Book Exclusive Town of Highland Vacation Packages

Choose one or more items to build your trip:

Search vacation packages deals in Town of Highland's top destinations

A calm lake surrounded by dense green forest under a partly cloudy sky.

Barryville

Vacations
Barryville

Top Town of Highland hotels deals

The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

3.5 out of 5
1040 State Rte 55 Eldred NY
The price is CA $585 per night
CA $585
CA $682 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this business-friendly hotel in Eldred. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sidwell Lake and Crystal Lake are located nearby.
Pool
Hot tub
The Drift House

The Drift House

2 out of 5
3351 New York 97 Barryville NY
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $211 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this hotel in Barryville. Enjoy free WiFi, free parking, and a garden. Popular attractions Brook House Gallery Incorporated and The Outpost are located nearby.
Pet-friendly
Parking included
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
Free cancellation
Reserve now, pay when you stay
The price is CA $225 per night
CA $225
CA $353 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.
Pool
Restaurant
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Free cancellation
Reserve now, pay when you stay
The price is CA $231 per night
CA $231
CA $296 total
Sep 14 - Sep 15
includes taxes & fees
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Pool
Spa
Cove Haven Resort

Cove Haven Resort

3.5 out of 5
194 Lakeview Drive Lakeville PA
Free cancellation
Reserve now, pay when you stay
The price is CA $260 per night
CA $260
CA $339 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Wallenpaupack and Briar Hill are located nearby.
Pool
Hot tub
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
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $202 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Matamoras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Westfall Town Center and Marie's Matamoras Flea Market are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Town of Highland
View all properties
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.

Stay near popular Town of Highland attractions

Brook House Gallery Incorporated

You can spend an afternoon exploring the galleries in Brook House Gallery Incorporated during your travels in Barryville. You'll find more to see and do in this relaxing area.
See properties

Photos of local treasures

Browse Town of Highland vacation photos for more inspiration

A campfire with sparks flying.

Frequently asked questions

How much are vacation packages to Town of Highland?
Travelocity has package deals to Town of Highland, including flights and hotels, starting from as low as . With all the cash you save, you could book some cool tours or maybe add a couple of extra days to your exciting adventure.
Where can I get the best vacation package deals for Town of Highland?
Grabbing a great package deal to Town of Highland couldn't be easier with Travelocity. With 400 air carriers and 1,000,000 worldwide properties, you're flush with choice when it comes to picking your flights and hotels.
Why should I book my Town of Highland vacation bundle with Travelocity?
You'll not only enjoy huge savings, but you can also access our 24/7 customer support, top-notch service and a Price Match Guarantee. Roam across the world, uncover hidden gems and create long-lasting memories — we'll take care of the important details.
Will I save money on my Town of Highland car rental if I bundle it with hotels and flights?
You sure can — and booking one of our Town of Highland vacation packages is the perfect way to do this. Bundle any combination of a hotel, flight, car and experience and score awesome discounts. The more you book, the more you save. There are plenty of landmarks in Town of Highland to put on your must-see list, including Times Square (113 kilometers from Town of Highland). Nothing tops exploring thrilling places like this with the freedom of your own set of wheels.
What is there to do in Town of Highland?
Get out your travel itinerary and jot down Minisink Battlefield County Park and Minisink Battleground Park. They're some of the best-known sights in Town of Highland.