West End - West Side Vacations from $451

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your West End - West Side Vacation

Our West End - West Side vacation packages are a fast and practical way to organize and reserve your next escape. Discover the true character of this unique neighborhood without the fuss of having to organize everything yourself. When it's time to get out and explore, you'll find plenty of awesome attractions nearby including Total Mortgage Arena, Hartford HealthCare Amphitheater and Seaside Beach. Visit one, two or all during your trip to West End - West Side. Expedia will help put your travel plans into action. Book your perfect West End - West Side vacation now.

The Latest West End - West Side Vacation Packages

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

Hampton Inn Milford

2.5 out of 5
Save 100% on your flight
Price was $579, price is now $451 per person
$451
per person
Oct 9 - Oct 14
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8/10 Very Good! (1,001 reviews)
Free breakfast. Day I checked out....they said systems were down...so no breakfast. Didn't under what that had to do with breakfast.

Reviewed on Aug 16, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,637, price is now $1,607 per person
$1,607
per person
Oct 9 - Oct 14
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,356, price is now $973 per person
$973
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
9.4/10 Exceptional! (312 reviews)
The hotel is beautiful and the grounds are wonderful. The staff was top notch. We will definitely stay again.

Reviewed on Aug 18, 2025

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Save 100% on your flight
Price was $642, price is now $497 per person
$497
per person
Oct 9 - Oct 14
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (862 reviews)
Clean Quiet property. Easy access to Yale and Southern Connecticut Universities

Reviewed on Aug 27, 2025

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
Save 100% on your flight
Price was $672, price is now $527 per person
$527
per person
Oct 9 - Oct 14
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.2/10 Very Good! (1,009 reviews)
The place was really nice. The room was very far from the only elevator which was inconvenient. The staff wasn't polite or personable

Reviewed on Aug 17, 2025

Where to stay in West End - West Side

Find the best West End - West Side areas and neighborhoods for the activities you enjoy most. Learn more about West End - West Side
Default Image

Black Rock Historic District

Travelers enjoy Black Rock Historic District for its beaches and restaurants. Consider checking out Longfellow Park while you're in the area.

Find hotels in Black Rock Historic District

West End - West Side Hotel Deals

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $100 total per night from Sep 14 to Sep 15
$100 total
Sep 14 - Sep 15
Total with taxes and fees
8.4/10 Very Good! (1,646 reviews)
"nice"

Reviewed on Aug 24, 2025

Amsterdam Hotel
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $175 total per night from Sep 7 to Sep 8
$175 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
"Excellent stay."

Reviewed on Aug 22, 2025

Trumbull Marriott Shelton
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $132 total per night from Aug 31 to Sep 1
$132 total
Aug 31 - Sep 1
Total with taxes and fees
8.6/10 Excellent! (1,294 reviews)
"The hotel was clean and quiet"

Reviewed on Aug 24, 2025

Norwalk Inn & Conference Center
See all 1,090 properties in West End - West Side
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in West End - West Side

Gathering of the vibes 2014

Seaside Park

If a restful vacation is part of your travel plans, Seaside Park might be the perfect place to seek out during your trip to Bridgeport. Amble around the area's parks or experience its live music.

Seaside Park
Bridgeport Downtown South Historic District

Bridgeport Downtown South Historic District

You can learn about the history of Bridgeport with a stop at Bridgeport Downtown South Historic District. Experience the live music and theater scene in this walkable area.

Bridgeport Downtown South Historic District

Longfellow Park

Explore the great outdoors at Longfellow Park, a lovely green space in Bridgeport. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Longfellow Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.