West End - West Side Holidays

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Your West End - West Side Holiday

Our West End - West Side holiday packages are a fast and practical way to organise and reserve your next escape. Discover the true character of this unique neighbourhood without the fuss of having to organise 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 Amphitheatre 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 holiday now.

Our guide on 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
A rocky shoreline at sunset with the sun setting over the water.

Black Rock Historic District

Visitors to Black Rock Historic District like its beaches and restaurants, and Longfellow Park is a sight worth a stop.

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South End

3 out of top 10 points of interest in this area

While visiting South End, you might make a stop by sights like Seaside Park and Seaside Beach.

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A city street lined with parked cars and tall buildings.

Downtown Bridgeport

3 out of top 10 points of interest in this area

While visiting Downtown Bridgeport, you might make a stop by sights like Bridgeport Downtown South Historic District and Total Mortgage Arena.

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East End

While East End may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Total Mortgage Arena and Hartford HealthCare Amphitheater.

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A lighthouse at night with a full moon in the sky.

Brooklawn - St. Vincent

1 out of top 10 points of interest in this area

If you're looking for some top things to see and do in Brooklawn - St. Vincent and surrounding area, you can visit Bridgeport Downtown South Historic District and Total Mortgage Arena.

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Our pick of the best West End - West Side Hotel Deals

Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
AU$161
24 Oct - 25 Oct
includes taxes & fees
8.4/10 Very good! (1,782 reviews)
"Very clean and comfortable. Spotless. Recently painted - lobby well lit and staffed. Luggage carts [a real plus!]. And breakfast was great. Close to everything. Price point wonderful"

Reviewed on 24 Sept 2026

Amsterdam Hotel
New Haven Hotel

New Haven Hotel

229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
AU$207
11 Oct - 12 Oct
includes taxes & fees
9.2/10 Wonderful! (2,339 reviews)
"Great location, staff were so helpful and accommodating! Got free water and coffee! Parking was very accessible! Great room!"

Reviewed on 24 Sept 2026

New Haven Hotel
The Circle Hotel Fairfield

The Circle Hotel Fairfield

417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
AU$231
12 Oct - 13 Oct
includes taxes & fees
The Circle Hotel Fairfield
See all 1,175 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a West End - West Side holiday package cost?
Handcraft your West End - West Side package from only . Choose from any combination of flights, hotels and rental cars to create the trip you've been dreaming of. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to West End - West Side?
Combine your bookings with Expedia to save big bucks on your next getaway. With more than 550 airlines and 1 000 000 hotel options around the globe, your West End - West Side holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or two interesting tours and experiences? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in West End - West Side is much closer than you thought!
Where should I stay in West End - West Side?
A holiday in West End - West Side isn't complete without paying a visit to Hartford HealthCare Amphitheatre, Total Mortgage Arena and Seaside Beach. Stay close to these top attractions and make sightseeing easy.
What are the top hotels in West End - West Side?
Classic Deluxe 5bedroom 2baths With Backyard is one of West End - West Side's leading hotels. Book a room here and you'll slumber peacefully knowing you're in excellent hands.
How far in advance should I book my West End - West Side holiday?
Search Expedia to compare airfares as early as possible. You can normally purchase a ticket up to a year prior to departure. If you can't find your preferred carrier, or you've left things to the last moment, don't worry. Cheap tickets to West End - West Side sometimes appear a few weeks before departure.
What does an Expedia West End - West Side travel package include?
Rental cars, flights and hotels, or any combination of them — it's your pick! Whether you're venturing to West End - West Side with the family or adventuring solo, there's a package to suit every budget and style. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a West End - West Side travel package?
So many places to travel to, so many things to do. With a package, you can tick more of them off your list. Combine your hotels, flights and rental cars and get ready to save.
Can I choose my airline with a West End - West Side Expedia holiday package?
Definitely. Expedia has more than 550 partner airlines to choose from around the globe. With such a huge range of choice, finding the perfect carrier to fly you to West End - West Side will be easy.
If I'm not able to travel, can I cancel my West End - West Side holiday package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your West End - West Side holiday package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Stay near popular West End - West Side attractions

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