West End - West Side Vacation Packages

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Top Holiday Package Deals in West End - West Side

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

Liberty Inn

2 out of 5
Price was CA $408, price is now CA $381 per person
CA $381
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
7.6/10 Good! (644 reviews)
The owners are very nice and helpful. The room was clean, the sheets and towels are good quality and were clean as well. There were more than enough pillows and blankets. There is a small table and 2 chairs to sit and look out the window. The bathroom is good size. The water pressure is good, with plenty of hot water. The floor is tiled, so it is very cold on bare feet. There is no breakfast, but they will get you bottled water if you ask. The parking is well lit. You can hear the traffic from the highway, especially the trucks. I like the sound. If sound bothers you, you, may want to bring ear plugs. Overall, this is a wonderful place to stay. I have been coming here for years.

Reviewed on Apr 7, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $1,877, price is now CA $1,252 per person
CA $1,252
per person
Jun 3 - Jun 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
No reviews
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $594, price is now CA $463 per person
CA $463
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
8/10 Very Good! (1,001 reviews)
Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!

Reviewed on Apr 10, 2026

Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
Price was CA $838, price is now CA $795 per person
CA $795
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
9.8/10 Exceptional! (186 reviews)
Breakfast was amazing! Staff was so kind, and place was very clean.

Reviewed on Apr 9, 2026

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison

2.5 out of 5
Price was CA $496, price is now CA $489 per person
CA $489
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
7.4/10 Good! (241 reviews)
The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric

Reviewed on Mar 2, 2026

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
Downtown Bridgeport

Downtown Bridgeport

4 out of top 10 points of interest in this area

If you're spending some time in Downtown Bridgeport, Bridgeport Downtown South Historic District and Total Mortgage Arena are top sights worth seeing.

Find hotels in Downtown Bridgeport

West End - West Side Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from May 3 to May 4
CA $163
CA $187 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (2,097 reviews)
The room has an unusual smell when we check in. I tried opening the window for hours, but the smell persists. I suspect it’s the old air conditioning system that’s causing the issue.

Reviewed on Apr 21, 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Apr 26 to Apr 27
CA $208
CA $239 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Front desk personnel was awesome

Reviewed on Apr 21, 2026

Omni New Haven Hotel at Yale
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Apr 27 to Apr 28
CA $140
CA $163 total
Apr 27 - Apr 28
includes taxes & fees
8.4/10 Very Good! (1,750 reviews)
Very well

Reviewed on Apr 20, 2026

Amsterdam Hotel
See all 1,193 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.
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Frequently asked questions

How much does a West End - West Side vacation package cost?
Handcraft your West End - West Side package from only CA $381. 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 vacation 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 vacation 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 vacation in West End - West Side isn't complete without paying a visit to Hartford HealthCare Amphitheater, 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 vacation?
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 vacation 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 vacation 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 vacation 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.

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

Hartford HealthCare Amphitheater

Catch an event at Hartford HealthCare Amphitheater during your trip to Bridgeport. Stroll along the beautiful beaches or attend a sporting event in the area.

Hartford HealthCare Amphitheater

Downtown Cabaret Theatre

You can enjoy a show at Downtown Cabaret Theatre during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

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