Find Historic Hotels in Old Greenwich, CT

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Check availability on Old Greenwich Historic Hotels

Tonight
Dec 8 - Dec 9
Tomorrow
Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top Old Greenwich Historic Hotels

Exterior
Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

3.5 star property
Huntington
9.0 out of 10, Wonderful, (647)
"Clean room , pleasant staff and a beautiful location "
United States
Prof. Sasa
The price is ￥65,529
￥74,867 total
includes taxes & fees
Dec 9 - Dec 10
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
The price is ￥42,037
￥48,342 total
includes taxes & fees
Dec 11 - Dec 12
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
The price is ￥53,410
￥60,711 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The West Lane Inn - King Room
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.
The price is ￥67,802
￥146,163 total
includes taxes & fees
Dec 14 - Dec 15
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
2 bedrooms, iron/ironing board, internet, bed sheets
The West Lane Inn - Family Suite

The West Lane Inn - Family Suite

Ridgefield
The price is ￥88,957
￥101,694 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The West Lane Inn - Family Suite
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.
The price is ￥146,787
￥255,653 total
includes taxes & fees
Dec 19 - Dec 20
Luxury 6BR House with Pool & Outdoor BBQ
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.
The price is ￥201,929
￥363,669 total
includes taxes & fees
Dec 14 - Dec 15
Waterfront Retreat Center for Health & Wellness
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.
View all properties

Top Old Greenwich Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"Clean and well-maintained in a great location. The rooms themselves are very dated with office-type drop ceilings but overall clean and comfortable. "
Erika 1-night trip
Posted 2 days ago
Amsterdam Hotel

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Frequently asked questions

What should a history enthusiast expect from a trip to Old Greenwich?
A trip to the sights with historical relevance in Old Greenwich is probably at the top of your sightseeing list. During your stay, you can visit the shops and restaurants.
How many historical hotels are there in Old Greenwich?
In Old Greenwich, there are 19 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical sites and other places in Old Greenwich?
Favorite places to visit include Rosa Hartman Park, Commerce Park, and Dundee Woods. You'll also find West Beach and Stamford Center for the Arts in the area.
What is a historic hotel like in Old Greenwich?
Guests who book a historic hotel can spend a night or two in a building that has an official historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it's of special interest. Traditional architecture and period features are often preserved within the guestrooms or public spaces of historic hotels in Old Greenwich, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it's cultural value and how it shaped the community.
Do historic hotels in Old Greenwich have modern facilities?
Hotels include modern conveniences and safety features you might expect, while every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the normal amenities found in any hotel will also be available in a historic hotel. When you choose a historic hotel in Old Greenwich, don't worry that you'll be staying at a place that is rundown or uncomfortable.