Chesterland Holidays from £1,468

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Your Chesterland Holiday

Build a custom holiday package to Chesterland and start looking forward to your next big adventure. Stay in the neighbourhood of Shaker Heights, which is great for cafes and golfing, for a real taste of this vibrant city. If going to see the sights is a priority during your trip to Chesterland, make sure you find your way to famous attractions like Alpine Valley and Fowlers Mill Golf Course. Expedia is here to help you escape the everyday. Tailor your holiday to Chesterland to suit your travel style, whatever that may look like.

Top Chesterland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Canton near Hall of Fame

Country Inn & Suites by Radisson, Canton near Hall of Fame

2.5 out of 5
per person
3 Nov - 8 Nov
found 5 hours ago
Return flight included
Newcastle (NCL) to Akron (CAK)
5.4/10 (41 reviews)
We booked this property based on the last reviews of being updated. Staff was friendly. Breakfast was great for us. Hot tub was broken, pool was not clear, elevator was scary, hallways were dark dingy and outdated. Luckily we only stayed one night. Beds were okay but my husband has a Cpap and there were no outlets anywhere near the beds. Beds were clean. Furniture was painted so definitely outdated. Bathroom tub was painted with updated hardware. All door knobs were put on wrong. The bathroom door handle kept falling off. I wouldn’t considered that remodeled. We would not go back to this hotel and it gave Bates Motel vibes. Definitely needs a lot more work.

Reviewed on 20 Jul 2025

Bertram Inn at Glenmoor

Bertram Inn at Glenmoor

3.5 out of 5
per person
3 Nov - 8 Nov
found 5 hours ago
Return flight included
Newcastle (NCL) to Akron (CAK)
8.6/10 Excellent! (278 reviews)
Property is in a quiet spot and it feels peaceful on the property.

Reviewed on 27 Jul 2025

Comfort Suites Hartville - North Canton

Comfort Suites Hartville - North Canton

2.5 out of 5
per person
3 Nov - 8 Nov
found 5 hours ago
Return flight included
Newcastle (NCL) to Cleveland (CLE)
9.6/10 Exceptional! (987 reviews)
No exaggeration of the best rooms I’ve ever stayed in. Super comfy bed, friendly staff, tasty breakfast, and everything was very clean. Would definitely stay here again!

Reviewed on 5 Aug 2025

The Aurora Inn

The Aurora Inn

3 out of 5
per person
3 Nov - 8 Nov
found 5 hours ago
Return flight included
Newcastle (NCL) to Akron (CAK)
9/10 Wonderful! (499 reviews)
Front desk staff was fantastic. Beautiful property, quaint rooms.

Reviewed on 5 Aug 2025

Hampton Inn Akron-South

Hampton Inn Akron-South

2.5 out of 5
per person
3 Nov - 8 Nov
found 5 hours ago
Return flight included
Newcastle (NCL) to Akron (CAK)
8.6/10 Excellent! (774 reviews)
Locked on the everything about it.But no bacon or sausage on the breakfast

Reviewed on 3 Aug 2025

Chesterland Essential Information

Language
English
Currency
U.S dollars
Population
2,500
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Lake Lucerne Beach, Fowlers Mill Golf Course and Chardon Lakes Golf Club

Top hotels in Chesterland

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne, Cleveland, OH
Fully refundableReserve now, pay when you stay
The price is £113 per night from 21 Aug to 22 Aug
£113
21 Aug - 22 Aug
includes taxes & fees
8.4/10 Very Good! (1,492 reviews)
"N/A"

Reviewed on 4 Aug 2025

The Westin Cleveland Downtown
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

4 out of 5
420 Superior Ave E, Cleveland, OH
Fully refundableReserve now, pay when you stay
The price is £114 per night from 1 Sept to 2 Sept
£114
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"It is a wonderful experience by itself..With its attachment to the breathtaking arcade,we consider it a destination requirement when in Cleveland. Excellent. Get a room facing the arcade"

Reviewed on 5 Aug 2025

Hyatt Regency Cleveland At The Arcade
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
651 Huron Rd E, Cleveland, OH
Fully refundable
The price is £98 per night from 24 Aug to 25 Aug
£98
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,262 reviews)
"Great dining , clean and cute room"

Reviewed on 7 Aug 2025

Hotel Indigo Cleveland Downtown by IHG
See all 1,435 properties in Chesterland
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 Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Chesterland travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Chesterland from just £1,468. And the more you bundle, the more you save. Your dream escape has never been more affordable.
If I'm not able to travel, can I cancel my Chesterland travel package?
If your travel plans in Chesterland have been upended, it's a relief to know that it's possible to cancel your booking. If your booking was made less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to Chesterland?
Bundle your flight and hotel bookings, add on extras such as activities, and save with a Chesterland travel package. You won't just score impressive discounts on your trip — you'll have loads of choice within your reach too. When you book through Expedia, you can select from more than 550 airlines and 1,000,000 hotels around the world. Your next affordable adventure begins right here, right now!
Does Expedia offer Book Now, Pay Later Chesterland holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your bank balance. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all types of budgets, so you can escape on that well-deserved holiday sooner.
  • Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you stumble on an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your escape.

What are the top hotels in Chesterland?
Secure a room at Punderson Manor Lodge and Conference Centre. It's one of this area's most sought-after hotels. Another reputable option in Chesterland is Red Maple Inn.
How far in advance should I book my Chesterland holiday?
Search Expedia to compare airfares as early as possible. In most cases, you can purchase a seat up to a year before departure. If you can't see your preferred carrier, or you're booking late, don't worry. Low prices to Chesterland sometimes emerge just weeks before departure.
What does an Expedia Chesterland travel package include?
That depends on what you're looking for. If you're travelling by yourself, you might decide to bundle flights and hotels. Taking the entire family to Chesterland? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Chesterland travel package?
Our prices are already low. However, you'll pick up even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Chesterland Expedia travel package?
Yes, and with more than 550 airlines to pick from worldwide, it's all about choice. Scroll through the available options and find out which airline suits your budget and needs.

* 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.