Bridgeport Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Bridgeport Vacation Deals

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

Days Inn by Wyndham Clinton

2.5 out of 5
Price was CA $1,014, price is now CA $965 per person
CA $965
per person
Oct 11 - Oct 15
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Oklahoma City (OKC)
6.8/10 (503 reviews)
Took being assigned to 3 different rooms before getting into one that was actually clean and put together. The room smelled strongly of marijuana, and the building was in high disrepair.

Reviewed on Jun 29, 2026

La Quinta Inn & Suites by Wyndham Clinton Historic Route 66

La Quinta Inn & Suites by Wyndham Clinton Historic Route 66

3 out of 5
Price was CA $1,133, price is now CA $1,066 per person
CA $1,066
per person
Oct 11 - Oct 15
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Oklahoma City (OKC)
9/10 Wonderful! (1,005 reviews)
Carpet in room 216 is getting tired. Should be replaced.

Reviewed on Jul 12, 2026

Super 8 by Wyndham Clinton

Super 8 by Wyndham Clinton

2 out of 5
Price was CA $1,115, price is now CA $1,053 per person
CA $1,053
per person
Oct 11 - Oct 15
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Oklahoma City (OKC)
8.4/10 Very good! (869 reviews)
Nice place to stay with a very nice family running it.

Reviewed on Jul 16, 2026

HiWay Inn Express Elk City Route 66

HiWay Inn Express Elk City Route 66

2.5 out of 5
Price was CA $1,032, price is now CA $976 per person
CA $976
per person
Oct 11 - Oct 15
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Oklahoma City (OKC)
3.6/10 (12 reviews)
Nobody on premises and is abandoned. It took me an hour to finally get ahold of someone and they told me to find someone else due to not having anyone there. Hopefully I get my money back since I booked the room for 2 days and wasn't even able to check in / get a room.

Reviewed on Jul 16, 2026

Lucille's Hotel, Restaurant, & Bar

Lucille's Hotel, Restaurant, & Bar

2.5 out of 5
Price was CA $1,138, price is now CA $1,086 per person
CA $1,086
per person
Oct 11 - Oct 15
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Oklahoma City (OKC)
9.2/10 Wonderful! (555 reviews)

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Bridgeport Hotel Deals

Lucille's Hotel, Restaurant, & Bar

Lucille's Hotel, Restaurant, & Bar

2.5 out of 5
3825 E Main St Weatherford OK
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Jul 20 to Jul 21
CA $121
CA $137 total
Jul 20 - Jul 21
includes taxes & fees
Lucille's Hotel, Restaurant, & Bar
Home2 Suites by Hilton Weatherford

Home2 Suites by Hilton Weatherford

3 out of 5
401 S Washington Weatherford OK
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Aug 5 to Aug 6
CA $114
CA $129 total
Aug 5 - Aug 6
includes taxes & fees
9.4/10 Exceptional! (389 reviews)
"The room was nice and comfortable. It was nice and clean and quiet. Breakfast was okay."

Reviewed on Jul 17, 2026

Home2 Suites by Hilton Weatherford
Best Western Plus Weatherford

Best Western Plus Weatherford

2.5 out of 5
525 E Main Street Weatherford OK
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Aug 1 to Aug 2
CA $136
CA $154 total
Aug 1 - Aug 2
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Understaffed."

Reviewed on Jul 14, 2026

Best Western Plus Weatherford
See all 15 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Bridgeport vacation package cost?
You'll find cheap prices from CA $965 on Expedia for your Bridgeport escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Bridgeport costs.
What are the cheapest months to go to Bridgeport?
You're likely to find reduced prices and better availability in January, February and November. Explore our cheap Bridgeport vacation packages and you could score some excellent off-season deals.
How many days is enough for Bridgeport?
Generally, a handful of days is enough to visit the main sights during your Bridgeport vacation. However, if you want to have some time to chill out or take day tours, think about extending your itinerary.
How to find the best Bridgeport package deals?
Finding a cheap Bridgeport package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Bridgeport package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Bridgeport vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Bridgeport vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Bridgeport?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Bridgeport escape.
How to plan a trip to Bridgeport?

  1. Choose when to go: Check your calendar and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Bridgeport.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and flights. Your hotel will probably be the biggest expense during your trip to Bridgeport.
  3. Set the duration of your trip: Start by listing all the attractions you want to experience in Bridgeport. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your accommodations and airfare: After you've settled on your dates and duration, book the right Bridgeport vacation package for you.

Explore a world of travel with Expedia

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