COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Holidays to Old Saybrook

Choose two or more items and save on your trip:

Accommodation, flights, car rentals, things to do and more - for your holiday in Old Saybrook choose Expedia! Find everything you need to organise your trip to Old Saybrook in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top flight + hotel deals in Old Saybrook

Graduate New Haven
Hilton Garden Inn Milford

Top Hotel Deals

Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is £184 per night from 13 Apr to 14 Apr

This Westbrook Center resort is on the beach, 1.7 mi (2.8 km) from Tanger Outlets, and within 6 mi (10 km) of Harvey's Beach and Essex Steam Train. Clinton Crossing ...

4.3/5Excellent! (527 reviews)

"I enjoyed saying in the villa in front of the ocean. The villas are spacious and tgey have a full kitchen."…"

Reviewed on 2 Apr 2021

Water's Edge Resort & Spa
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is £225 per night from 6 May to 7 May

Located in Old Saybrook Center, this spa hotel is within 3 miles (5 km) of General William Hart House, Katharine Hepburn Cultural Arts Center and Connecticut ...

4.7/5Exceptional! (473 reviews)

"Excellent location, excellent neighbourhood, excellent amenities, especially the swimming pool and restaurant"…"

Reviewed on 8 Apr 2021

Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is £100 per night from 12 Apr to 13 Apr

Located in the heart of Old Saybrook, this hotel is within 6 mi (10 km) of Essex Steam Train, Essex Island Marina and Essex Library. Harvey's Beach and Ivoryton ...

3.7/5Good! (627 reviews)

"Rooms were very clean and the breakfast was packaged carefully for ease and safety."…"

Reviewed on 17 Mar 2021

Quality Inn Old Saybrook - Westbrook
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.

Old Saybrook Beach Holiday

Bliss out on the shore and feel the fresh salt air on your skin during your Old Saybrook holiday. If it's your first time, why not collect some pretty stones or shells as a reminder of your trip to Old Saybrook? Stay near Harvey's Beach, a popular stretch of coast just 2 miles from the town centre. We also have affordable Old Saybrook holiday deals that are closer to Westbrook Town Beach, another alluring option.

Plan your Old Saybrook holiday with Expedia

  • Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Old Saybrook. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

If I'm not able to travel, can I cancel my Old Saybrook holiday package?
Whether it’s your flight or hotel, you can cancel or amend it. Locked in your Old Saybrook holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may incur a charge from your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We’re here to help you every step of the way.
What are the top hotels in Old Saybrook?
Travellers heading to Old Saybrook often make a reservation at Water’s Edge Resort & Spa or Super 8 by Wyndham Old Saybrook. These options are in Westbrook Centre. Another happening neighbourhood is Madison. Madison Beach Hotel and Tidewater Inn are popular choices in this part of town.
When is the best time of year to visit Old Saybrook?
If you enjoy the buzz of peak season, visit Old Saybrook in July, August, June. If you’re seeking a calmer vibe, January , November, December is the perfect time for you. Watching your budget? Perhaps avoid June, when things like hotels and airfares go up in price. March is generally when you’ll score the best bargains.
How far in advance should I book my Old Saybrook holiday?
To land rock-bottom prices, book as soon as you can. Air carriers usually advertise flight tickets, along with some of the lowest fares, nearly 12 months in advance. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you’ve decided on a last-minute getaway in Old Saybrook, there are always lots of great deals on Expedia. Book something in today!
What should I know before booking an Old Saybrook travel package?
Whether it’s relaxation or adventure you’re seeking, an Old Saybrook holiday package lets you plan your escape your way. Plus, you’ll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Does Expedia offer Book Now, Pay Later Old Saybrook holiday packages?
Most good holidays can become costly, so it’s nice to know that Expedia is able to make things easier. Thanks to our partnership with online lender Affirm, you can get the most out of your budget with a Book Now, Pay Later holiday package.