Deals on vacations and trips to Chester

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Chester flight + hotel vacation packages

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

Aspen Select

3.5 out of 5
Kutzky Park
Price was $847, price is now $602 per person
$602
per person
Jul 14 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (RST)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
The Towers At Kahler Grand Hotel

The Towers At Kahler Grand Hotel

4 out of 5
Downtown Rochester
Save 100% on your flight
Price was $2,103, price is now $1,458 per person
$1,458
per person
Jul 14 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (RST)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Relax with a drink at the bar/lounge and enjoy the free self-serve breakfast each morning.
Hampton Inn & Suites Rochester-North

Hampton Inn & Suites Rochester-North

2.5 out of 5
Price was $986, price is now $698 per person
$698
per person
Jul 14 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (RST)
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a snack bar/deli are also on offer.
Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

3 out of 5
Kutzky Park
Save 100% on your flight
Price was $1,251, price is now $897 per person
$897
per person
Jul 14 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (RST)
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and WiFi in public areas. Self parking, a 24-hour business center, and a terrace are also offered.
The Berkman

The Berkman

3 out of 5
Folwell
Save 100% on your flight
Price was $1,305, price is now $996 per person
$996
per person
Jul 14 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rochester (RST)
This aparthotel features a gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Self parking, a 24-hour business center, and a terrace are also offered.

Top Chester hotels deals

Country Trails Inn & Suites

Country Trails Inn & Suites

2 out of 5
809 U.S. 52 Preston MN
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $140 total per night
$140 total
May 27 - May 28
Total with taxes and fees
An attached winery and an indoor pool are featured at this smoke-free hotel. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas and a fireplace in the lobby are also provided.
Western Inn & Suites

Western Inn & Suites

2 out of 5
1530 Main St, Osage IA
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $65 total per night
$65 total
May 27 - May 28
Total with taxes and fees
The motel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Americas Best Value Inn & Suites Spring Valley

Americas Best Value Inn & Suites Spring Valley

2 out of 5
745 N Broadway St Spring Valley MN
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $87 total per night
$87 total
May 27 - May 28
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and laundry facilities and free newspapers are also offered.
AmericInn by Wyndham Osage

AmericInn by Wyndham Osage

3 out of 5
2212 Highway 218 Osage IA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $129 total per night
$129 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Super 8 by Wyndham Cresco IA

Super 8 by Wyndham Cresco IA

2 out of 5
511 Second Ave SE, Hwy 9 & 5th Street Cresco IA
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Jun 4 - Jun 5
Total with taxes and fees
This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free on-the-go breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
Valley Farmhouse

Valley Farmhouse

Spring Valley MN
$229 nightly
The price is $246 total per night
$246 total
May 27 - May 28
Total with taxes and fees
A hot tub is featured at this farm stay, along with laundry facilities and barbecue grills.
Hot Tub
Pet friendly
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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 are vacation packages to Chester?
Travelocity has package deals to Chester, including flights and hotels, starting from as low as $602. With all the extra money, you could throw in some cool tours or maybe also add some extra days to your exciting getaway.
Where can I get the best vacation package deals for Chester?
You'll find amazing Chester package deals with Travelocity. Select from as many as 400 partner airlines and 1,000,000 worldwide properties and turn those travel fantasies into reality.
Why should I book my Chester vacation package via Travelocity?
Because you'll never wander on your own if you book your vacation through us, and we offer round-the-clock customer support and top-notch service to boot. Add to that our Price Match Guarantee and a huge range of experiences and destinations to pick from. We're here to help you jet off on the vacation of a lifetime.
Will I save money on my Chester car rental if I book it with hotels and flights?
Combining your car, flight and hotel into a Chester vacation package is an excellent way to land the best deal. Plus, having your own rental car gives you the freedom to find your way to all those big-name sights you're eager to check out. Located 100 mi from Chester, Mall of America is one attraction that should be on your itinerary. Turn up the tunes and make a day trip of it.
Which airport is best for Chester?
Rochester Intl. Airport (RST) (30 mi away from the downtown area), La Crosse Municipal Airport (LSE) (60 mi away from central Chester) and Mason City Municipal Airport (MCW) (55 mi away from central Chester) are all great options for Chester.

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