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Compare 11 B&B in Fort Montgomery with updated reviews, rates, and availability.

Borland House Inn

3.0 star property
9.0 out of 10, Wonderful, (103)
"Quaint house"
The price is AED 301
AED 340 total
includes taxes & fees
17 Feb - 18 Feb
Borland House Inn

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (55)
"It was a beautiful stay, had everything you could think of for fun and convience, and the staff is very friendly. "
Cromwell Manor Inn

Crabtree's Kittle House Restaurant & Inn

3.5 star property
8.2 out of 10, Very Good, (411)
"If rustic charm is on your bucket list, the Kittle House is brimming it….older floorboards, wooden beams, and a copper ceiling in the taproom. There are modern amenities alongside older fixtures….that plumbing (3/4”?) provides a powerful shower! We stayed during the holidays, and the inn was decorated beautifully. Continental breakfast included. This hotel services an area in Westchester that has few options for lodgings. Fortunately, this inn is a wonderful option."
Crabtree's Kittle House Restaurant & Inn

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"Great find!!"
The price is AED 804
AED 990 total
includes taxes & fees
19 Feb - 20 Feb
Stagecoach Inn

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (1)
"Truly wonderful host and property. Incredible location and impeccable residence- our experience was amazing in every way. We felt incredibly accommodated while also enjoying all the privacy needed within our beautiful suite. My partner was celebrating her 30th birthday- our host went above and beyond to make the trip truly special. She even accommodated her vegan dietary requests for breakfast! Speaking of- the breakfast was incredible- one of the best breakfast experiences I've ever enjoyed....
The price is AED 684
AED 847 total
includes taxes & fees
2 Mar - 3 Mar
Villa Verde BB Greenwood Lake NY

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is AED 790
AED 893 total
includes taxes & fees
18 Feb - 19 Feb
The Dominion House Bed & Breakfast

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (110)
"The Tin Brook Inn was wonderful as always. David is an excellent proprietor and is very understanding when we have delays in our travel issues. The rooms are so clean. We got the Pear tree room this time, and it was so cozy and perfect for our weekend stay. Breakfast is included, and made on site by the staff. It's like a home away from home, and I highly recommend it. The gift shop also offers holiday items and handmade decor. There's something in the shop for everyone , and it is such a...
Tin Brook Bed & Breakfast

The Castle at Skylands Manor

3.5 star property
7.4 out of 10, Good, (388)
"Historical building wih architectural details every where. Fantastic grounds and acres of gardens to walk in or area to hike, "
The price is AED 573
AED 677 total
includes taxes & fees
5 Mar - 6 Mar
The Castle at Skylands Manor

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (472)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (47)
"Joa's place is a delightful 1830 farmhouse on a quiet, yet convenient road. My suite was cozy, comfortable and private, decorated with authentic antiques which added to the charm."
Buck's Homestead B&B
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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Other property types in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (107)
"Spectacular view and very convenient to USMA. "
The price is AED 617
AED 900 total
includes taxes & fees
17 Feb - 18 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Greenwoods of Warwick

9.8 out of 10, Exceptional, (8)
"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "
Greenwoods of Warwick

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (49)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is AED 918
AED 1,830 total
includes taxes & fees
17 Feb - 18 Feb
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
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.

Frequently asked questions

Searching for B&Bs in Fort Montgomery?
Whether you’re on a romantic trip and want to stay somewhere quiet and intimate, or you’re traveling solo and hoping to get some tips from locals, B&Bs can be a great choice for many travelers. When you want to venture out to explore Fort Montgomery, consider browsing the exhibits at United States Military Academy.
How do you know if a B&B is the best choice for you?
With attentive service, opportunities to mingle with other guests, and top-rated breakfasts, B&Bs all have a truly one-of-a-kind environment.
What are the top B&Bs in Fort Montgomery?
Here are some B&Bs in the surrounding area: Cromwell Manor Inn: 13 rooms. Situated 7.1 mi (11.4 km) from the heart of Fort Montgomery. Enjoy the free cooked breakfast and unique décor. Villa Verde BB Greenwood Lake NY: 2 rooms. 16.3 mi (26.2 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Crabtree’s Kittle House Restaurant & Inn: 14 rooms. Located 16.4 mi (26.3 km) from the core of Fort Montgomery. Enjoy the onsite dining and bar/lounge.
When is the best time to book my B&B in Fort Montgomery?
When you’re dreaming of a stay in Fort Montgomery, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Fort Montgomery are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Fort Montgomery?
If you want to check out some popular attractions in Fort Montgomery, you might enjoy a visit to Bear Mountain State Park. You might also consider a trip to sites like Woodbury Common Premium Outlets or West Point Museum if you have time to see more of the area.
How can I get to and around Fort Montgomery?
Planning your excursions in and around Fort Montgomery is easier with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 12.7 mi (20.5 km) away from the city center. Otherwise, you can search for flights to Westchester County Airport (HPN), which is 23.4 mi (37.6 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.