Chester Holidays from £1,644
Book a Hotel + Flight or Car together to unlock savings
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Your Chester Holiday
Our holiday packages to Chester give you endless opportunities to delve into new sights, sounds and experiences. And with all the finer details worked out, you can breathe easy and enjoy your city escape to the fullest. You'll want to do some exploring during your trip to Chester. Carve out some time for famous attractions like Mountaineer Casino, The Mountaineer Race Track & Gaming Resort and Tomlinson Run State Park. A few clicks is all it takes to create the perfect Chester holiday on Expedia.
Top Chester Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG
£1,708
per person
4 Oct - 10 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Pittsburgh (PIT)
8.6/10 Excellent! (1,024 reviews)
We had a wonderful stay at the hotel. Morgan greeted us warmly and provided excellent service throughout our visit. Morgan was very friendly, welcoming, and professional, which made us feel comfortable right from the start.
Thank you, Morgan, for the great hospitality and excellent service. We truly appreciated it and would be happy to stay here again! ⭐⭐⭐⭐⭐
Reviewed on 23 Aug 2026
Hilton Garden Inn Pittsburgh/Southpointe
£1,723
per person
4 Oct - 10 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Pittsburgh (PIT)
9/10 Wonderful! (1,005 reviews)
A false fire alarm went off on our floor at 3:30 AM, and it took the staff a frustratingly long time to shut it off. It completely disrupted my night, which was especially difficult since I had a long drive ahead the next day.
Reviewed on 24 Aug 2026
The Maverick by Kasa
East Liberty
£1,759
per person
4 Oct - 10 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
A lovely space and great restaurant downstairs. But a fire alarm in the middle of the night really exposed some safety concerns with this business model (no front desk/onsite staff and high reliance on tech/AI/outsourced customer service).
Separately there were so many little things missing/not working like lobby coffee machine or in room amenities that it seems the company is not paying attention to details that impact guests’ experience.
A piercing alarm went off building-wide at 4am ….some people stayed in rooms thinking it must be a false alarm because other stuff in their room was broken so they just ignored it. The rest of us were on the street for a nearly an hour as the fire dept came and went saying they couldn’t do anything to stop it.
No one from the company spoke to all the people outside about what was safe or what was happening. Some of us got AI or generic text messages, which was just insulting.
There was an elderly couple on the fifth floor that took the elevator down during the alarm because they couldn't manage the stairs.
What if this had been a real emergency? A fire with smoke/carbon dioxide etc?
Who would have identified where people are and gotten them out of the building? There was no one on site to help.
Eventually someone stopped the alarm, we got back in and went back to sleep and then the alarm went off again several
times before 6am. Messages to the hotel “staff” got generic responses about the importance of fire safety.
Reviewed on 23 Aug 2026
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 2,500 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Mountaineer Casino and The Mountaineer Race Track & Gaming Resort |
Top hotels in Chester
The Piedmont Cabin 2 bed, 1.5 bath
Chester WV
10/10 Exceptional! (9 reviews)
"We had a great 3 night stay here. The cabin is absolutely adorable and the host has thought of every possible detail to make your visit feel just like home! Everything was very nice and clean. Communication with the host was excellent from the moment of booking, to the day of departure. It is tucked ..."
Reviewed on 18 Aug 2026
The Auburn Home - LPM
Chester WV
9.6/10 Exceptional! (14 reviews)
"Wonderful place to stay!!!! Definitely will stay again if we make it back that way ."
Reviewed on 6 Aug 2026
Secluded Wilderness & Spa On Historic 2k Acre Wild Life Area
Chester WV
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.
Stay near popular Chester attractions
Mountaineer Casino Resort
7.8/10 (118 reviews)
This all-in-one entertainment venue combines thrilling casino gaming with live thoroughbred racing in West Virginia. Enhance your visit with a round on the championship golf course or rejuvenate at the full-service spa.
Tomlinson Run Lake
This 30-acre lake offers serene fishing for bass, catfish, and trout within West Virginia's rolling hills. Rent kayaks or paddleboats during summer months to explore its peaceful waters surrounded by lush greenery.
Pleasant Hills Golf Course
This traditional 9-hole course offers a scenic backdrop for golfers of all skill levels since 1961. Enjoy the driving range and complete your relaxed round in about two hours during pleasant spring or fall mornings.
Frequently asked questions
How much does a Chester travel package cost?
Our Chester travel packages, which begin at just £1,644, are the perfect way to save big. Choose your preferred hotels, flights and rental car to create a personalized trip.
If I'm not able to travel, can I cancel my Chester travel package?
Your situation can change suddenly, so yes, you can. You may be able to amend or cancel your Chester travel package at no cost within 24 hours of booking. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may impose a fee. Want more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Chester?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all covered. Pick a combination that best fits you and see your savings pile up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties worldwide, which lets you customize your Chester adventure.
Does Expedia offer Book Now, Pay Later Chester holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
- Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can escape on that well-deserved holiday sooner.
- Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
- Low deposit holidays: When you see an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Chester?
There's so much to see in Chester, so spend your evenings close to its best sights and maximize your time sightseeing. The Mountaineer Race Track & Gaming Resort is one place that should be on your itinerary.
What are the top hotels in Chester?
Mountaineer Casino, Racetrack & Resort and Holiday Inn Exp Chester WV, an IHG Hotel are among the most sought-after properties in Chester. Why not check out the facilities and rates at each and then decide?
How far in advance should I book my Chester holiday?
To score rock-bottom prices, book early. Airlines usually advertise flights, along with some of the lowest fares, around a year in advance. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway in Chester, there are always lots of great deals to be had on Expedia. Book something in today!
What does an Expedia Chester travel package include?
It comes down to what you want. If you're travelling by yourself, you might decide to bundle flights and hotels. Bringing the entire family to Chester? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Chester travel package?
Locking in all the parts of your escape together is a smart way to save. Bundle your flights, car rentals and hotels into a neat little package. But you're not restricted to hotels. Expedia features all types of properties, including holiday rentals such as oceanfront condos and city residences. You've got choices galore!
Can I choose my airline with a Chester Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flights, hotels and activities that suit you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
