Trumbull Vacation Packages 2026 from $369

Trumbull flight + hotel vacation packages

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

Cheshire Welcome Inn

$369

per person

Aug 8 - Aug 12

found 1 day ago

Roundtrip flight included

Tampa (TPA) to New Haven (HVN)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Beechmont - Perfect for Family Retreat!

North End

Save 100% on your flight

$1,265

per person

Sep 16 - Sep 20

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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.

Landing Apartments New Haven Near Dixwell

Newhallville

Save 100% on your flight

$835

per person

Sep 16 - Sep 20

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

This apartment includes free WiFi in public areas and a virtual front desk.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$435

per person

Aug 1 - Aug 5

found 18 hours ago

Roundtrip flight included

Nashville (BNA) to New Haven (HVN)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.

Super 8 by Wyndham Old Saybrook

$465

per person

Aug 6 - Aug 10

found 13 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to New Haven (HVN)

Free WiFi in public areas is available at this hotel. Business travelers can take advantage of the business center. Take advantage of the free self parking.

Top Trumbull hotels deals

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$155 total

Jul 3 - Jul 4

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.

Pool

Hot Tub

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$132 nightly

$152 total

Jul 2 - Jul 3

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.

EVEN Hotel Norwalk by IHG

426 Main Ave, Route 7 Norwalk CT

Free Cancellation

$131 nightly

$151 total

Jun 29 - Jun 30

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Ethan Allen Hotel

21 Lake Avenue Extension Danbury CT

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

Jul 12 - Jul 13

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$118 total

Jun 28 - Jun 29

Total with taxes and fees

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

Pool

Breakfast included

Hilton Garden Inn Milford

291 Old Gate Lane Milford CT

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$127 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, and express check-out are also on offer.

Pool

Pet friendly

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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.

Frequently asked questions

How much are vacation packages to Trumbull?

With a Travelocity vacation package, you could live it up in Trumbull for only $369. Hotels, flights and experiences — we have it all. You'll save tons just for bundling your bookings. And with all that taken care of before leaving, you don't have to worry about a thing.

How long should my Trumbull vacation be?

Typically, 3 nights is what most tourists book for their Trumbull trip. That's a good starting point, but there's plenty more to discover if you allow yourself a little more time.

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

You'll find terrific Trumbull package deals with Travelocity. Choose from 400 air carriers and 1,000,000 properties worldwide and turn your travel dreams into a reality.

Why should I book my Trumbull vacation package via Travelocity?

With exceptional service, 24/7 support and some of the most idyllic escapes on offer, you'll never wander alone. And if you find a better price, we'll match it. That's our Price Match Guarantee.

Can I save money on my Trumbull car rental if I combine it with my hotel or flight?

With a Trumbull vacation package, you can bundle your hotel, car and flight bookings and save a tidy sum. If you want to explore the best of this fabulous region, why not start with Times Square? This must-see sight is 55 mi from Trumbull. With your own set of wheels, you'll be there in no time.

Which airport is best for Trumbull?

John F. Kennedy Intl. Airport (JFK), located around 50 mi southwest of downtown Trumbull, is likely to be where you'll land. Your other options are LaGuardia Airport (LGA) (50 mi away from central Trumbull) and Bradley Intl. Airport (BDL) (55 mi away from central Trumbull).

Where should I stay when visiting Trumbull?

The Trumbull Marriott Shelton is the first choice of many travelers. Book soon before it's too late.