Trail Holidays

  • Plan, book, travel with confidence
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Trail

Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 27 Nov to 28 Nov
S$145
includes taxes & fees
27 Nov - 28 Nov
8.8/10 Excellent! (1,614 reviews)
"Clean, spacious rooms. On site restaurant and easy access to I-5. Overall, a very good value"

Reviewed on 24 Nov,2024

Rogue Regency Inn and Suites
My Place Hotel-Medford OR
My Place Hotel-Medford OR
3 out of 5
580 Airport Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is S$135 per night from 9 Dec to 10 Dec
S$135
includes taxes & fees
9 Dec - 10 Dec
9/10 Wonderful! (1,162 reviews)
"Quiet. Nice staff"

Reviewed on 24 Nov,2024

My Place Hotel-Medford OR
Holiday Inn Express Hotel & Suites Medford-Central Point, an IHG Hotel
Holiday Inn Express Hotel & Suites Medford-Central Point, an IHG Hotel
2.5 out of 5
285 Peninger Rd, Central Point, OR
Fully refundable
The price is S$131 per night from 3 Dec to 4 Dec
S$131
includes taxes & fees
3 Dec - 4 Dec
9/10 Wonderful! (1,005 reviews)
"Enjoyed our stay, thank you! The HIE is nestled off I5 in Central Point. There's a short drive off the highway to the hotel itself. There are a few dining options around and a convenience store within a 10-15 minute walk away. When we showed up the front desk receptionist was very kind. She saw that ..."

Reviewed on 25 Nov,2024

Holiday Inn Express Hotel & Suites Medford-Central Point, an IHG Hotel
See all 152 properties in Trail
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 Trail holiday package cost?
The most affordable Trail holiday package is , so your dream getaway can become a reality — without the high price tag. Bundle flights, hotels, car rentals and more to create a package that suits your travel style.
How do I get a cheap travel package to Trail?
Browse and book everything all in one place with our Trail holiday packages. You’ll discover bargains on flights, hotels and more that’ll keep your travel budget happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels worldwide to select from, you’ll have endless opportunities to mix and match as you like.
What are the top hotels in Trail?
When it comes to comfortable and convenient places to stay in Trail, you can’t beat Romantic And Private Cabin On Rogue River. Look up our deals and pick up a bargain.
How far in advance should I book my Trail holiday?
It all depends on the airline, but you can usually compare international airfares on Expedia up to a year in advance. While it’s generally a good idea to book ahead of time, lucky customers occasionally nab a cheaper seat just weeks before their intended journey.
What does an Expedia Trail travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to build your ideal Trail travel package. Once you’ve made your booking, you can add on all the fun stuff like day tours and activities. Don’t forget — the more you bundle, the more you’ll save!
What should I know before booking a Trail travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you’ve created your package, you can add on things like activities or sightseeing tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Trail Expedia holiday package?
Yes, the choice is yours. We offer more than 550 airlines throughout the world, so you can tailor your Trail holiday according to your budget and needs.
If I'm not able to travel, can I cancel my Trail holiday package?
It’s difficult to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Trail holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

* 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.