Search Resort Hotels in Westport from CA $202

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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19
No exact matches found, but these alternatives could be just right

Recommended hotels in Westport

Free daily buffet breakfast

Delamar Westport

Delamar Westport
4.0 star property
Westport
9.6 out of 10, Exceptional, (71 reviews)
"Fantastic stuff, clean rooms, family-friendly and will come back again soon"
United States
JOSEPH
The price is CA $313
CA $381 total
includes taxes & fees
Jun 7 - Jun 8
Delamar Westport
1 bedroom, desk, WiFi, bed sheets

Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is CA $196
CA $371 total
includes taxes & fees
May 25 - May 26
Spacious Studio with Pool Table
Panoramic Room

The Surfside Hotel

The Surfside Hotel
2.0 star property
Lordship
9.2 out of 10, Wonderful, (196 reviews)
"Lovely stay on the beach!"
United States
Christina
The price is CA $298
CA $343 total
includes taxes & fees
May 25 - May 26
The Surfside Hotel
Bar (on property)

Standard King Bedroom W/Gym & Restaurant on Site!

Standard King Bedroom W/Gym & Restaurant on Site!
Historic District
The price is CA $206
CA $264 total
includes taxes & fees
Jun 1 - Jun 2
Standard King Bedroom W/Gym & Restaurant on Site!
1 bedroom, iron/ironing board, WiFi, bed sheets

Standard 2 Queen Bedroom

Standard 2 Queen Bedroom
Historic District
The price is CA $185
CA $241 total
includes taxes & fees
Jun 1 - Jun 2
Standard 2 Queen Bedroom
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is CA $117
CA $202 total
includes taxes & fees
May 25 - May 26
Business or Weekend escape
Smart TV

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is CA $218
CA $371 total
includes taxes & fees
May 25 - May 26
Centric property close to all the great things in the city
1 bedroom, desk, iron/ironing board, free WiFi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.6 out of 10, Exceptional, (9 reviews)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is CA $193
CA $322 total
includes taxes & fees
May 25 - May 26
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Marina

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (78 reviews)
"Location was perfect!"
United States
Linda J P.
The price is CA $421
CA $840 total
includes taxes & fees
May 28 - May 29
Captain's Cottage - Cold Spring Harbor Water Views
Property grounds

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (36 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is CA $236
CA $449 total
includes taxes & fees
May 26 - May 27
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Property grounds

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (13 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is CA $233
CA $479 total
includes taxes & fees
Jun 1 - Jun 2
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Bright Stylish Chic 4BR 4BA Home Pet Friendly!
North Stamford
10.0 out of 10, Exceptional, (110 reviews)
"Wonderful family home!Everything you need!Beautiful location!Great host!"
United States
Linda T.
The price is CA $617
CA $1,289 total
includes taxes & fees
May 25 - May 26
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Classic Suite

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (89 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is CA $264
CA $388 total
includes taxes & fees
May 25 - May 26
DUNE Fairfield Beach
TV

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (31 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is CA $304
CA $575 total
includes taxes & fees
May 25 - May 26
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Smart TV

Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is CA $199
CA $580 total
includes taxes & fees
May 28 - May 29
Modern Luxe 1BR Apt in Downtown Stamford
Interior

Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (23 reviews)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is CA $139
CA $501 total
includes taxes & fees
May 25 - May 26
Luxury Designer 2 bedroom+office/3bed vacation home.
House (4 Bedrooms) | Interior

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is CA $460
CA $806 total
includes taxes & fees
May 25 - May 26
4 Mi to Beach & Dtwn! Charming Fairfield Home
Exterior

Delamar Southport

Delamar Southport
4.0 star property
Southport
9.6 out of 10, Exceptional, (482 reviews)
"Great spot! Easy to access and great breakfast."
United States
Julie
The price is CA $313
CA $380 total
includes taxes & fees
Jun 4 - Jun 5
Delamar Southport
Beach nearby, sun loungers, beach towels

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (34 reviews)
"Hosts were readily available to address any needs that arose. Home was comfortable for our weekend visit."
United States
Meg S.
The price is CA $272
CA $700 total
includes taxes & fees
May 25 - May 26
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Premium bedding, desk, laptop workspace, iron/ironing board

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1,435 reviews)
"Very nice hotel, we love it!"
United States
Renata
The price is CA $168
CA $207 total
includes taxes & fees
Jun 3 - Jun 4
The Circle Hotel Fairfield
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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Top Westport Hotel Reviews

Motel 6 Milford, CT

Motel 6 Milford, CT

6/10 Okay
"Nothing out of the ordinary for the price the other only thing is the room I stayed in once u took a shower everything leaked out and it can be a hazard to trip although I called front desk it seemed like nobody helped out but it’s alright ."
Cristopher 2-night trip
Posted 1 hour ago
Motel 6 Milford, CT

Find out more about Westport

Westport Resorts information

Number of reviews
2,669
Accommodation
0 Resorts
Lowest Price
CA $202
Highest Price
CA $1,289

Frequently asked questions

What can I expect from a resort vacation in Westport?
Expedia can help you find resorts and other lodging options that have similar services and comforts. If you're having trouble finding a resort in Westport that meets your needs, try using the search filters to look for hotels, or search for properties that offer amenities like swimming pools or all-inclusive options. We make it simple to book great accommodations so you can focus on creating your trip itinerary.
What can I do in Westport?
Check out the interesting exhibits at Westport Historical Society and Earthplace Museum, or head to Old Mill Beach and Compo Beach for some time by the water. A few other attractions you may want to see are Levitt Pavilion and Westport Country Playhouse.
What's the weather like in Westport?
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's the best way to get to and around Westport?
Fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is located 11.9 mi (19.1 km) away from the city center. Otherwise, look for flights into Danbury, CT (DXR-Danbury Municipal), which is 17.3 mi (27.8 km) away. To explore the surrounding area, hop aboard a train at Westport Station or Green's Farms Station.

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