Trumbull Vacation Packages 2026 from $257

Trumbull flight + hotel vacation packages

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

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$257

per person

Nov 8 - Nov 11

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Beechmont - Perfect for Family Retreat!

North End

$1,411

per person

Nov 17 - Nov 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Head of Pond House

Save 100% on your flight

$478

per person

Nov 8 - Nov 11

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Water's Edge Resort & Spa

Westbrook Center

$409

per person

Nov 8 - Nov 11

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Clarion Inn North Haven - New Haven North

$600

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip flight included

Tampa (TPA) to New Haven (HVN)

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

Top Trumbull hotels deals

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$165 total

Oct 4 - Oct 5

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

$135 nightly

$155 total

Sep 27 - Sep 28

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.

Pet friendly

Free WiFi

The Circle Hotel Fairfield

417 Post Road Fairfield CT

Free Cancellation

Reserve now, pay when you stay

$165 nightly

$190 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features a seasonal outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Ethan Allen Hotel

21 Lake Avenue Extension Danbury CT

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$127 total

Oct 25 - Oct 26

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.

Pool

Pet friendly

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$126 total

Oct 7 - Oct 8

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

Motel 6 Milford, CT

111 Schoolhouse Road Milford CT

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$86 total

Sep 28 - Sep 29

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A snack bar/deli, express check-out, and laundry facilities are also on offer.

Pet friendly

Parking included

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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 $257. 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.