Book a Bed and Breakfast in Town of Highlands, NY
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Top cities with B&B to explore in Town of Highlands

West Point
B&B

Highland Falls
B&B
Top B&B in Town of Highlands

Cromwell Manor Inn
174 Angola road Cornwall NY
Free Cancellation
Reserve now, pay when you stay
$264 nightly
The price is $312 total per night
$312 total
Dec 29 - Dec 30
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Dry cleaning, luggage storage, and concierge services are also on offer.
Breakfast included
Pet friendly

Borland House Inn
130 Clinton Street Montgomery NY
$114 nightly
The price is $129 total per night
$129 total
Dec 28 - Dec 29
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in, express check-out, and airport shuttle. A restaurant, concierge services, and a virtual front desk are also provided.
Breakfast included
Spa

Villa Verde BB Greenwood Lake NY
141 Old Tuxedo Rd Monroe NY
$200 nightly
The price is $226 total per night
$226 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Take advantage of ski lessons on site, and enjoy snowshoeing. Guests will appreciate freebies like full breakfast and free self parking.
Breakfast included
Parking included

Stagecoach Inn
268 Main Street Goshen NY
$235 nightly
The price is $289 total per night
$289 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Breakfast included
Free WiFi

The Castle at Skylands Manor
5 Morris Road Ringwood NJ
$199 nightly
The price is $222 total per night
$222 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and concierge services are also on offer.
Parking included
Free WiFi

Buck's Homestead B&B
364 Goodwill Rd Montgomery NY
This bed & breakfast features free self parking and a terrace. Enjoy the free continental breakfast each morning. A garden is also provided.
Breakfast included
Parking included

The Dominion House Bed & Breakfast
28 Old Dominion Road Chester NY
Free Cancellation
Reserve now, pay when you stay
$215 nightly
The price is $243 total per night
$243 total
Dec 29 - Dec 30
Total with taxes and fees
An outdoor pool, free self parking, and wedding services are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and a library are also on offer.
Pool
Breakfast included

Charming Grand View/Lake Loft in Brewster with WiFi, AC
Brewster NY
This bed & breakfast includes a garden and laundry facilities.
Pool
Pet friendly

Caldwell House Bed & Breakfast
25 Orrs Mills Road Salisbury Mills NY
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Free full breakfast is served. A garden, a lobby fireplace, and a library are also on offer.
Breakfast included
Parking included

The Kittle House Inn
11 Kittle Road Chappaqua NY
A restaurant and a bar/lounge are featured at this bed & breakfast. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly

The Bykenhulle House
21 Bykenhulle Rd Hopewell Junction NY
A restaurant, free self parking, and a garden are among this bed & breakfast's amenities. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A lobby fireplace, a computer station, and concierge services are also on offer.
Breakfast included
Parking included
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See all available properties in Town of Highlands
View all propertiesLowest 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.
Town of Highlands B&B essential information
Accommodation | 13 B&B |
|---|---|
Lowest Price | $129 |
Highest Price | $312 |
Popular accommodation | Cromwell Manor Inn, Borland House Inn, Villa Verde BB Greenwood Lake NY, Stagecoach Inn, The Castle at Skylands Manor, Buck's Homestead B&B, The Dominion House Bed & Breakfast, Charming Grand View/Lake Loft in Brewster with WiFi, AC, Caldwell House Bed & Breakfast, no longer here, The Kittle House Inn, The Bykenhulle House |
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