West End - West Side Vacations from $168

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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.
Mayflower Motel Milford

Mayflower Motel Milford

2 out of 5
Price was $194, price is now $168 per person
$168
per person
Dec 12 - Dec 14
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
6/10 (519 reviews)
Very comfortable and clean. A bit outdated. But would go back again

Reviewed on Oct 13, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,976, price is now $1,462 per person
$1,462
per person
Dec 24 - Dec 29
found 15 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9.4/10 Exceptional! (316 reviews)
Beautiful beach property that gives you such a feeling of luxury all around you. Staff has been great, very clean hallways and entire property. Balcony is beautiful!

Reviewed on Oct 14, 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $656, price is now $549 per person
$549
per person
Dec 22 - Dec 26
found 18 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
8.6/10 Excellent! (570 reviews)
Didn't get a chance to enjoy the breakfast or pool as intended, however customer service and cleanliness was outstanding! Plus they gave a small welcome bag with some water and little treats/snacks! Parking was easy, and location even though was by highway, was relatively quiet!

Reviewed on Oct 11, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $601, price is now $508 per person
$508
per person
Dec 22 - Dec 26
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,092 reviews)
Staff was great. Room was clean.

Reviewed on Oct 13, 2025

Super 8 by Wyndham Milford/New Haven

Super 8 by Wyndham Milford/New Haven

2 out of 5
Price was $218, price is now $191 per person
$191
per person
Dec 12 - Dec 14
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
5.4/10 (856 reviews)
I reserved a king room no smoking, when I got there only had 2 rooms. Smoking King room that smelled bad and 1 non smoking room with 2 double beds.

Reviewed on Oct 5, 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
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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

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $140 total per night from Oct 26 to Oct 27
$140 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (1,342 reviews)
"Clean room and helpful stuff"

Reviewed on Oct 7, 2025

Norwalk Inn & Conference Center
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Nov 12 to Nov 13
$119 total
Nov 12 - Nov 13
Total with taxes and fees
8.4/10 Very Good! (1,697 reviews)
"Hotel doesn’t look like much but it was very clean and has friendly staff. Continental breakfast was a plus even it’s not much mostly bread on top of bread, cereal, waffles. Carb galore."

Reviewed on Oct 11, 2025

Amsterdam Hotel
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
2701 Summer St, Stamford, CT
$148 nightly
The price is $170 total per night from Oct 21 to Oct 22
$170 total
Oct 21 - Oct 22
Total with taxes and fees
7.6/10 Good! (608 reviews)
"We stayed only one night, but the facility looked great for longer stays and events, too. Very clean/well-kept, staff was extra thoughtful/helpful. No breakfast and weird part of parking garage used for storage were our only negatives."

Reviewed on Oct 12, 2025

The Armon Stamford Hotel & Conference
See all 1,094 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.