Book Cheap Hotels in Highland

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Most frequently booked Highland hotels

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY

Free cancellation

Reserve now, pay when you stay

2.1 km from city centre

CA $110

CA $123 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berean Park Beach and McCann Arena are located nearby.

Breakfast included

Pet-friendly

Residence Inn by Marriott Kingston

800 Frank Sottile Boulevard Kingston NY

Free cancellation

Reserve now, pay when you stay

27.75 km from city centre

CA $157

CA $176 total

Jan 1 - Jan 2, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hudson Valley Mall and Robert E. Post Memorial Park are located nearby.

Breakfast included

Pet-friendly

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY

Free cancellation

Reserve now, pay when you stay

8.31 km from city centre

CA $140

CA $162 total

Jan 9 - Jan 10, 2026

includes taxes & fees

Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Casperkill Golf Club and Bananas Comedy Club are located nearby.

Pool

Breakfast included

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

Free cancellation

Reserve now, pay when you stay

9.94 km from city centre

CA $162

CA $188 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.

Pool

Pet-friendly

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

915 Union Ave New Windsor NY

Free cancellation

Reserve now, pay when you stay

26.93 km from city centre

Get rates

Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

Pool

Pet-friendly

Courtyard by Marriott Poughkeepsie

2641 South Road/Route 9 Poughkeepsie NY

Free cancellation

Reserve now, pay when you stay

6.17 km from city centre

CA $125

CA $141 total

Dec 26 - Dec 27

includes taxes & fees

Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Locust Grove and McCann Golf Course are located nearby.

Free WiFi

Restaurant

Wildflower Farms, Auberge Collection

2702 Main St Gardiner NY

18.68 km from city centre

CA $1,697

CA $1,961 total

Jan 22 - Jan 23, 2026

includes taxes & fees

Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.

Pool

Spa

Hampton Inn by Hilton New Paltz

4 South Putt Corners Road New Paltz NY

Free cancellation

Reserve now, pay when you stay

9.21 km from city centre

CA $168

CA $188 total

Dec 30 - Dec 31

includes taxes & fees

Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Samuel Dorsky Museum of Art and Loren Campbell Memorial Field are located nearby.

Pool

Breakfast included

Howard Johnson by Wyndham Newburgh/West Point

95 Route 17K Newburgh NY

Free cancellation

Reserve now, pay when you stay

25.75 km from city centre

CA $107

CA $127 total

Dec 30 - Dec 31

includes taxes & fees

Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

Breakfast included

Parking included

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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.

Top family friendly Highland hotel deals

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY

CA $110

CA $123 total

Jan 4 - Jan 5, 2026

includes taxes & fees

7.6/10 Good! (948 reviews)

Top cheap Highland hotel deals

Atlas Motor Lodge

125 Tillson Avenue EXT Highland NY

Get rates

Highland hotels essential information

Accommodation	1,528 hotels
Lowest Price	CA $123
Highest Price	CA $1,961
Popular hotels	SureStay Plus Hotel by Best Western Highland Poughkeepsie, Residence Inn by Marriott Kingston, Hampton Inn & Suites Poughkeepsie, Hyatt Place Poughkeepsie / Hudson Valley, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point, Courtyard by Marriott Poughkeepsie, Wildflower Farms, Auberge Collection, Hampton Inn by Hilton New Paltz, Howard Johnson by Wyndham Newburgh/West Point

Frequently asked questions

What are the top kid-friendly hotels in Highland?

From well-designed amenities to extra room to move, kid-friendly hotels are equipped with features that can help turn a great family vacation into an incredible one. These Highland options make getting away with little ones easier: The whole gang will love staying at House in Highland: Secluded Retreat Near Walkway Over the Hudson. A swimming pool and a deck are among the things that help make this place a winner. Otherwise, spend your Highland trip at Modern cape near walkway. Take advantage of free WiFi, internet access and more here.

Where can I find cheap hotels in Highland?

At Travelocity you'll find really nice hotels in Highland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Highland rather than in Highland. We may find you even better rates, too.

How do I find the best Highland hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Highland then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Highland?

The cheapest hotel in Highland is CA $123 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Highland?

There are 1,528 hotels in Highland on Travelocity.

What are the best hotels in Highland?

Highland has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Highland for you!

When is the best time to visit Highland?

If you want the joy of a fun-filled trip in peak season, visit Highland during March, April and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, November and December.

When is the cheapest time to stay in Highland?

Based on historic data is usually the cheapest month to visit Highland. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Highland?

There are multiple hotels in Highland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Highland. We have plenty of kid-friendly hotels in Highland to choose from on Travelocity!

Why book a hotel in Highland through Travelocity?

Because we have the top hotels in Highland! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Highland on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Highland hotel reviews by fellow wanderers