Two wooden benches facing a calm body of water under a clear sky.

Compare and book 5 Star hotels in Darien, Connecticut

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Darien 5 Star Hotels

Tonight
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Darien 5-star hotels

Exterior
Indoor pool
Room
Lobby

1. The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
White Plains
United States
patricia
£236
includes taxes & fees
20 Sept - 21 Sept
The Opus Westchester, Autograph Collection
Front of property
Exterior
Premium House, Garden View | Living area
Terrace/patio

2. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
North End
£1,106
includes taxes & fees
14 Sept - 15 Sept
Beechmont - Perfect for Family Retreat!
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Darien.
Sonesta White Plains Downtown

Sonesta White Plains Downtown

66 Hale Ave White Plains NY
£179
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (1,360 reviews)
Sonesta White Plains Downtown
Westchester Marriott

Westchester Marriott

670 White Plains Rd Tarrytown NY
£165
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (637 reviews)
Westchester Marriott
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT
£155
27 Sept - 28 Sept
includes taxes & fees
Hyatt Regency Greenwich
Still don't see what you're looking for?
See all properties in Darien.
You can also use these popular filters to refine your search.
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.

Learn more about Darien

Stroll along the charming streets of this coastal New England town, where historic homes and quaint shops beckon. Nature lovers can explore Sleepy Hollow Park's trails or enjoy a picnic at Woodland Park's serene grounds.

See all hotels in Darien
A calm harbor with boats, a pier, and houses along the shoreline.
Photo by Tim Rousseau

Top Darien Hotel Reviews

Find out more about Darien

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Darien?
The amount you pay for a 5-star hotel in Darien depends on factors like when you want to go and the length of your break. A top tip for bagging an awesome deal? Use our pricing filters to compare all of the available hotels for your selected dates.
  • Search for the lowest price per night from £155
What makes a hotel 5 stars in Darien?
In Darien, a hotel must provide a certain level of upscale amenities to be rated 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their exceptional standard of service. You'll enjoy things like in-room massages, nightly turn-down services and concierge services. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Darien?
Our handy filters are the easiest way to search for exactly what you want. Select "All inclusive" and "5-star" to see the most upscale resorts in Darien where your meals, accommodation, entertainment and activities are included in the price. At these getaways, your trip is pure relaxation and indulgence from the moment you arrive.

Explore a world of travel with Expedia