Downtown Stamford Holidays from £726

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Your Downtown Stamford Holiday

A favourite riverside neighbourhood, Downtown Stamford is known for its dining, shopping and cafes. Lock in a holiday package to Downtown Stamford and get set to experience those highlights and more. Your trip to Downtown Stamford wouldn't be complete without exploring leading attractions nearby such as Chelsea Piers, Stamford Town Centre and Cove Island Park. Stop dreaming and start doing. When you're ready to book your next holiday to Downtown Stamford, Expedia is here to help.

Price found within the past 48 hours. Click for updated prices.
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
Price was £814, price is now £726 per person
£726
per person
29 Apr - 4 May
found 2 hours ago
Return direct flight included
London (LON) to White Plains (HPN)
8.4/10 Very Good! (1,003 reviews)
Very good experience

Reviewed on 26 Mar 2026

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was £3,734, price is now £2,318 per person
£2,318
per person
2 Jun - 7 Jun
found 21 hours ago
Return flight included
Edinburgh (EDI) to White Plains (HPN)
7.2/10 Good! (5 reviews)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on 17 Mar 2024

Charcoal Chalet by Avantstay A+ Design w/ Firepit

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3 out of 5
Price was £1,059, price is now £930 per person
£930
per person
12 May - 16 May
found 1 day ago
Return direct flight included
Edinburgh (EDI) to White Plains (HPN)
7/10 Good! (2 reviews)
We enjoyed the quiet and beautiful outdoors area. The house was very nice, clean and had everything we needed such as laundry facilities and detergent, cookware, utensils, coffee, tea, sugar and so much more. We felt very at home in this house. The dining room was beautiful with the long table and many windows overlooking the back yard. It was perfect for a small dinner gathering. Parking was great and the area felt safe and was quiet. I will most likely book again for next year.

Reviewed on 30 Sept 2025

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
Price was £953, price is now £871 per person
£871
per person
29 Apr - 6 May
found 1 day ago
Return direct flight included
London (LHR) to White Plains (HPN)
9.2/10 Wonderful! (1,356 reviews)
The staff was very friendly and accommodating

Reviewed on 27 Mar 2026

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was £972, price is now £897 per person
£897
per person
24 May - 28 May
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
8.8/10 Excellent! (1,306 reviews)
So nice, so clean, staff is very welcoming parking is actually included loved!

Reviewed on 29 Mar 2026

Where to stay in Downtown Stamford

Find the best Downtown Stamford areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Stamford
Stamford City Harbor Point Landscape with tall office buildings, park benches, boardwalk footpaths, and moored boats at the dock on a dramatic stormy winter in Connecticut

Cove - East Side - Shippan

2 out of top 10 points of interest in this area

While visiting Cove - East Side - Shippan, you might make a stop by sights like West Beach and Chelsea Piers.

Find hotels in Cove - East Side - Shippan

Top hotels in Downtown Stamford

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
The price is £86 per night from 4 Apr to 5 Apr
£86
4 Apr - 5 Apr
includes taxes & fees
8.4/10 Very Good! (1,741 reviews)
Spring mattresses, ran down carpets and almost non existing breakfast. Price was lowest in the and this hotel better than truckers motel in that aspect. Staff greeted well and easy parking on the property.

Reviewed on 29 Mar 2026

Amsterdam Hotel
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street Stamford CT
Fully refundableReserve now, pay when you stay
The price is £125 per night from 6 Apr to 7 Apr
£125
6 Apr - 7 Apr
includes taxes & fees
7.8/10 Good! (1,143 reviews)
Good basic hotel. Dinning room is nonexistent. We ate diner in the bar. Very limited meal. Service was good.

Reviewed on 19 Mar 2026

The Stamford Hotel
The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton

3.5 out of 5
909 Washington Blvd Stamford CT
Fully refundableReserve now, pay when you stay
The price is £142 per night from 26 Apr to 27 Apr
£142
26 Apr - 27 Apr
includes taxes & fees
The Lloyd Stamford, Tapestry Collection by Hilton
See all 1,190 properties in Downtown Stamford
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Downtown Stamford travel package cost?
Starting from as little as £726, you can handcraft your own Downtown Stamford package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Downtown Stamford travel package?
Yes you can, and we'll help you every step of the way. You may be able to cancel and rebook your Downtown Stamford travel package at no cost within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Downtown Stamford?
Bundle, bundle, bundle. Hotels, rental cars and flights — combine whatever you need into a Downtown Stamford travel package and save. Score even more deals when you include extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to customize your holiday your own way. We offer over 550 partner airlines and 1,000,000 properties around the world, so that everyone has an opportunity to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Downtown Stamford holidays?
Good news! We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Make sure you bundle your flights, car hire and hotel with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.

Where should I stay in Downtown Stamford?
A holiday in Downtown Stamford wouldn't be complete without paying a visit to Chelsea Piers, Stamford Town Centre and Stamford Centre for the Arts. Spend your nights near these popular sights and make sightseeing simple.
What are the top hotels in Downtown Stamford?
If this will be your first time in Downtown Stamford, lock in a room at Hilton Stamford Hotel & Executive Meeting Centre or Stamford Marriott Hotel & Spa. Both hotels offer comfy beds and are popular options with lots of travellers.
How far in advance should I book my Downtown Stamford holiday?
Browse Expedia to compare international airfares as early as possible. You can generally purchase a ticket up to a year before departure. If it's too early for your preferred air carrier, or you have to book last minute, don't despair. Low prices to Downtown Stamford sometimes appear a few weeks before the date of departure.
What does an Expedia Downtown Stamford travel package include?
Hotels, car rentals and flights — we connect you to the very best bargains. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the exciting stuff like tours and experiences. Our travel packages make it easy to put together an amazing Downtown Stamford getaway.
What should I know before booking a Downtown Stamford travel package?
Locking in all the parts of your holiday together is one of the best ways to save. Combine car rentals, airfares and hotels into one package. But your options don't end at hotels. Expedia has all kinds of properties, including holiday rentals such as beach villas and spacious residences. The list goes on!
Can I choose my airline with a Downtown Stamford Expedia travel package?
With a travel package, you're in charge. Whether you'd like to fly to Downtown Stamford in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 airline partners worldwide.

Popular places to visit

Stamford City Skyline, skyscrapers, and church buildings in Connecticut, modern metropolitan street landscape with business and cultural landmark architectures in New England of America

Stamford Town Center

You can do some window-shopping at Stamford Town Center during your stay in Stamford. Visit the lively bars or top-notch restaurants in this family-friendly area.

Stamford Town Center
Coast of Connecticut

Cove Island Park

If a restful holiday is part of your travel plans, Cove Island Park might be the perfect place to visit during your trip to Stamford. Visit the shops and lively bars in this family-friendly area.

Cove Island Park

Stamford Public Library - Ferguson Library

Stamford Public Library - Ferguson Library is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels? Visit the lively bars or top-notch restaurants in this family-friendly area.

Stamford Public Library - Ferguson Library

Things to do

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

£933
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.