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Best Resorts in Westport

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Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Westport

Coffee/tea maker
Delamar Westport

Delamar Westport

3.0 star property
Westport
$257 nightly
The price is $296
Jan 4 - Jan 5, 2026
Total with taxes and fees
Delamar Westport
Interior
Sweet Studio w/ Lounge & Pool Table

Sweet Studio w/ Lounge & Pool Table

Westport
8.8 out of 10, Excellent, (6)
"So cute and comfortable "
United States
Maria
$245 nightly
The price is $278
Dec 10 - Dec 11
Total with taxes and fees
Sweet Studio w/ Lounge & Pool Table
Lobby
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 star property
Shelton
8.6 out of 10, Excellent, (1010)
"Nice , comfortable stay :)"
United States
Laura
$103 nightly
The price is $119
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn by Hilton Shelton
Exterior
Hyatt House Shelton

Hyatt House Shelton

3.0 star property
Shelton
8.4 out of 10, Very Good, (1005)
"The staff was friendly, efficient and place was very family oriented "
United States
Michael
$110 nightly
The price is $126
Dec 12 - Dec 13
Total with taxes and fees
Hyatt House Shelton
Daily full breakfast (USD 18 per person)
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1073)
"Great Hotel!"
United States
Steven
$97 nightly
The price is $112
Jan 8 - Jan 9, 2026
Total with taxes and fees
Ethan Allen Hotel
Panoramic Room | Memory foam beds, individually decorated, individually furnished
The Surfside Hotel

The Surfside Hotel

2.0 star property
Lordship
9.4 out of 10, Exceptional, (171)
"Great place to stay"
United States
Craig
$150 nightly
The price is $173
Dec 14 - Dec 15
Total with taxes and fees
The Surfside Hotel
Standard Room | Individually decorated, individually furnished, desk, laptop workspace
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 star property
Norwalk
8.4 out of 10, Very Good, (1020)
"Everything was good!!!"
United States
Paola
$108 nightly
The price is $124
Jan 8 - Jan 9, 2026
Total with taxes and fees
EVEN Hotel Norwalk by IHG
Exterior
Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook

3.0 star property
Stony Brook
9.0 out of 10, Wonderful, (1004)
"Great visit"
United States
steven
$111 nightly
The price is $127
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Stony Brook
Lunch, dinner, brunch served; Italian cuisine
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4.0 star property
Danbury
9.2 out of 10, Wonderful, (1001)
"Excellent property, great restaurant, professional prompt management. "
United States
Peter
$163 nightly
The price is $187
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Zero Degrees Danbury
Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
The Mansion Hotel-style

The Mansion Hotel-style

2.5 star property
Norwalk
8.6 out of 10, Excellent, (19)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
$88 nightly
The price is $102
Dec 10 - Dec 11
Total with taxes and fees
The Mansion Hotel-style
Bar (on property)
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3.0 star property
Milford
8.6 out of 10, Excellent, (1181)
"Hotel for Pleasant Stay"
United States
Rajesh
$110 nightly
The price is $126
Dec 12 - Dec 13
Total with taxes and fees
Hyatt Place Milford / New Haven
Lobby
Comfort Inn Brewster

Comfort Inn Brewster

2.5 star property
Brewster
9.0 out of 10, Wonderful, (519)
"Clean room, nice staff"
United States
Margaret
$118 nightly
The price is $128
Dec 14 - Dec 15
Total with taxes and fees
Comfort Inn Brewster
Exterior
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4.0 star property
Norwalk
8.8 out of 10, Excellent, (1399)
"Very nice stay"
United States
Jeff
$122 nightly
The price is $141
Dec 21 - Dec 22
Total with taxes and fees
Norwalk Inn & Conference Center
Exterior
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

3.0 star property
Stratford
8.8 out of 10, Excellent, (1002)
"Rooms are fine and breakfast is good. "
United States
Andrew
$107 nightly
The price is $124
Jan 2 - Jan 3, 2026
Total with taxes and fees
Homewood Suites by Hilton Stratford
Exterior
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

2.5 star property
Danbury
9.2 out of 10, Wonderful, (294)
"My husband and I stayed here and the room was very clean and comfortable and everyone that worked here was very friendly. "
United States
Morgan
$118 nightly
The price is $136
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
View from property
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3.0 star property
Orange
8.4 out of 10, Very Good, (1002)
"The room and services were great "
United States
Nicole
$110 nightly
The price is $127
Jan 1 - Jan 2, 2026
Total with taxes and fees
Courtyard by Marriott New Haven Orange-Milford
Breakfast, lunch and dinner served
Danfords Hotel and Marina

Danfords Hotel and Marina

3.5 star property
Port Jefferson
8.4 out of 10, Very Good, (1008)
"Excellent, pleasant front desk service"
United States
William
$190 nightly
The price is $217
Jan 4 - Jan 5, 2026
Total with taxes and fees
Danfords Hotel and Marina
Restaurant
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3.0 star property
Danbury
8.4 out of 10, Very Good, (1000)
"clen easy check in, decent amenities "
United States
Lillie
$106 nightly
The price is $121
Jan 4 - Jan 5, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Danbury
Exterior
Hampton Inn Danbury

Hampton Inn Danbury

2.5 star property
Danbury
9.0 out of 10, Wonderful, (1001)
"Everything was very clean and very friendly staff"
United States
Monserrate A
$119 nightly
The price is $137
Dec 18 - Dec 19
Total with taxes and fees
Hampton Inn Danbury
Lobby sitting area
The Watershed

The Watershed

3.5 star property
Norwalk
8.8 out of 10, Excellent, (1006)
"Clean room, staff was great and perfect location."
United States
Margaret
$179 nightly
The price is $206
Dec 13 - Dec 14
Total with taxes and fees
The Watershed
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

Hilton Garden Inn Milford

Hilton Garden Inn Milford

10/10 Excellent
"I have stayed at this property several times . The rooms are always immaculate, the staff VERY helpful, and the parking ample and safe ( I often leave at 3am to catch a flight and am never nervous) . "
Lorraine 4-night trip
Posted 2 days ago
Hilton Garden Inn Milford

Find out more about Westport

Westport Resorts information

Number of reviews
15,704
Accommodation
0 Resorts
Lowest Price
$102
Highest Price
$296

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 Compo Beach and Old Mill 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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