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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

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

Stanton House Inn
Lobby sitting area

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (134)
"Friendly and respectful staff. Easy access. Clean and quiet. Very friendly environment. One of the best stays ever. "
Stanton House Inn
Crabtree's Kittle House Restaurant & Inn
Property entrance

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
West Lane Inn
Exterior

West Lane Inn

3.5 star property
9.8 out of 10, Exceptional, (43)
"Great place to stay!"
The price is SAR 1,290
SAR 1,483 total
includes taxes & fees
3 Feb - 4 Feb
West Lane Inn
Honey Maple Grove BnB
Terrace/patio

Honey Maple Grove BnB

4.0 star property
9.6 out of 10, Exceptional, (4)
"Abbott the owner and host was very accomodating. Everything was clean and well maintained. Location is perfect. Will stay there whenever we are in the area"
Honey Maple Grove BnB
The Harbor Rose
Front of property

The Harbor Rose

3.0 star property
8.4 out of 10, Very Good, (90)
"I liked everything. Highly recommend."
The Harbor Rose
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 Westport

Westport Paradise With Every Amenity!
Guest house, and pool, as seen from the tennis court.

Westport Paradise With Every Amenity!

10.0 out of 10, Exceptional, (23)
"We had such a nice stay at Mark and Sarah’s. Check in was so easy and they were very attentive to anything we needed. The property and apartment are beautiful, it was so nice waking up and seeing all the trees and it was so quiet. We will definitely be back and stay when we are visiting our daughter at Fairfield."
The price is SAR 1,838
SAR 2,675 total
includes taxes & fees
3 Feb - 4 Feb
Westport Paradise With Every Amenity!
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill

Studio OSM · Sunny Westport Studio Apt. Above Historic Mill

10.0 out of 10, Exceptional, (69)
"We arrived later than the posted check in and Gerard and we spoke on the phone and everything went well. We felt like we were home. The apartment is all that it said in the ad were very accurate. Quaint, cozy and no hotel hassle. The next time we visit we will definitely look for this place!"
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (21)
"It was in walking distance of the event we were going to."
The price is SAR 634
SAR 729 total
includes taxes & fees
15 Feb - 16 Feb
Stamford Suites
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 Westport?
Whether you’re on a romantic trip and want to stay somewhere quiet and intimate, or you’re traveling solo and hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Westport Historical Society and Earthplace Museum while you’re in town.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to interact with the owner, and of course a full breakfast, B&Bs provide a unique environment.
What are the best bed and breakfasts in Westport?
Here are some B&Bs in the surrounding area: Stanton House Inn: 20 rooms. 15.6 mi (25.1 km) from the heart of Westport. Enjoy the deli and outdoor pool. West Lane Inn: 14 rooms. Situated 11.6 mi (18.7 km) from the heart of Westport. Enjoy the free cooked breakfast and designer toiletries. Honey Maple Grove BnB: 3 rooms. 13.9 mi (22.4 km) from the heart of downtown. Enjoy the free full breakfast and unique décor.
When is the best time to stay at a B&B in Westport?
When you’re dreaming of a getaway to Westport, 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 35°F. Average annual precipitation for Westport is 53 inches.
What is there to do in Westport?
When you want to explore some cultural attractions on your trip, Levitt Pavilion and Westport Country Playhouse are worthy sites to check out. You might put Old Mill Beach and Compo Beach on your list if you want to see more of the area.
How can I get to and around Westport?
Mapping out your trip in and around Westport is easy with these transportation options. Fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is located 11.9 mi (19.1 km) away from the heart of the city. Otherwise, you can search for flights to Danbury, CT (DXR-Danbury Municipal), which is 17.3 mi (27.8 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.