Bridgeport Vacations from $336

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Your Bridgeport Vacation

Our Bridgeport vacation packages give you the power to create your own adventure. Tailor your getaway to your interests and needs and make every moment count in this lively city. Your trip to Bridgeport wouldn't be complete without checking out a few major attractions, such as Bridgeport Covered Bridge. Don't delay visiting this city any longer. Your ultimate Bridgeport vacation is a few clicks away with Expedia.

The Latest Bridgeport vacation packages

Price found within the past 48 hours. Click for updated prices.
Anaheim Discovery Inn & Suites

Anaheim Discovery Inn & Suites

2 out of 5
Anaheim Resort
Price was $703, price is now $336 per person
$336
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.6/10 Excellent! (1,416 reviews)
Office attendants were so very kind and helpful.

Reviewed on Mar 1, 2026

The Saguaro Palm Springs

The Saguaro Palm Springs

4 out of 5
Sonora Sunrise
Price was $754, price is now $356 per person
$356
per person
May 5 - May 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8/10 Very Good! (1,027 reviews)
Every one was nice and helpful. We would stay again.

Reviewed on Feb 28, 2026

Malibu Country Inn

Malibu Country Inn

3 out of 5
Central Malibu
Price was $1,493, price is now $720 per person
$720
per person
May 5 - May 12
found 22 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.8/10 Good! (1,000 reviews)
Exceptional staff and service! The rooms have a view of the beach and the mountains - what more could you ask for in gorgeous Malibu?

Reviewed on Feb 23, 2026

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,348, price is now $667 per person
$667
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Room was spotless. One of the foot ottomans under the recliner had a broken leg. Not a big deal, but a staff should have mentioned it so it could get fixed. Staff was professional and friendly!

Reviewed on Feb 27, 2026

Los Bungalows

Los Bungalows

2.5 out of 5
Price was $827, price is now $436 per person
$436
per person
May 6 - May 11
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (498 reviews)
All of the above especially the location right across the street from the beach!!!

Reviewed on Feb 7, 2026

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The Annual Vacation Sale

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Discover the most popular places to visit in Bridgeport

Such a beautiful bridge, dating back to late 1800s. South Yuba River State Park, CA #Hiking #California #History #SierraFoothills #StateParks

Bridgeport Covered Bridge

4/5(1 review)

You can find out about the history of Bridgeport with a stop at Bridgeport Covered Bridge. Discover the mountain views and cocktail bars in this family-friendly area.

Bridgeport Covered Bridge

Pilot Peak Winery

4/5(1 review)

You can enjoy a tasting or tour at Pilot Peak Winery during your travels to Penn Valley. Take in the festivals and mountain views in this family-friendly area.

Pilot Peak Winery

Pilot Peak Vineyard & Winery

You can enjoy a tasting or tour at Pilot Peak Vineyard & Winery during your travels to Penn Valley. Amble around this family-friendly area's forest or experience its festivals.

Pilot Peak Vineyard & Winery

Bridgeport Hotel Deals

Northern Queen Inn

Northern Queen Inn

2 out of 5
400 Railroad Ave. Nevada City CA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Mar 3 to Mar 4
$105 total
Mar 3 - Mar 4
Total with taxes and fees
7/10 Good! (1,001 reviews)
Room was clean but in ruff shape. Ragged carpet cracked and broken tile unpainted wall pateches to name a few

Reviewed on Feb 28, 2026

Northern Queen Inn
Gold Miners Inn Grass Valley, an Ascend Collection Hotel

Gold Miners Inn Grass Valley, an Ascend Collection Hotel

2.5 out of 5
121 Bank Street Grass Valley CA
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $155 total per night from Mar 22 to Mar 23
$155 total
Mar 22 - Mar 23
Total with taxes and fees
9.6/10 Exceptional! (1,002 reviews)
Excellent all around

Reviewed on Mar 1, 2026

Gold Miners Inn Grass Valley, an Ascend Collection Hotel
National Exchange Hotel

National Exchange Hotel

3 out of 5
211 Broad St Nevada City CA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $182 total per night from Mar 3 to Mar 4
$182 total
Mar 3 - Mar 4
Total with taxes and fees
9.4/10 Exceptional! (438 reviews)
I have stayed here multiple times. This was the first time I stayed on the first floor. It was so loud that I didn't sleep a wink.

Reviewed on Feb 28, 2026

National Exchange Hotel
See all 351 properties in Bridgeport
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.

Find the Best Bridgeport Vacation Packages

Bridgeport Essential Information

Language
English
Currency
U.S dollars
Top Sights
Pilot Peak Winery, Pilot Peak Vineyard & Winery and Bridgeport Covered Bridge

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Frequently asked questions

How much does a Bridgeport vacation package cost?
You'll find cheap prices from $336 on Expedia for your Bridgeport getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Bridgeport costs.
What are the cheapest months to go to Bridgeport?
If you're hoping to book a cheap Bridgeport vacation package, consider traveling in September, October and November. You'll typically find better rates on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Bridgeport?
With a well-organized itinerary, you can easily visit the most popular Bridgeport sights in a few days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Bridgeport vacation for longer.
How to find the best Bridgeport package deals?
Start your search for a Bridgeport package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Bridgeport package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bridgeport adventure underway.
Is it cheaper to book a Bridgeport vacation as a package?
You can enjoy significant savings on your next Bridgeport retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Bridgeport?
Score fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Bridgeport escape.
Does Expedia offer Book Now, Pay Later Bridgeport vacation packages?
Your Bridgeport trip should be an escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.