Greenwich Holidays

Photo by Mary Perez

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Top hotels in Greenwich

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
500 Steamboat Rd, Greenwich, CT
The price is €401 per night from 27 Jul to 28 Jul
€401
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (919 reviews)
"Great experience. Luxurious room. Great staff."

Reviewed on 23 Jun 2025

Delamar Greenwich Harbor
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich
The price is €294 per night from 24 Jul to 25 Jul
€294
24 Jul - 25 Jul
includes taxes & fees
8.4/10 Very Good! (5 reviews)
"George was a wonderful host and so responsive with all my messages. The area was beautiful and my kids loved the fishing and kayaking. Every morning they woke up and went fishing and anytime we came back to the property, they went fishing and kayaking until it was too dark. There were so many adorable ..."

Reviewed on 13 Jul 2025

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Stanton House Inn

Stanton House Inn

3.5 out of 5
76 Maple Ave, Greenwich, CT
9.6/10 Exceptional! (147 reviews)
"Excellent staff and the pool is awesome."

Reviewed on 22 Jul 2025

Get rates
Stanton House Inn
See all 479 properties in Greenwich
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.

Frequently asked questions

How much does a Greenwich holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Greenwich costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Greenwich?
You can typically find lower prices and better availability in March, May and October. Explore our cheap Greenwich holiday packages and you could get some excellent off-season deals.
How many days is enough for Greenwich?
Allow at least 2 days for your Greenwich holiday if you're hoping to take in all that makes this destination unique. Stroll around key areas, including Downtown Stamford and Greenwich Municipal Centre Historic District. Then make a beeline for top attractions such as Greenwich Avenue and Griffith E. Harris Golf Course. With a clever itinerary, you can keep busy with room for some me-time too. Want to go beyond Greenwich? Consider squeezing in a day trip or two.
Is it worth booking a holiday package to Greenwich?
Well known for its coastal beaches, views and golfing, a Greenwich holiday is a hit with all kinds of visitors. Be sure to visit leading sights like Greenwich Avenue and Bruce Museum of Arts and Science, and consider renting a car for day trips to explore even more.
How to find the best Greenwich package deals?
Bagging a cheap Greenwich package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Greenwich package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Greenwich holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging accommodation and flights separately. Better still, you can tailor your Greenwich getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Greenwich?
If you're considering an impromptu Greenwich adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Greenwich?

  1. Choose your dates: The things you plan to do in Greenwich and your preferred season can help you decide when to go.
  2. Set a budget: Factor in expenses such as flights, food and transportation when working out how much to save for your trip to Greenwich. Then, choose a property that suits your budget, whether that's a low-cost stay or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about Greenwich, you can work out the ideal length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Greenwich holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.