Westport, CT

Travel Guide

A calm river reflecting buildings and trees, with a clear sky above.
A cannon on a stone pedestal by the sea.
A cannon on a stone pedestal by the sea with a person standing in the background.
A beach at sunset with a wooden fence, picnic tables, and people walking.
A person standing on a rocky shoreline with green moss, overlooking a calm sea under a cloudy sky.
Delamar Westport

Delamar Westport

4 out of 5
1595 Post Rd E Westport CT
$208 nightly
The price is $236 total per night from Nov 19 to Nov 20
$236 total
Nov 19 - Nov 20
Total with taxes and fees
Stay at this hotel in Westport. Enjoy free breakfast, free valet parking, and free train station pick-up. Popular attractions Southport Beach and Burying Hill ...
Delamar Westport
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
$209 nightly
The price is $240 total per night from Nov 8 to Nov 9
$240 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
Hyatt Regency Greenwich
J House Greenwich

J House Greenwich

4 out of 5
1114 E. Putnam Ave Riverside CT
Fully refundable
$345 nightly
The price is $397 total per night from Nov 20 to Nov 21
$397 total
Nov 20 - Nov 21
Total with taxes and fees
Book a stay at this spa hotel in Riverside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,004 reviews)
"Clean rooms"

Reviewed on Nov 1, 2026

J House Greenwich
See all 1,120 properties in Westport
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.
Westport Gem - walk to shops, dining, town center, pet-friendly

Westport Gem - walk to shops, dining, town center, pet-friendly

Westport CT
Stay at this vacation home in Westport. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Westport Historical ...
10/10 Exceptional! (27 reviews)
"A wonderful stay! We will definitely be returning when we visit family in town. We were able to walk to breakfast, dinner and late night ice cream runs. The house was well stocked and the beds and showers were great!!"

Reviewed on Oct 13, 2026

Westport Gem - walk to shops, dining, town center, pet-friendly
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.2/10 (207 reviews)
"Do not come to this place if you are looking for something nice. The room was dusty, smelled weird. I had it booked for 2 nights a d just stayed 1. I rather take the loose than stay there another night. The price is what got me to book this suite. Next time I’ll just pay extra for a different place. ..."

Reviewed on Nov 2, 2026

Stamford Suites
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd Fairfield CT
Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield ...
9/10 Wonderful! (117 reviews)
"Its a great location. Easy parking, nice bed and towels, wonderful shower head. Just know on Tuesdays its $2 Tuesday next door at the Sea Grape and the Fairfield U kids spill out onto the sidewalk and it can be quite noisy. Wednesday nights is the Lamb Jam which is a lot of fun and a much older crowd. ..."

Reviewed on Oct 29, 2026

DUNE Fairfield Beach
See all properties in Westport
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.

Stay near popular Westport attractions

Compo Beach

9.6/10 (20 reviews)
Why not spend a carefree afternoon at Compo Beach during your travels in Westport? Stroll along the seaside or experience the area's art scene.
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Frequently asked questions

Is Westport worth visiting?
Westport is worth visiting for its beautiful outdoor spaces, including Sherwood Island State Park and Compo Beach. Travelers can also enjoy diverse dining options, with Italian and European cuisine available. The area is easily accessible, making it convenient for a getaway.
When is the best time to visit Westport?
The best time to visit Westport is from May through September, when the climate is typically most pleasant for exploring. For fewer crowds and better value, the quieter months of December through March are a good bet, offering a cooler experience.
What is Westport known for?
Westport is known for its outdoor attractions like Sherwood Island State Park and Compo Beach, as well as the Levitt Pavilion, an outdoor performance venue. This coastal city, located on Long Island Sound and the Saugatuck River, also offers a strong Italian food culture.
What is a good itinerary length for Westport?
A good itinerary length for Westport is two to three days to enjoy highlights like Sherwood Island State Park, Compo Beach, and a performance at Levitt Pavilion. For an extended stay of four to five days, travelers can explore more of the area's natural beauty, relax at the beach, and savor the local Italian, European, or North American cuisine.
How do you get around Westport?
In Westport, travelers can easily get around using the train. Stations like Westport Station and Green's Farms Station provide convenient access for exploring the town and its surroundings. This allows travelers to connect to various points of interest efficiently.
What are the top things to do in and around Westport?
Westport offers outdoor recreation, cultural venues, and local experiences for travelers:


How do I plan a trip to Westport?
To plan your trip to Westport, book flights, hotels, and activities like visiting Sherwood Island State Park or Compo Beach in advance. Explore attractions such as Levitt Pavilion. Remember to pair outdoor plans with indoor backups for weather flexibility. You can arrive by train, and consider a rental car for exploring the area.
What cuisines can you find in Westport?
In Westport, travelers can find New American cuisine, featuring dishes like gourmet burgers, artisanal pizzas, and farm-to-table entrees. You can also enjoy Italian fare, European options such as Mediterranean and French, and various Asian cuisines like Japanese, Chinese, and Indian. Mexican dishes are also available.
Can I book a refundable hotel in Westport?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Westport by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Westport with Expedia?
Expedia makes it easier to plan your Westport trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Westport?
The best choice depends on your travel style. Hotels in Westport can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Westport trip on Expedia?
Once you've booked your Westport trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Westport trip?
Expedia offers customer support before, during, and after your Westport trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Westport?
If it's your first trip to Westport, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Westport hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Westport hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Westport

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