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 $122

CA $137 total

Jun 14 - Jun 15

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

Best Western Plus Kingston Hotel And Conference Center

503 Washington Ave Kingston NY

Free cancellation

Reserve now, pay when you stay

24.78 km from city centre

CA $165

CA $184 total

Jun 2 - Jun 3

includes taxes & fees

Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dietz Stadium and Birch Body Care are located nearby.

Studio 6 Extended Stay Fishkill Route 9 NY

25 Merritt Blvd Fishkill NY

Free cancellation

Reserve now, pay when you stay

21.86 km from city centre

CA $117

CA $136 total

Jun 1 - Jun 2

includes taxes & fees

Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Blodgett Memorial Library and Van Wyck Homestead Museum are located nearby.

Pet-friendly

Parking included

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

9.92 km from city centre

CA $140

CA $162 total

Jun 2 - Jun 3

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.

Wildflower Farms, Auberge Collection

2702 Main St Gardiner NY

18.68 km from city centre

CA $1,866

CA $2,164 total

Jun 9 - Jun 10

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.

Spark by Hilton Fishkill

20 Schuyler Blvd Fishkill NY

22.25 km from city centre

CA $128

CA $148 total

Jun 2 - Jun 3

includes taxes & fees

Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.

Studio 6 Extended Stay Fishkill Westage Center NY

55 W Merritt Blvd Fishkill NY

Free cancellation

Reserve now, pay when you stay

22.16 km from city centre

CA $106

CA $122 total

Jun 4 - Jun 5

includes taxes & fees

Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blodgett Memorial Library and Van Wyck Homestead Museum are located nearby.

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 $145

CA $164 total

Jun 14 - Jun 15

includes taxes & fees

Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Locust Grove and McCann Golf Course are located nearby.

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 $185

CA $207 total

May 31 - Jun 1

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

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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 $122

CA $137 total

Jun 14 - Jun 15

includes taxes & fees

7.8/10 Good! (1,004 reviews)

Top cheap Highland hotel deals

Atlas Motor Lodge

125 Tillson Avenue EXT Highland NY

Get rates

7/10 Good! (224 reviews)

Highland hotels essential information

Accommodation	1,570 hotels
Lowest Price	CA $122
Highest Price	CA $2,164
Popular hotels	SureStay Plus Hotel by Best Western Highland Poughkeepsie, Best Western Plus Kingston Hotel And Conference Center, Studio 6 Extended Stay Fishkill Route 9 NY, Hyatt Place Poughkeepsie / Hudson Valley, Wildflower Farms, Auberge Collection, Spark by Hilton Fishkill, Studio 6 Extended Stay Fishkill Westage Center NY, Courtyard by Marriott Poughkeepsie, Residence Inn by Marriott Kingston

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 $122 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 1,570 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

DoubleTree by Hilton Poughkeepsie Convention Center

1 out of 5

Posted 5 hours ago

Travelocity Verified Review

"Our stay was terrible. The Air Conditioning was out of service as a result our room was very hot. Could not sleep at all. The staff kept saying that someone was going to fix it. Unfortunately it was never fixed."

A verified traveller stayed at DoubleTree by Hilton Poughkeepsie Convention Center

Studio 6 Extended Stay Fishkill Westage Center NY

1 out of 5

Posted 7 hours ago

Travelocity Verified Review

"Let's start with the hotel's sketchy booking practices! I made my reservation and paid in full. When I arrived, I was told we're fully booked. "NO ROOM!" It wasn't just me. There was a lobby full of folks (not an exaggeration) who'd made reservations, paid and were VERY UPSET (no expletives here) because they'd driven hundreds of miles only to be told "NO ROOM." Thankfully, Hotels.com did me right and found me a room for the evening... although it did require an additional 30-mile commute! Next, this place is horribly understaffed. When I arrived around 9pm, no one was at the desk. The gentleman handling the desk was cleaning rooms because he was also serving as housekeeping!!! So, my original reservation was from Friday, May 21 until Monday, May 25, 2026. I'd attempted to extend my reservation but been told that I could not. Instead, I made a separate reservation for Thursday. Because my first night's reservation was only for one night, that's what Hotels.com shifted my reservation for. After staying one night at the substitute hotel, I had to come back to this one for my previously scheduled reservation. Check-in was at 3pm so I arrived at 2pm just to be safe. Like before, there was no one at the front desk and there was a similar but smaller crowd already gathered. The young lady on desk duty was doing laundry and making up rooms and let's just say she wasn't happy about it!!! Bottom line: AVOID THIS HELLHOLE AS IF IT HAD A COMMUNICABLE DISEASE!!!"

A verified traveller stayed at Studio 6 Extended Stay Fishkill Westage Center NY