Explore top 2026 4 Star Hotels in Highland

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Top Highland 4 Star hotels

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $146 total per night from Jun 23 to Jun 24
$146 total
Jun 23 - Jun 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, ...
8.4/10 Very Good! (1,003 reviews)
"Clean rooms. Staff are friendly. Convenient location."

Reviewed on Jun 15, 2026

Opens in a new windowDoubleTree by Hilton Poughkeepsie Convention Center
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St Rhinebeck NY
Fully refundableReserve now, pay when you stay
$416 nightly
The price is $470 total per night from Jun 22 to Jun 23
$470 total
Jun 22 - Jun 23
Total with taxes and fees
A full-service spa, 2 restaurants, and a hot tub are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 2 conference rooms, ...
9.6/10 Exceptional! (335 reviews)
"Spa experience was exceptional. Enjoyed the breakfast, beautiful room. We enjoyed our stay. Definitely a re-do on our list."

Reviewed on Jun 18, 2026

Opens in a new windowMirbeau Inn & Spa
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
$381 nightly
The price is $422 total per night from Jun 22 to Jun 23
$422 total
Jun 22 - Jun 23
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli ...
9.6/10 Exceptional! (285 reviews)
"Overall excellent experience. Staff is wonderful!! Great coffee bar and free snacks. Would go once a month if I could."

Reviewed on Jun 18, 2026

Opens in a new windowWoodstock Way Hotel
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$209 nightly
The price is $234 total per night from Jun 22 to Jun 23
$234 total
Jun 22 - Jun 23
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
9.6/10 Exceptional! (121 reviews)
"Personalized, quirky in the sweetest way... feels like home for an artist!"

Reviewed on Jun 18, 2026

Opens in a new windowThe Herwood Inn
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4 out of 5
1 Sherwood Place Hyde Park NY
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $280 total per night from Jun 24 to Jun 25
$280 total
Jun 24 - Jun 25
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A garden, a library, ...
9.6/10 Exceptional! (350 reviews)
"We enjoyed the homey atmosphere and the proximity to interesting places to see!"

Reviewed on Jun 10, 2026

Opens in a new windowJourney Inn Bed & Breakfast
Kingston Carriage House

Kingston Carriage House

4 out of 5
85 Abeel St Kingston NY
$257 nightly
The price is $288 total per night from Jun 22 to Jun 23
$288 total
Jun 22 - Jun 23
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, a communal living room, and concierge services. A virtual front desk are provided for your ...
Opens in a new windowKingston Carriage House
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
174 Angola road Cornwall NY
$442 nightly
The price is $522 total per night from Jul 3 to Jul 4
$522 total
Jul 3 - Jul 4
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free cooked-to-order breakfast each morning. Dry ...
9.4/10 Exceptional! (102 reviews)
"Clean room, delicious breakfast, beautiful property, and excellent property managers."

Reviewed on Jun 15, 2026

Opens in a new windowCromwell Manor Inn
it's a good thing

it's a good thing

4.5 out of 5
233 9 Partners Rd Clinton Corners NY
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $186 total per night from Jun 21 to Jun 22
$186 total
Jun 21 - Jun 22
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, ...
7.6/10 Good! (29 reviews)
"The entrance to the place is through a kitchen that is not well maintained. There is no microwave. There is only one bathroom that has to be shared with the owner and his wife. There were only 2 small beds. There was no closet or ironing facility. The only washer/dryer was in the first floor and ..."

Reviewed on May 25, 2026

Opens in a new windowit's a good thing
Brinckerhoff Inn

Brinckerhoff Inn

4 out of 5
1577 New York 52 Fishkill NY
$299 nightly
The price is $338 total per night from Jun 21 to Jun 22
$338 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. ...
9.6/10 Exceptional! (62 reviews)
"We had an absolutely amazing stay! The property was fantastic, the room stupendous, the bathtub a god-send, and the property owner and staff were next level! Will recommend this to all of our friends, family, and strangers as THE place to go visit and stay!"

Reviewed on Jun 15, 2026

Opens in a new windowBrinckerhoff Inn
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

4 out of 5
3244 Sharon Turnpike Millbrook NY
$240 nightly
The price is $272 total per night from Jun 21 to Jun 22
$272 total
Jun 21 - Jun 22
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a garden, and luggage storage ...
9/10 Wonderful! (83 reviews)
"This is a lovely home and it was a peaceful and restful stay. The Proprietor was a lovely gentleman, and his coffee and breakfast was outstanding."

Reviewed on Feb 23, 2026

Opens in a new windowMillbrook Country House Bed & Breakfast
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4 Star Hotels Highland

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Highland 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Highland will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Highland, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Highland hotel reviews by fellow wanderers