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Compare 6 B&B in Westport with updated reviews, rates, and availability.

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, (404)
"Good as it gets"
The price is AED 1,054
AED 1,174 total
includes taxes & fees
27 Dec - 28 Dec
Crabtree's Kittle House Restaurant & Inn
Stanton House Inn
Lobby sitting area

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (132)
"Lovely Victorian feel. Access very easy."
Stanton House 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 AED 1,263
AED 1,452 total
includes taxes & fees
3 Jan - 4 January 2025
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 AED 1,800
AED 2,594 total
includes taxes & fees
24 Dec - 25 Dec
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, (68)
"Can’t say enough good things about studio apartment! Gerard was wonderful and easy to communicate with. This apartment had absolutely everything we needed! The airline lost one of our bags, so the onsite washing machine was very much appreciated! We will definitely be back to stay here again!"
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Enjoy the spacious lawn - an ideal retreat in this charming, quiet neighborhood.

Stay 3 Nights or Longer Until January 31 and Get 15% Off

10.0 out of 10, Exceptional, (3)
"After a rough year we were able to get a few days away and at the last minute chose this location. Everything we were looking for was there. The home and grounds were beautiful. The location in Westport was exactly what we wanted: magnificent fall foliage, quiet where the home was but close enough to walk to town and enjoy every aspect of being close by the town for lovely cafes and restaurants. Also, beautiful places were accessible by car in minutes such as Earthplace for trails and nature...
Stay 3 Nights or Longer Until January 31 and Get 15% Off
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 Earthplace Museum and Westport Historical Society 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 well-liked B&Bs in the surrounding area: Stanton House Inn: 20 rooms. 15.6 mi (25.1 km) from the downtown core. 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, Westport Country Playhouse and Levitt Pavilion are worthy sites to check out. You might put Westport Farmers Market and Old Mill 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.