Roland Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Roland

Cherokee Casino & Hotel Roland

Cherokee Casino & Hotel Roland

3.5 out of 5
109 Cherokee Boulevard, Roland, OK
The price is S$135 per night from 14 Sept to 15 Sept
S$135
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Buffet at Casino could have been better"

Reviewed on 17 Aug, 2025

Cherokee Casino & Hotel Roland
Walnut Inn Roland

Walnut Inn Roland

2 out of 5
824 South Paw Paw Road, Roland, OK
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 8 Sept to 9 Sept
S$108
8 Sept - 9 Sept
includes taxes & fees
Walnut Inn Roland
Interstate Inn

Interstate Inn

2.5 out of 5
303 West Ray Fine Blvd, Roland, OK
Fully refundableReserve now, pay when you stay
The price is S$109 per night from 3 Sept to 4 Sept
S$109
3 Sept - 4 Sept
includes taxes & fees
Interstate Inn
See all 194 properties in Roland
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 Roland holiday package cost?
You'll find cheap prices on Expedia for your Roland break. However, factors like the length of stay, hotel choice and season will influence how much your holiday to Roland costs.
What are the cheapest months to go to Roland?
September, November and December are the best times to search for cheap Roland holiday packages. Travelling in less busy months means you can typically find lower prices on flights and accommodation.
How many days is enough for Roland?
The ideal duration for your Roland holiday depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to visit all the main attractions and explore some hidden spots along the way.
How to find the best Roland package deals?
Landing a cheap Roland package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical Roland package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Roland holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customise your Roland trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Roland?
Score amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Roland escape.
How to plan a trip to Roland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Roland.
  2. Plan your budget wisely: Besides the price of your hotel, you should consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may crop up during your trip to Roland.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Roland. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your accommodation and airfare: After you've nailed down your travel dates and duration, book the perfect Roland holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.