Highland Lake Vacations from $633

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Your Highland Lake Vacation

Our vacation packages to Highland Lake let you create your own adventure. Tailor your journey to your style and interests and make the most of your time in this wonderful city. Fill your free time with visits to Kadampa Meditation Center New York and World Peace Temple, Forestburgh Playhouse and Mohican Lake, some of the attractions you simply have to see during a trip to Highland Lake. Don't put off visiting this city any longer. The perfect Highland Lake vacation is a couple of clicks away with Expedia.

The Latest Highland Lake vacation packages

Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,302, price is now $633 per person
$633
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.

Reviewed on Oct 27, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,917, price is now $788 per person
$788
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Everything in this island is perfect and amazing.

Reviewed on Dec 5, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $12,980, price is now $6,288 per person
$6,288
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Brickell Floor 31 Sea View-Free Parking by Palermo Home

Brickell Floor 31 Sea View-Free Parking by Palermo Home

3.5 out of 5
Downtown Miami
Price was $2,572, price is now $1,261 per person
$1,261
per person
Feb 11 - Feb 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
No reviews
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was $1,726, price is now $852 per person
$852
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,120 reviews)
Rooms were clean, stuff very friendly.

Reviewed on Dec 1, 2025

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Highland Lake Hotel Deals

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
$209 nightly
The price is $236 total per night from Dec 11 to Dec 12
$236 total
Dec 11 - Dec 12
Total with taxes and fees
8/10 Very Good! (1,848 reviews)
All excellent

Reviewed on Dec 4, 2025

The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $197 total per night from Dec 8 to Dec 9
$197 total
Dec 8 - Dec 9
Total with taxes and fees
8.6/10 Excellent! (1,104 reviews)
clean room

Reviewed on Nov 30, 2025

Resorts World Catskills Casino
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209 Matamoras PA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Dec 14 to Dec 15
$99 total
Dec 14 - Dec 15
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Overall, excellent

Reviewed on Dec 6, 2025

Best Western Hunt's Landing Hotel Matamoras/Milford
See all 1,082 properties in Highland Lake
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.

Find the Best Highland Lake Vacation Packages

Highland Lake Essential Information

Language
English
Currency
U.S dollars
Top Sights
Forestburgh Playhouse, Lake Superior State Park and Fort Delaware Museum

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Frequently asked questions

How much does a Highland Lake vacation package cost?
You can snap up a vacation package to this popular destination from $633 on Expedia. However, how much your vacation to Highland Lake costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Highland Lake?
If you'd like to score a cheap Highland Lake vacation package, consider traveling in January, March and December. You'll usually find lower prices on flights and accommodations during these months — ideal for travelers wishing to save money.
How many days is enough for Highland Lake?
With a well-organized travel plan, you can easily tick off the main Highland Lake attractions in a few days. But if you prefer to explore off the beaten track or go on day tours, think about booking your Highland Lake vacation for longer.
How to find the best Highland Lake package deals?
Start your search for a Highland Lake package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Highland Lake package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Highland Lake adventure underway.
Is it cheaper to book a Highland Lake vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still get the freedom to create a customized Highland Lake vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Highland Lake?
Score amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Highland Lake trip.
Does Expedia offer Book Now, Pay Later Highland Lake vacation packages?
Your Highland Lake trip should be a relaxing escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.