Photo by Karen Wirtz

Find 4 Star Hotels in Highland, NY from SAR 424

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Highland 4 Star Hotels

Compare Highland 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

DoubleTree by Hilton Poughkeepsie Convention Center
Bar (on property)

DoubleTree by Hilton Poughkeepsie Convention Center

4.0 star property
8.4 out of 10, Very Good, (1001)
"Jose is very pleasant & accommodating. The hotel is very nice and has great staff."
The price is SAR 424
SAR 497 total
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Poughkeepsie Convention Center
Woodstock Way Hotel
Superior Room, Fireplace, River View | 1 bedroom, Egyptian cotton sheets, premium bedding, down comforters

Woodstock Way Hotel

4.0 star property
9.4 out of 10, Exceptional, (170)
"Great location and friendly staff "
Woodstock Way Hotel
Mirbeau Inn & Spa
Exterior

Mirbeau Inn & Spa

4.0 star property
9.6 out of 10, Exceptional, (290)
"The inn was lovely with attentive staff!"
The price is SAR 1,764
SAR 2,133 total
includes taxes & fees
1 Sep - 2 Sep
Mirbeau Inn & Spa
Kingston Carriage House
Design Villa | 1 bedroom, Egyptian cotton sheets, premium bedding, memory foam beds

Kingston Carriage House

4.0 star property
9.2 out of 10, Wonderful, (21)
"one of the best places we’ve stayed at! the poet’s loft is a cozy and quiet two-room suite with two bathrooms. a simple luxury to be enjoyed."
The price is SAR 802
SAR 934 total
includes taxes & fees
24 Aug - 25 Aug
Kingston Carriage House
Hasbrouck House
Bar (on property)

Hasbrouck House

4.0 star property
9.2 out of 10, Wonderful, (47)
"Great getaway property. We checked in for two nights, and stayed in a building with kitchen/2 bedrooms, which was great for our needs. We spent time in the property relaxing at the beautiful pool, sauna, and had a fabulous dinner at Butterfield. Played some shuffleboard, pool and video games in their clubhouse - very laid back vibe and perfect for a couples weekend. Great food options off property in the area, and my partner was able to get in a quick nine-hole game of golf at a nearby...
Hasbrouck House
it's a good thing
Terrace/patio

it's a good thing

4.5 star property
8.6 out of 10, Excellent, (18)
"Wonderful stay and wonderful hosts! "
it's a good thing
The Herwood Inn
Exterior detail

The Herwood Inn

4.5 star property
9.6 out of 10, Exceptional, (82)
"Exceptional host and very clean. Would most definitely stay again."
The price is SAR 951
SAR 1,065 total
includes taxes & fees
16 Sep - 17 Sep
The Herwood Inn
Journey Inn Bed & Breakfast
Hiking

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (327)
"Great place"
The price is SAR 841
SAR 951 total
includes taxes & fees
24 Aug - 25 Aug
Journey Inn Bed & Breakfast
Millbrook Country House Bed & Breakfast
Aerial view

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (78)
"Gracious host and great breakfast "
The price is SAR 743
SAR 841 total
includes taxes & fees
8 Sep - 9 Sep
Millbrook Country House Bed & Breakfast
The Millbrook Inn
Exterior

The Millbrook Inn

4.0 star property
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
The Millbrook Inn
Dome House Retreat
45-inch Smart TV with cable channels, TV, fireplace

Dome House Retreat

4.0 star property
Dome House Retreat
Brinckerhoff Inn
Porch

Brinckerhoff Inn

4.0 star property
9.6 out of 10, Exceptional, (60)
"We had a great stay at the Brinckerhoff Inn. The property is beautiful and it was obvious how much work went into the restoration. The decor was very "Presidential" and definitely felt like you were back in the 18th Century. My husband and I had a lovely stay. The en suite bathroom was spacious and Molton brown amenities added a nice touch. We even snuck in a few games of pool in the downstairs game room. Bob was a terrific host and made us a delicious breakfast with a beautiful...
Brinckerhoff Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Highland.
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

2702 Main St, Gardiner, NY
The price is SAR 3,849 per night from Sep 17 to Sep 18
SAR 3,849
SAR 4,474 total
17 Sep - 18 Sep
includes taxes & fees
9.4/10 Exceptional! (52 reviews)
Still don't see what you're looking for?
See all properties in Highland.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Highland

Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve.

See all hotels in Highland
View from Walkway over the Hudson
Photo by Karen Wirtz
Open Photo by Karen Wirtz

Top Highland Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"This staff here is great. So friendly and informative. I'm a germaphobe so I checked every corner of the room and it was spotless. They also give you warm cookies when you check in. "
Germono 1-night trip
Posted 3 days ago
DoubleTree by Hilton Poughkeepsie Convention Center

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Highland?
To lock in a 4-star hotel in Highland that's within your budget, take advantage of Expedia's handy search filters. Browse the availability during your chosen dates and use our pricing filter to set your maximum rate. You can also list your results by the most budget-friendly stay first.

  • Search for the lowest price from SAR 2,908

What's the difference between 5-star and 4-star hotels in Highland?
Offering a friendly guest experience and upmarket décor, 4-star hotels are a fabulous option for your Highland break. These kinds of stays generally come with lots of handy amenities that make it easy to kick back and relax — think large beds, bathrobes, restaurants and pools. Or enjoy even more lavishness at a 5-star hotel designed to indulge you in luxury perks and amenities. 24-hour front desk, oversized bathrooms and world-class dining are typically featured at these plush properties.
Does Highland have any 4-star all-inclusive resorts?
Enjoy a relaxing vacation experience where almost everything is included in the one upfront rate by using our "All inclusive" filter. Sticking to your budget is a piece of cake when your accommodations, meals and many activities are already taken care of. Want more options? Browse the amazing offers on Expedia's standard 4-star options in and around Highland.