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Sep 11 - Sep 13

Most frequently booked Highland hotels

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Free cancellation
Reserve now, pay when you stay
2.1 km from city center
The price is CA $124 per night
CA $124
CA $139 total
Sep 7 - Sep 8
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
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Free cancellation
5.56 km from city center
The price is CA $135 per night
CA $135
CA $157 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 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 Locust Grove and McCann Golf Course are located nearby.
Breakfast included
Parking included
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
23.19 km from city center
The price is CA $186 per night
CA $186
CA $210 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.
Breakfast included
Pet-friendly
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
9.92 km from city center
The price is CA $138 per night
CA $138
CA $160 total
Sep 24 - Sep 25
includes taxes & fees
Book a stay at this business-friendly 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 Bananas Comedy Club and Casperkill Golf Club are located nearby.
Pool
Breakfast included
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
915 Union Ave New Windsor NY
Free cancellation
Reserve now, pay when you stay
27.16 km from city center
The price is CA $123 per night
CA $123
CA $146 total
Sep 13 - Sep 14
includes taxes & fees
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 New Windsor Cantonment State Historic Site are located nearby.
Pool
Pet-friendly
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
18.68 km from city center
The price is CA $2,090 per night
CA $2,090
CA $2,416 total
Sep 17 - Sep 18
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
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 out of 5
4142 Albany Post Rd Hyde Park NY
Free cancellation
6.4 km from city center
The price is CA $116 per night
CA $116
CA $131 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Franklin D. Roosevelt Presidential Library and Museum and Home of Franklin D. Roosevelt National Historic Site are located nearby.
Breakfast included
Parking included
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
Free cancellation
Reserve now, pay when you stay
9.21 km from city center
The price is CA $193 per night
CA $193
CA $216 total
Sep 8 - Sep 9
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
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
3.13 km from city center
The price is CA $164 per night
CA $164
CA $192 total
Sep 8 - Sep 9
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 McCann Ice Arena and Cunneen-Hackett Cultural Center are located nearby.
Parking included
Free WiFi
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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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
The price is CA $124 per night from Sep 7 to Sep 8
CA $124
CA $139 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (1,005 reviews)

Top cheap Highland hotel deals

Atlas Motor Lodge

Atlas Motor Lodge

125 Tillson Avenue EXT Highland NY
Get rates
7/10 Good! (224 reviews)

Highland hotels essential information

Accommodation
1,534 hotels
Lowest Price
CA $131
Highest Price
CA $2,416
Popular hotels
SureStay Plus Hotel by Best Western Highland Poughkeepsie, Holiday Inn Express Poughkeepsie by IHG, Beekman Arms and Delamater Inn, Hyatt Place Poughkeepsie / Hudson Valley, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point, Wildflower Farms, Auberge Collection, Quality Inn Hyde Park Poughkeepsie North, Hampton Inn by Hilton New Paltz, DoubleTree by Hilton Poughkeepsie Convention Center

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 $131 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 1,534 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

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

4 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Clean room. Could use some updating . Smelled musty. Sherry in a decanter was a nice touch after stumbling through dark parking lot to find an overgrown walkway. Best part was the town .. adorable ! Lined with cute boutiques and all types of places to eat Def had quite a historic vibe. The overall area is stunning and quite picturesque.!"
A verified traveller stayed at Beekman Arms and Delamater Inn
Beekman Arms and Delamater Inn