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Find Historic Hotels in Darien, CT

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Check availability on Darien Historic Hotels

Our top choices for Darien historic hotels

Exterior
Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

3.5 star property
Huntington
9.0 out of 10, Wonderful, (648)
"Clean room , pleasant staff and a beautiful location "
United States
Prof. Sasa
$469 nightly
The price is $536
Dec 10 - Dec 11
Total with taxes and fees
Oheka Castle Hotel & Estate
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
8.4 out of 10, Very Good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$251 nightly
The price is $289
Dec 16 - Dec 17
Total with taxes and fees
Guesthouse at Norwalk Inn
1 bedroom, iron/ironing board, internet, bed sheets
The West Lane Inn - King Room

The West Lane Inn - King Room

Ridgefield
10.0 out of 10, Exceptional, (1)
" the complimentary breakfast"
United States
James
$391 nightly
The price is $391
Jan 5 - Jan 6, 2026
Total with taxes and fees
The West Lane Inn - King Room
2 bedrooms, iron/ironing board, internet, bed sheets
The West Lane Inn - Family Suite

The West Lane Inn - Family Suite

Ridgefield
$655 nightly
The price is $655
Jan 5 - Jan 6, 2026
Total with taxes and fees
The West Lane Inn - Family Suite
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, (105)
"Wonderful family home!Everything you need!Beautiful location!Great host!"
United States
Linda T.
$831 nightly
The price is $941
Dec 14 - Dec 15
Total with taxes and fees
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Property grounds
Waterfront Retreat Center for Health & Wellness

Waterfront Retreat Center for Health & Wellness

New Rochelle
9.8 out of 10, Exceptional, (67)
"This was the perfect venue for our 50th high school reunion. Everyone loved the setting and it gave our small group a wonderful opportunity to reconnect!"
United States
Laura C.
$2,047 nightly
The price is $2,341
Dec 14 - Dec 15
Total with taxes and fees
Waterfront Retreat Center for Health & Wellness
Interior
Luxury 6BR House with Pool & Outdoor BBQ

Luxury 6BR House with Pool & Outdoor BBQ

Old Bethpage
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. It was for work so we didn’t have much time to enjoy ourselves other than to rest when we could. I would love to book it again. "
United States
Matthew P.
$1,542 nightly
The price is $1,646
Dec 19 - Dec 20
Total with taxes and fees
Luxury 6BR House with Pool & Outdoor BBQ
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 Darien Hotel Reviews

East Norwich Inn

East Norwich Inn

10/10 Excellent
"The building is old, but the customer service was great! My sons room smelled like cigarette smoke?"
Deborah 2-night trip
Posted 20 hours ago
East Norwich Inn

Frequently asked questions

What can a history enthusiast expect from a trip to Darien?
Sights with historical relevance in Darien are probably a big part of your travel plans. Also discover the many sights including the parks and shopping
How many historical hotels are there in Darien?
In Darien, you'll find 13 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the top historical places and other sights to visit in Darien?
Darien is notable for landmarks like The Mather Homestead. Natural beauty is on display at Cove Island Park, Sleepy Hollow Park, and Valley Street Open Space. Additionally, you might want to add Woodway Park to your agenda.
What is a historic hotel like in Darien?
When you book a historic hotel, you'll stay in a building that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are often preserved in the guestrooms or communal spaces of these historic hotels in Darien, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value and how it influenced the community.
Do historic hotels in Darien have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. When you book a historic hotel in Darien, don't worry that you'll find yourself staying at a place that's uncomfortable or rundown.

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