Trumbull Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Photo by Darrell Bumbala
Choose two or more items and save on your trip:

Top Hotel Deals

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
4.33 km from city center
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
22.34 km from city center
Stay at this 4-star hotel in Norwalk. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the bar in our reviews. Popular ...
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
19.09 km from city center
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
23.9 km from city center
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
22.97 km from city center
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
23.69 km from city center
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr, New Haven, CT
24.14 km from city center
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road, Milford, CT
10.15 km from city center
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
10.94 km from city center
Stay at this 3-star beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
28.39 km from city center
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
21.67 km from city center
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street, New Haven, CT
23.57 km from city center
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
14.34 km from city center
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3 out of 5
30 Frontage Rd, East Haven, CT
27.4 km from city center
Stay at this 3-star business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and ...
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
7.71 km from city center
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Don't see what you're looking for?
See all available properties in Trumbull
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Fri, Nov 7 - Mon, Nov 10
MCO
Orlando Intl.
HPN
Westchester County
$148 Roundtrip, found 5 days ago
$148
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Nov 7 from Orlando Intl. to Westchester County, returning Mon, Nov 10, priced at $148 found 5 days ago
JetBlue Airways
Sun, Sep 7 - Tue, Sep 16
MCO
Orlando Intl.
HPN
Westchester County
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Orlando Intl. to Westchester County, returning Tue, Sep 16, priced at $157 found 3 days ago
American Airlines
Fri, Nov 7 - Mon, Nov 10
MCO
Orlando Intl.
HPN
Westchester County
$174 Roundtrip, found 5 days ago
$174
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Nov 7 from Orlando Intl. to Westchester County, returning Mon, Nov 10, priced at $174 found 5 days ago
Frontier Airlines
Sat, Sep 20 - Wed, Sep 24
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Sep 20 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Wed, Sep 24, priced at $179 found 4 days ago
Delta
Wed, Sep 10 - Tue, Sep 16
MCO
Orlando Intl.
HPN
Westchester County
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 10 from Orlando Intl. to Westchester County, returning Tue, Sep 16, priced at $197 found 3 days ago