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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
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Oct 3 - Oct 5

B&B in Highland Mills

Cromwell Manor Inn
Stately two-story house with a central entrance and columns, surrounded by a well-manicured lawn.

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (67)
"Very gracious innkeepers; great breakfast in a beautiful setting."
$237 nightly
The price is $280
Aug 24 - Aug 25
Total includes taxes and fees
Cromwell Manor Inn
Borland House Inn
Welcome to this charming two-story house with a welcoming front porch and beautifully manicured surroundings.

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
$190 nightly
The price is $215
Sep 5 - Sep 6
Total includes taxes and fees
Borland House Inn
The Dominion House Bed & Breakfast
Stroll through the serene garden, surrounded by lush plants and a soothing fountain, with a charming gazebo in the distance.

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (227)
"Amazing hospitality,"
$215 nightly
The price is $243
Aug 11 - Aug 12
Total includes taxes and fees
The Dominion House Bed & Breakfast
Buck's Homestead B&B
Stroll through the serene grounds of this charming two-story home, surrounded by mature trees and a beautifully manicured lawn.

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (58)
"Very comfortable stay"
Buck's Homestead B&B
Villa Verde BB Greenwood Lake NY
Stroll along the garden pathway to the inviting pool area surrounded by lush greenery and beautifully trimmed bushes and trees.

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (7)
"Eva was a gracious host. The breakfast was very good. "
$234 nightly
The price is $264
Aug 10 - Aug 11
Total includes taxes and fees
Villa Verde BB Greenwood Lake NY
Tin Brook Bed & Breakfast
Stroll up to this charming home, featuring a cozy front porch and a beautifully manicured lawn.

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (115)
"Very nice accommodations & staff."
$138 nightly
The price is $156
Aug 10 - Aug 11
Total includes taxes and fees
Tin Brook Bed & Breakfast
Caldwell House Bed & Breakfast
Classic hotel room with a large bed, four-poster bed frame, and a fireplace.

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (473)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
The Castle at Skylands Manor
Situated in a wooded area, this cozy lodge offers a tranquil retreat with a lake view.

The Castle at Skylands Manor

3.5 star property
7.4 out of 10, Good, (389)
"Pretty area"
$199 nightly
The price is $222
Aug 13 - Aug 14
Total includes taxes and fees
The Castle at Skylands Manor
Stagecoach Inn
Enjoy meals in this dining area with high ceilings, large windows, and a door leading to an outdoor space.

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (76)
"Staff was amazing friendly attentive always smiling. Food and drinks were delicious. Loved the ambience of the room. "
$209 nightly
The price is $257
Aug 10 - Aug 11
Total includes taxes and fees
Stagecoach Inn
Columbus Hotel
Relax in a serene bedroom with a four-poster bed, minimalist design, and a large window.

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
Columbus Hotel
Saint Huberts Lodge
Enjoy a game of pool in this stylish room with a pool table, ornate chandelier, and beautiful artwork.

Saint Huberts Lodge

3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
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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Top Highland Mills Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"While the elevator is always broken and the carpet needs to be replaced in the hallway, my family and I enjoy our stays here. The staff is always pleasant and someone always brews the best iced lemonade tea accessible in the lobby. I look forward to having a cup when I check in."
Sherry A. 1-night trip
Posted 12 hours ago
Sleep Inn & Suites Middletown - Goshen

Frequently asked questions

What are the most popular Highland Mills B&Bs?
The Rushmore Estate in Woodbury, NY, offers a delightful retreat for travelers seeking a blend of luxury and comfort. With each room uniquely designed to highlight stunning lake views and natural surroundings, this B&B is great for anyone looking to escape the hustle and bustle. Guests can indulge in the serene atmosphere while enjoying amenities such as a hot tub and an infinity pool, which create a great setting for relaxation.

For couples, The Roosevelt Room at Rushmore Estate stands out with its romantic ambiance, featuring a cozy fireplace and breathtaking views of the lake. Rated highly by guests, this room is a sanctuary for those looking to create lasting memories together. The infinity pool adds an extra touch of elegance, making it an ideal spot for a sunset dip.

Families will find The Jefferson Room at Rushmore Estate particularly accommodating. With air conditioning and spacious setups, it ensures comfort for everyone. The lake's proximity allows for family adventures, while the lovely outdoor spaces provide a great environment for kids to explore. This B&B balances quality service with thoughtful features, making it a fantastic choice for family getaways.
What is the nightly rate for a B&B in Highland Mills?
Prices for B&Bs in Highland Mills often vary, but you can find a great deal from $156 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Highland Mills B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly Bed & Breakfasts in Highland Mills?
Rushmore Estate in Woodbury NY Bed and Breakfast is an ideal choice for families visiting Highland Mills. This welcoming property goes above and beyond to cater to younger guests with thoughtful amenities such as dinnerware specifically designed for children and fun games to keep them entertained.
Are there any romantic Bed and Breakfasts in Highland Mills for couples?
For couples seeking a romantic retreat, Rushmore Estate in Woodbury, NY, offers an enchanting bed and breakfast experience. Nestled in the picturesque Highland Mills area, this charming property combines the beauty of mountain views with the tranquility of lakeside living.
When is the best time to book a Bed and Breakfast in Highland Mills?
The best time to book a B&B in Highland Mills is during the delightful fall season, specifically from September to November. This period showcases the breathtaking autumn foliage that transforms the landscape into a vibrant palette of reds, oranges, and yellows. Outdoor enthusiasts will find plenty of opportunities for hiking and enjoying the crisp, fresh air as they explore the nearby Harriman State Park, which boasts an extensive network of trails suitable for all skill levels.

September is particularly lovely, with temperatures ranging from the mid-50s to mid-70s Fahrenheit. This comfortable climate is superb for leisurely strolls through charming local shops or relaxing at outdoor cafés. The scenic beauty of the Hudson Valley during this time draws many visitors, making it an excellent choice for those who appreciate a bustling yet enjoyable atmosphere.

If you're looking for a more budget-friendly option, consider visiting in December. This month offers a quieter experience, allowing you to savor the peaceful charm of Highland Mills as it gears up for the holiday season. You can enjoy cozy evenings by the fire at your B&B or explore local holiday markets without the usual crowds.
What is the difference between a Highland Mills Bed & Breakfast and a hotel?
Every Highland Mills B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Highland Mills B&Bs.