Plan your trip

Book Windsor Bed & Breakfast

Bundle & Save

Get more, spend less whenever you see Bundle & Save deals

OneKeyCash

Earn OneKeyCash on all your eligible bookings

Upfront pricing

We are not like the others - we include taxes and fees

Check prices for these dates

Check prices for these dates, December 15 – 16, 2026

View in a map

Our top choices for Windsor bed & breakfast

1. Home Support and Care LLC

A room with a wooden floor, a door with a grid pattern, and a window with a curtain.

Location: Binghamton
Guest rating: 5.6/10 (15 reviews)
Price: $145 nightly, $170 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Windsor bed & breakfast
Review: Great clean affordable place to stay with just a call away , by Thomas

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.

View all properties

Top reviews in Windsor

Microtel Inn & Suites By Wyndham Binghamton

A hotel room with a bed, a sofa, a desk, a lamp, a phone, and a window with curtains.

Location: Binghamton
Review: Very updated and clean. All the hot water for your showering needs. Very comfortable beds. Well worth the money., by Michael, December 30, 2023, rated 10/10 Excellent

Fairfield Inn by Marriott Binghamton

Location: Binghamton
Review: From the moment of check in we were pleased. Greeted cordially (not fake) we were asked if we would need anything additional (we were 6 adults and 5 children under the age of 6 renting 3 rooms). They had already put our rooms nearby (even when requested at other hotels in advance this seems to be a HUGE request and usually not done) We have stayed at other hotels in the area but your rooms are spacious and beds are wonderful. We will continue to return here anytime we are in the area., by Pat, March 9, 2015, rated 10/10 Excellent

Hampton Inn & Suites Binghamton/Vestal

A building with a patio area featuring outdoor seating and umbrellas.

Location: Vestal
Review: Visiting my daughter who is at Binghamton University. Always stay at the Hampton Inn. Consistent excellent accommodations!!, by Anonymous traveler, April 17, 2016, rated 10/10 Excellent

DoubleTree by Hilton Hotel Binghamton

A dining table with plates of food, glasses, and cutlery.

Location: Binghamton
Review: Very nice hotel close to many restaurants. Clean, updated, and quiet rooms., by Shanna, October 25, 2026, rated 10/10 Excellent

Fairfield by Marriott Inn & Suites New Milford

A modern lobby with a sofa, chairs, a coffee table, and a patterned rug.

Location: New Milford
Review: While I was surprised that the hotel was no longer the Holiday Inn we previously stayed at, it was a very pleasant surprise to have updated, clean and comfortable accommodations. The staff was great. We had a wonderful stay and will return., by Shannon, November 7, 2026, rated 10/10 Excellent

Tru by Hilton Binghamton Vestal

A modern self-service kiosk with a refrigerated display, a coffee machine, and a variety of snacks.

Location: Vestal
Review: Great, by James, August 10, 2025, rated 10/10 Excellent

Colonial Brick Inn & Suites

A hotel room with two beds, a desk, and a view of the outdoors.

Location: Hallstead
Review: Everything was ok, by Griseldi, October 1, 2023, rated 10/10 Excellent

Comfort Inn Binghamton I-81

A compact kitchen with a microwave, sink, and cabinets, a desk with a chair, and a lamp.

Location: Binghamton
Review: Clean and comfortable beds, by Kayla, November 9, 2026, rated 10/10 Excellent

Upper Delaware Inn

A motel with a covered porch, outdoor seating, and flower planters.

Location: Hancock
Review: Staff was friendly and helpful. Our room was very clean and comfortable. We would definitely stay here again the next time we’re in the area. Highly recommend., by Judith, November 13, 2026, rated 10/10 Excellent

Residence Inn By Marriott Binghamton

A brick building with a red sign reading "Residence Inn Marriott."

Location: Vestal
Review: Very comfortable and accommodating. Front Desk staff was very friendly., by Leslie, April 17, 2017, rated 10/10 Excellent

Holiday Inn Express Hotel & Suites Vestal by IHG

A Holiday Inn Express hotel with a covered entrance, columns, and a sign.

Location: Vestal
Review: Clean and tidy, friendly staff., by Leo, March 7, 2025, rated 10/10 Excellent

Hampton Inn Binghamton/Johnson City

A swimming pool with multiple lanes, lounge chairs, and a door leading to another room.

Location: Johnson City
Review: This was my 2nd stay at this property. This trip I brought my grandkids and dog. Service and staff were friendly and professional. Our room was exactly what it was supposed to look like from the pictures. Loved that it was next to Wegmans, I was able to get food for us and the refrigerator and microwave were handy. The kids loved the pool. The kids enjoyed going down for breakfast and my dog loved running in the corridor 😂My only issue was the pool water was to warm. Other than that it..., by Mary Jane, August 5, 2024, rated 10/10 Excellent

Traditions Hotel & Spa Johnson City - Binghamton, an Ascend Collection Hotel

A stone waterfall feature surrounded by a stone retaining wall, set in a landscaped garden with various shrubs and trees.

Location: Endicott
Review: WE always stay here when we are in town. The staff are extremely friendly and the food and service is excellent. We also love the spa on site. The rooms are very comfortable and the place is very quiet., by Karen, January 3, 2015, rated 10/10 Excellent

Courtyard Marriott Binghamton

A hotel lobby with a sofa, chairs, a TV, and a bar area.

Location: Vestal
Review: This was a family trip for a Celebration Of Life for my Dad. Staff was amazing especially Chris!!!! Rooms were nice. Bed was very comfortable. Weird bathroom layout, and not enough garbage cans in room. Pool was small and not heated and there is NO hot tub. The service did make up for the lack of amenities working., by Karen, July 10, 2022, rated 10/10 Excellent

Chestnut Inn at Oquaga Lake

A wooden deck with outdoor seating, a dock, and a view of a lake with a flagpole and a gazebo.

Location: Deposit
Review: Wonderful place! Great staff, wonderfully clean and neat traditional Victorian Catskill resort lovingly restored and preserved. A real treasure! A great place to celebrate our wedding anniversary., by Robert, August 14, 2023, rated 10/10 Excellent

Homewood Suites by Hilton Binghamton/Vestal, NY

A lobby with a fireplace, seating area, and a bookshelf.

Location: Vestal
Review: The room was clean, had plenty of space for our family of 4 . The breakfast was okay compared to other hilton brand hotels. This hotel only offered basic scrambled eggs, they had pork sausage one morning which was good, but other wise they only had turkey bacon, 3 kinds of cereal, same yogurt flavors, their breads/bagles were dried out like they had been out longer then breakfast hrs. The real decline came upon check out. At check in they put a hold in 1/2 the total stay, not the $250 deposit,..., by Alexandra, June 17, 2024, rated 10/10 Excellent

Comfort Inn & Suites Johnson City - Binghamton

A wooden staircase leading to a balcony with a railing, a bench, and a table.

Location: Johnson City
Review: It was clean, staff friendly, bed comfortable., by Gail, July 17, 2025, rated 10/10 Excellent

Frequently Asked Questions

What is the nightly rate for a Bed & Breakfast in Windsor?

Prices for B&Bs in Windsor often vary, but you can find a great deal from $170 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windsor 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.

When is the best time to book a B&B in Windsor?

The most popular time to book a B&B in Windsor is during the summer months, particularly from June through August. This vibrant season attracts visitors eager to explore the picturesque vineyards and enjoy outdoor activities amidst the region's stunning landscapes. With warm temperatures ranging from the mid-70s to low 90s Fahrenheit, it’s an ideal time for leisurely strolls through the charming town, wine tastings, and enjoying the local festivals.

July stands out as the peak month, where the atmosphere is filled with excitement. Visitors can immerse themselves in various events, including the renowned Windsor Grad Parade and the annual Summer Music Series, offering a great blend of culture and entertainment. The long, sunny days provide ample opportunity for outdoor adventures, whether you're cycling along the scenic trails or indulging in a picnic by the waterfront.

If you're looking for a more budget-friendly option, consider planning your visit in October. This month brings a unique charm to Windsor as the fall foliage transforms the landscape into a canvas of vibrant colors. Although the pace is quieter, it's a wonderful time for wine enthusiasts to enjoy fewer crowds at local wineries and take in the beauty of the harvest season.

What is the difference between a Windsor Bed & Breakfast and a hotel?

Every Windsor 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 Windsor B&Bs.