Highland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Highland
Washington Plaza Hotel
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
S$160
28 Aug - 29 Aug
includes taxes & fees
8.8/10 Excellent! (5,456 reviews)
"Con: no microwave, small room"
Reviewed on 26 Aug, 2026
Arlo Washington DC
333 G St NW Washington DC
Fully refundableReserve now, pay when you stay
S$229
3 Sept - 4 Sept
includes taxes & fees
The Henley Park Hotel
926 Massachusetts Ave NW Washington DC
Fully refundableReserve now, pay when you stay
S$144
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (1,725 reviews)
"Really nice stay - property very clean and generally nicely appointed. Furnishings in the room a bit bizarre. No desk, dresser or refrigerator in my 'Superior King Room' - and there was plenty of room to have one or the other. Some of the lesser rooms did have desks, strangely. Not so comfortable ..."
Reviewed on 26 Aug, 2026
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 Highland holiday package cost?
You'll find cheap prices on Expedia for your Highland escape. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Highland costs.
What are the cheapest months to go to Highland?
You're likely to find reduced prices and greater availability in January, February and April. Take a look at our cheap Highland holiday packages and you could score some great off-season discounts.
How many days is enough for Highland?
The ideal duration of your Highland holiday depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to check out all the top attractions and explore some hidden spots along the way.
How to find the best Highland package deals?
Landing a cheap Highland package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Highland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Highland holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and stays individually. Better still, you can personalise your Highland trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Highland?
If you're planning an impromptu Highland trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Highland?
- Pick your dates: The things you want to do in Highland and your favourite season will help you decide when to get away.
- Work out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and activities. Your accommodation will likely be the biggest expense during your trip to Highland.
- Decide how many days away: Start by listing all the sights and activities you'd like to experience in Highland. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Highland holiday package that brings all your bookings together.
* 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.
