your favorite locations, collaborate with your group and organize your plans in one place.
  4. Work out your trip length: Think about how long you want to spend discovering Trumbull. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Trumbull vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on the highlights of Trumbull. Find all the fun things to do in Trumbull with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Trumbull vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Trumbull break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.

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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.