Inns in Town of Highland
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your current months are November, 2026 and December, 2026.

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Top cities in Town of Highland

A solitary tree in a misty field with a backdrop of a cloudy sky and dense forest.

Eldred

A calm lake surrounded by dense green forest under a partly cloudy sky.

Barryville

Highland Lake

Yulan

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Our top choices for Town of Highland inns

A two-story building with a red and white exterior, a central staircase, and a small garden area with benches.

A bar area with a curved counter, multiple hanging pendant lights, and a variety of bottles and glasses on shelves.

A neatly arranged bedroom with a large bed, two bedside tables with lamps, a chair, and a window with curtains.

A cozy hotel room with a wooden floor, a striped sofa, a wooden coffee table, a chair, a lamp, and a painting on the wall.

1. Tom Quick Inn

Tom Quick Inn

3.5 star property

Milford

9.0 out of 10, Wonderful, (197 reviews)

9.0/10

Wonderful

(197 reviews)

"everything was very good we love going to milford and staying at both of your hotels"

GERALDINE

$104 nightly

The price is $114

$114 total

Dec 7 - Dec 8

Total with taxes and fees

Tom Quick Inn

A rustic cabin-style hotel with outdoor seating and a fire feature.

A cozy living room with a fireplace, wooden furniture, and a variety of snacks and drinks on a table.

A large, two-story building with a steeply pitched roof, multiple windows, and a well-lit facade.

A cozy living room with a fireplace, comfortable seating, and a dining area.

2. The Settlers Inn

The Settlers Inn

3.5 star property

Hawley

9.4 out of 10, Exceptional, (267 reviews)

9.4/10

Exceptional

(267 reviews)

"Very nice hotel and our first visit there. The staff was very professional and friendly. Our room was very clean and had everything we needed. The breakfast in the hotel restaurant was excellent - wish we had more time to try dinner there. We were checking in at dinnertime and there was a line to get in. The outside grounds were so nice and there was a HUGE pumpkin to welcome us at the door. We will definitely go back again."

John

$247 nightly

The price is $265

$265 total

Dec 7 - Dec 8

Total with taxes and fees

The Settlers Inn

A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.

A garden with a gazebo, various flowering plants, and a pathway.

A bedroom with a large bed, a chair, a bedside table, and a wall-mounted lamp.

A cozy room with a wood-burning stove, a rocking chair, and a fireplace.

3. The North Branch Inn

The North Branch Inn

4.0 star property

North Branch

9.8 out of 10, Exceptional, (45 reviews)

9.8/10

Exceptional

(45 reviews)

"We had a wonderful stay and even better food. Highly recommend the dinner at the restaurant. Jake was very helpful upon check in and with suggestions for the area. We hope to be back!"

Georgia

$370 nightly

The price is $418

$418 total

Dec 8 - Dec 9

Total with taxes and fees

The North Branch Inn

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.

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