Orwell Vacation Packages

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Your Orwell Vacation

Amazing adventures await when you reserve a vacation package to Orwell. Whether you're a foodie, art buff or just a traveler who loves to experience new places, there's something for everyone in this exciting city. Can't wait to see some sights? Spend some time exploring major attractions such as Windsor Mills Covered Bridge during your trip to Orwell. Whoever you're taking time off with and whatever your bank balance, your ultimate Orwell vacation is only clicks away with Expedia.

Top Orwell Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
Downtown Cleveland
Price was CA $1,616, price is now CA $1,440 per person
CA $1,440
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Cleveland (CLE)
7.6/10 Good! (1,014 reviews)
Pool and hot tub were closed, sheets were too small for the bed. Toilet was running.

Reviewed on Jul 8, 2026

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was CA $2,023, price is now CA $1,694 per person
CA $1,694
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Cleveland (CLE)
8.8/10 Excellent! (2,253 reviews)
The staff was welcoming and very helpful. The only issue I had was; (1) the tub was peeling and (2) there was an odor in the hallway. Like dirty carpet or a mildew smell.

Reviewed on Jul 10, 2026

Fidelity Hotel

Fidelity Hotel

4.5 out of 5
Downtown Cleveland
Price was CA $1,859, price is now CA $1,626 per person
CA $1,626
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Cleveland (CLE)
9.6/10 Exceptional! (803 reviews)
The staff was superb. Very friendly. The room was incredible. So feminine and elegant. Stayed here with my best friend and it was the perfect place for our trip. We will definitely be staying here from here on out. Valet was prompt and kind. Really enjoyed our experience at Fidelity. The towels and bed were super soft. We did not eat or go to the bar. Felt very secure and safe. Had to use our key cards to get in and use the elevator.

Reviewed on Jul 9, 2026

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

4 out of 5
Downtown Cleveland
Price was CA $1,765, price is now CA $1,567 per person
CA $1,567
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Cleveland (CLE)
9.2/10 Wonderful! (422 reviews)
Everything was very efficient for it to be a concert day ! I would stay here again .

Reviewed on Jul 9, 2026

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

3 out of 5
Downtown Cleveland
Price was CA $1,628, price is now CA $1,472 per person
CA $1,472
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Cleveland (CLE)
8.8/10 Excellent! (1,482 reviews)
Close to the ball park and restaurants,easy access off the highway and a descent breakfast.I would definitely stay there again.

Reviewed on Jul 9, 2026

Ready to book your vacation to Orwell?

 

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Orwell Hotel Deals

Wingate by Wyndham Geneva at SPIRE Academy

Wingate by Wyndham Geneva at SPIRE Academy

3 out of 5
1715 S Broadway Geneva OH
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Jul 12 to Jul 13
CA $161
CA $185 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (119 reviews)
"great breakfast and friendly staff"

Reviewed on Jul 8, 2026

Wingate by Wyndham Geneva at SPIRE Academy
Red Roof Inn Ashtabula - Austinburg

Red Roof Inn Ashtabula - Austinburg

2 out of 5
1860 Austinburg-Ashtabula Rd Austinburg OH
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Jul 12 to Jul 13
CA $102
CA $117 total
Jul 12 - Jul 13
includes taxes & fees
6.8/10 (952 reviews)
"They had issues with the plumbing. There was water and sewage in both our rooms and the hallway. They had problems when we were checking in and they should have notified everyone and not rented out the rooms."

Reviewed on Jul 6, 2026

Red Roof Inn Ashtabula - Austinburg
Americas Best Value Inn Austinburg

Americas Best Value Inn Austinburg

2 out of 5
2352 State Route 45 N Austinburg OH
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Jul 27 to Jul 28
CA $103
CA $119 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,006 reviews)
"Good AC. Room was maintained adequately."

Reviewed on Jul 9, 2026

Americas Best Value Inn Austinburg
See all 215 properties in Orwell
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
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Frequently asked questions

How much does a Orwell vacation package cost?
You'll find cheap prices from CA $1,440 on Expedia for your Orwell break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Orwell costs.
What are the cheapest months to go to Orwell?
You can usually find lower prices and better availability in January, February and November. Browse our cheap Orwell vacation packages and you could get some great off-season discounts.
How many days is enough for Orwell?
With a well-planned schedule, you can easily tick off the most popular Orwell attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your Orwell vacation for longer.
How to find the best Orwell package deals?
Landing a cheap Orwell package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Orwell package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Orwell vacation as a package?
You can enjoy significant savings on your Orwell retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Orwell?
If you've got your Orwell vacation dates finalized, book early to bag some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Orwell?

  1. Choose your dates: The things you want to do in Orwell and your favourite season will help you decide when to get away.
  2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Orwell.
  3. Work out your trip length: Think about how much time you want to spend discovering Orwell. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, lock in the perfect Orwell 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.