Chester Vacation Packages
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Top Chester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Park Royal Miami Beach managed by Accor
North Beach
CA $593
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.8/10 Excellent! (193 reviews)
Had been to Ft. Lauderdale and wanted to check for a decent none night stay in Miami and found this hotel Thro Expedia . Expedia rated this high and happy that we chose this place . Nice location. 5 mins off the beach . The beach is just walkable from this hotel. Very good service . The guy in lobby was very helpful . There was a donminos pizza next door , which was very useful for kids.
Amenities were decent . They had an outdoor swimming pool . Slightly smaller .. there were 2-3 families swimming and it was almost full :) washer dryer worked but it was good .. elevator was small and sometimes slow . We didn’t find a gym. No complimentary breakfast.. parking was a bit wierd and cramped ! They charged per night which was slightly expensive .
The rooms were awesome ! It was good sized for the price . Also had a kitchen.. though we didn’t use the kitchen , it is very good to have , just incase . Bed was comfortable .. bathrooms were neat . Price wise I think this room was very good and value for money . Wanted to give 3 , but just for the room and pricing , I’m giving it a 4 . Good experience overall .
Reviewed on Sep 1, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $11,917
per person
Nov 22 - Nov 27
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
SIRTAJ - Beverly Hills
South of Wilshire
CA $955
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Los Angeles (LAX)
8.2/10 Very good! (1,006 reviews)
Good price and location. Room was clean. No door to bathroom, so not private. Parking was a bit of a fiasco and we got locked inside garage. Staff was pleasant except for person who checked us out. Very short to us. Recommend overall
Reviewed on Sep 9, 2026
Ready to book your vacation to Chester?
Chester Hotel Deals
Best Western Plus Crown Colony Inn & Suites
3211 S 1st Street Lufkin TX
Fully refundableReserve now, pay when you stay
CA $164
CA $185 total
Sep 20 - Sep 21
includes taxes & fees
Quality Inn & Suites Lufkin
4306 S 1st St Lufkin TX
Fully refundable
CA $84
CA $95 total
Sep 20 - Sep 21
includes taxes & fees
Holiday Inn Express & Suites Lufkin South by IHG
4404 S 1st St Lufkin TX
Fully refundable
CA $148
CA $169 total
Sep 13 - Sep 14
includes taxes & fees
8.8/10 Excellent! (615 reviews)
"Good"
Reviewed on Aug 30, 2026
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.
Frequently asked questions
How much does a Chester vacation package cost?
You can pick up a vacation package to this top destination from CA $593 on Expedia. However, how much your vacation to Chester costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Chester?
January, February and June are great times to search for cheap Chester vacation packages. Opting to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Chester?
The ideal duration of your Chester vacation depends on what you'd like to see. Usually, a few days to a week will give you time to tick off all the top sights and explore some hidden treasures along the way.
How to find the best Chester package deals?
Use Expedia's handy filters to help you find some terrific Chester package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Chester package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your Chester retreat by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value 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 Chester?
If you're planning a spur-of-the-moment Chester adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Chester?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Chester.
- Set your budget: Consider expenses like flights, food and transportation when calculating how much to set aside for your trip to Chester. Then, pick a hotel that fits your budget, whether that's a wallet-friendly stay or a high-end getaway.
- Set the duration of your trip: Start by listing all the activities and sights you want to experience in Chester. Then, estimate how long you'll need at each, along with any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Chester vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
