Trips to Old Greenwich

Plan Your Next Trip to Old Greenwich and explore unforgettable sights, local flavors, and exciting experiences.

Find the Best Accommodations for Your Old Greenwich Trip

Smartours makes it easy to discover stays that match your style, budget, and location.

  • Hotels
  • Villas
  • Cabins
  • apartments
  • Cottages
  • Resorts
  • Ski chalets
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9.2 (50 Reviews)
Hotel
Delamar Greenwich Harbor
  • Air Conditioner
  • Parking
  • Pet Friendly
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8.7 (319 Reviews)
Hotel
Hampton Inn & Suites Stamford
  • Air Conditioner
  • Parking
  • Pet Friendly
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9 (1008 Reviews)
Hotel
J House Greenwich
  • Air Conditioner
  • Parking
  • Pool
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8.5 (173 Reviews)
Hotel
The J House Greenwich Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
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8.2 (200 Reviews)
Hotel
Hyatt Regency Greenwich
  • Air Conditioner
  • Parking
  • Pet Friendly
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7.8 (126 Reviews)
Hotel
Stamford Marriott Hotel & Spa
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.6 (168 Reviews)
Bed & Breakfast
Stanton House Inn
  • Air Conditioner
  • Parking
  • Pool
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10 (1 Review)
Apartment
Elegant Home
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.8 (25 Reviews)
Apartment
Hyatus Luxury Residences Stamford
  • Air Conditioner
  • Parking
  • Pet Friendly
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10 (1 Review)
Apartment
Elegant Home
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
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9.6 (168 Reviews)
Bed & Breakfast
Stanton House Inn
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
10 (1 Review)
Apartment
Elegant Home
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
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9.6 (168 Reviews)
Bed & Breakfast
Stanton House Inn
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
10 (1 Review)
Apartment
Elegant Home
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
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Why Book Your Trip to Old Greenwich with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Hotels, villas, and vacation rentals selected for comfort, location and value – giving you the ideal base for your adventures.
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Smarter Itineraries

AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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Smarter Exploration

Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.

How to Book Your Stay in Old Greenwich?

What’s the Smartours booking process?

Our platform connects you to a curated selection of hotels, villas, and unique stays in Old Greenwich. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.

Booking Steps

01

Search Stays

Use Smartours filters to find accommodations that match your style, location preferences, and budget.
02

View Details

Click on a listing to see photos, amenities, reviews, and pricing.
03

Book Securely

Follow the link to finalize your reservation directly with our verified booking partner.
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Indoor Features

  • Fully equipped kitchens or kitchenettes
  • Comfortable living areas with smart TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-room coffee and tea facilities
  • Premium bedding for restful nights
  • Modern bathrooms with walk-in showers or soaking tubs

Outdoor Amenities

  • Balconies, terraces, or rooftop lounges with scenic views
  • Swimming pools, either private or shared
  • Outdoor dining spaces with BBQ or grill access
  • Gardens or courtyards for relaxing downtime
  • On-site parking or easy transport access
  • Proximity to key attractions, markets, or nature trails

Other Places to Stay in Old Greenwich

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9.6 (168 Reviews)
Bed & Breakfast
Stanton House Inn
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
10 (1 Review)
Apartment
Elegant Home
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
Explore more accommodations

Seasonal Weather in Old Greenwich

What’s the weather like in Old Greenwich throughout the year?

Old Greenwich’s climate varies by region, but most areas enjoy mild to warm weather year-round. Coastal cities benefit from ocean breezes, while inland areas and the desert see greater temperature swings between day and night.

Friday Jun 19

Old Greenwich, Connecticut

Fri
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25.0°C
Sat
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21.3°C
Sun
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21.5°C
Mon
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17.7°C
Tue
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20.2°C
Wed
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21.5°C
Thu
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21.4°C

Frequently Asked Questions

What are the top vacation rentals in Old Greenwich?
How many vacation rentals have private pools in Old Greenwich?

There are 6 vacation rentals with private pools near Old Greenwich. Top-rated homes that have access to a swimming pool include:

Which vacation homes in Old Greenwich are best for families?

If you are looking for a family-friendly vacation home in Old Greenwich, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Greenwich:

How many vacation rentals are available in Old Greenwich?

Currently, the total number of properties listed in 2026 is over 299 in the Old Greenwich area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old Greenwich.

More Accommodations You May Like for Trips to Old Greenwich

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9.8 (25 Reviews)
Apartment
Hyatus Luxury Residences Stamford
  • Air Conditioner
  • Parking
  • Pet Friendly
US
View Availability
Explore more accommodations