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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 5 B&B in Windsor with updated reviews, rates, and availability.

The Inn at Four Eleven York
Front of property

The Inn at Four Eleven York

4.0 star property
10.0 out of 10, Exceptional, (90)
"The personal attention and friendliness of the owner and small staff. Carefully appointed rooms with attention to every detail. We would definitely stay here again. "
The price is AED 906
AED 1,053 total
includes taxes & fees
14 Apr - 15 Apr
The Inn at Four Eleven York
1896 Historic Bed & Breakfast Mansion with a general store
Exterior

1896 Historic Bed & Breakfast Mansion with a general store

9.4 out of 10, Exceptional, (3)
"We had such a great time here – it was exactly what we were hoping for with our girls weekend. The managers were so accommodating, friendly and personable. From getting a tour around the house to the continental breakfast, I would definitely recommend this house."
The price is AED 2,145
AED 3,548 total
includes taxes & fees
13 Apr - 14 Apr
1896 Historic Bed & Breakfast Mansion with a general store
Extra large suite with balcony, private, bathroom, free parking
1 bedroom, iron/ironing board, free WiFi, bed sheets

Extra large suite with balcony, private, bathroom, free parking

Extra large suite with balcony, private, bathroom, free parking
The Magnolia House Inn
Boating

The Magnolia House Inn

3.5 star property
9.2 out of 10, Wonderful, (46)
"The hospitality was phenomenal!! My husband and I felt so at home with the innkeepers Lankford and Joyce. The breakfast was EXCELLENT! We will DEFINITELY visit again."
The Magnolia House Inn
The Pinner House
Romantic Room | Individually decorated, individually furnished, blackout drapes

The Pinner House

4.5 star property
The Pinner House
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 Windsor

stayAPT Suites Suffolk-Chesapeake
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

2.5 star property
10.0 out of 10, Exceptional, (7)
"Its worth it. I will be coming back"
The price is AED 424
AED 487 total
includes taxes & fees
16 Apr - 17 Apr
stayAPT Suites Suffolk-Chesapeake
Cozy Suite at the Beach
On the beach, sun loungers

Cozy Suite at the Beach

8.4 out of 10, Very Good, (56)
"The manager made a mistake. He owned it and gave us a better place. The parking could have been better. It served our purposes well. It was quiet and private. My husband fished every morning. Our first choice would not have been as nice."
Cozy Suite at the Beach
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Fridge, microwave, oven, stovetop

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

9.6 out of 10, Exceptional, (19)
"The apartment was charming; however, it could use some updating. The location was excellent, quiet, and easy access to local stores and restaurants. Ideal for a short stay. "
The price is AED 404
AED 949 total
includes taxes & fees
13 Apr - 14 Apr
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
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 Windsor?
If you’re looking for something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast could be a great option for your trip. When you want to venture out to explore Windsor, consider browsing the exhibits at Boykin’s Tavern.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to mingle with other guests, and breakfast served on site, B&Bs all have a unique environment.
What are the best bed and breakfasts in Windsor?
Check out this B&B in the surrounding area: The Pinner House: 4 rooms. Located 11.1 mi (17.8 km) from the core of Windsor. Enjoy the massage services and onsite spa services.
When is the best time to book my B&B in Windsor?
When you’re dreaming of a stay in Windsor, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 45°F. Average annual precipitation for Windsor is 52 inches.
What is there to do in Windsor?
When you want to explore some things to do in town, Lake Prince and Boykin’s Tavern are some notable sights to visit. You might also consider a trip to sites like Suffolk Center for Cultural Arts or Chesapeake Square Mall if you have time to see more of the area.
How can I get to and around Windsor?
You can map out your trip in and around Windsor ahead of time with these transportation options. Fly into Newport News - Williamsburg Intl. Airport (PHF), which is located 26.3 mi (42.3 km) away from the city center. Otherwise, you can search for flights to Norfolk Intl. Airport (ORF), which is 30.7 mi (49.5 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.