Highland Holidays

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

Top hotels in Highland

Washington Plaza Hotel

Washington Plaza Hotel

4 out of 5
10 Thomas Circle NW, Washington, DC
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 27 Aug to 28 Aug
S$148
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (4,554 reviews)
"We enjoyed our time at Washington Plaza, all the staff were friendly and welcoming. Sarah the bartender at the pool was exceptionally wonderful."

Reviewed on 22 Aug, 2025

Washington Plaza Hotel
Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
1001 14th St NW, Washington, DC
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 31 Aug to 1 Sept
S$190
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (2,650 reviews)
"Excellent hotel! Great staff, great location"

Reviewed on 19 Aug, 2025

Hamilton Hotel Washington DC
The Henley Park Hotel

The Henley Park Hotel

4 out of 5
926 Massachusetts Ave NW, Washington, DC
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 28 Aug to 29 Aug
S$142
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (1,151 reviews)
"Staff was very nice and helped with everything we needed"

Reviewed on 19 Aug, 2025

The Henley Park Hotel
See all 3,895 properties in Highland
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?

  1. Pick your dates: The things you want to do in Highland and your favourite season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.