Old Saybrook Holidays from £807
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Your Old Saybrook Holiday
From its rich history to its coastal scenery and beyond, there's much to like about Old Saybrook. Uncover the wonders of this interesting city with a Old Saybrook holiday package that's tailor-made for you. You'll want to do a little exploring during your trip to Old Saybrook. Find time for famous attractions like Essex Steam Train, Harveys Beach and Westbrook Town Beach. Whoever you're going away with and whatever your budget, your dream Old Saybrook holiday is just a few clicks away with Expedia.
Top Old Saybrook Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
£807
per person
25 Sept - 30 Sept
found 20 hours ago
Return direct flight included
Birmingham (BHX) to New Haven (HVN)
8/10 Very good! (1,009 reviews)
The king size room was not the room showed on the site. Although the king size room was spacious the room was not inviting, had an odor from the AC unit, the bathroom had mold, sink was dirty and the floor was absolutely disgusting. My socks were black! After showering we used the thin crummy towels for floor mats. Pictures shown here. Only upside to this place was the staff.
Reviewed on 21 Aug 2026
Saybrook Point Resort & Marina
Old Saybrook Center
£1,398
per person
25 Sept - 30 Sept
found 20 hours ago
Return direct flight included
Birmingham (BHX) to New Haven (HVN)
9.6/10 Exceptional! (1,004 reviews)
Location was great—beautifully landscaped. Employees were very helpful and personable. Our rooms were large, clean and comfortable. I would have appreciated a small microwave in the room.
Meals were very good but very expensive. Alcoholic drinks and wines were delicious this year. Great bartending.
Reviewed on 21 Aug 2026
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.
Old Saybrook Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 10,600 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Harveys Beach, Goodspeed Opera House and Clinton Town Beach |
Top hotels in Old Saybrook
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
£74
23 Aug - 24 Aug
includes taxes & fees
8/10 Very good! (1,012 reviews)
"The king size room was not the room showed on the site. Although the king size room was spacious the room was not inviting, had an odor from the AC unit, the bathroom had mold, sink was dirty and the floor was absolutely disgusting. My socks were black! After showering we used the thin crummy towels ..."
Reviewed on 21 Aug 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
£334
16 Sept - 17 Sept
includes taxes & fees
9.6/10 Exceptional! (1,009 reviews)
"Location was great—beautifully landscaped. Employees were very helpful and personable. Our rooms were large, clean and comfortable. I would have appreciated a small microwave in the room. Meals were very good but very expensive. Alcoholic drinks and wines were delicious this year. Great ..."
Reviewed on 21 Aug 2026
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Fully refundable
£85
20 Sept - 21 Sept
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"This hotel is in a great location for some sightseeing in the area. Hotel is very clean, has helpful staff and a wonderful breakfast spread. Highly recommend!"
Reviewed on 21 Aug 2026
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.
Stay near popular Old Saybrook attractions
Harvey's Beach
8.8/10 (93 reviews)
Harvey's Beach offers pristine white sand and calm, shallow waters perfect for families with young children. Explore the expansive sandbars at low tide to discover fascinating tide pools and marine treasures.
Chalker Beach
8.8/10 (26 reviews)
This private Connecticut shoreline offers a tranquil escape with soft sands and gentle waves. Generations of families have created a close-knit beach community here since 1931, complete with summer concerts and bonfires.
Katharine Hepburn Cultural Arts Center
8.8/10 (53 reviews)
The Kate honours Katharine Hepburn's legacy through intimate performances in Old Saybrook. Enjoy theatre productions, then explore the museum's collection of the iconic actress's costumes and memorabilia.
Essex Saybrook Antique Village Shopping Center
9.0/10 (66 reviews)
Discover treasures spanning decades at this 6,000-square-foot antique haven with over 50 dealers. Browse art glass, nautical artefacts, and vintage furniture while knowledgeable staff share the stories behind each piece.
Crystal Lake Town Park
8.4/10 (16 reviews)
This 180-acre recreational haven features trails, sports fields, and Crystal Lake for fishing. Hike through scenic woodlands or gather with family at the pavilion overlooking tranquil waters.
General William Hart House
9.0/10 (17 reviews)
Step into the 1767 Georgian residence of Revolutionary War General William Hart, with its distinctive eight corner fireplaces. Guided tours reveal colonial life through period furnishings and family stories.
Saybrook Country Barn
9.0/10 (27 reviews)
Housed in a historic 1799 building, Saybrook Home offers 42,000 square feet of premium furniture and designer apparel. Browse multiple showrooms of quality home décor before dining at the on-site Aspen Restaurant.
Fort Saybrook Monument Park
10.0/10 (1 review)
Explore Connecticut's first military fortification from 1635 at this historic waterfront park. Follow the elevated boardwalk for panoramic river views and discover colonial history through informative storyboards.
Frequently asked questions
How much does an Old Saybrook travel package cost?
We make it easy to see the world, with Old Saybrook travel packages starting from as little as £807. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few tours and activities to your itinerary?
If I'm not able to travel, can I cancel my Old Saybrook travel package?
Whether it's your flight or hotel, you can cancel or change it. Booked your Old Saybrook travel package in the last 24 hours? You may be able to make any changes for free. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We're here to help you each step of the way.
How do I get a cheap travel package to Old Saybrook?
Creating your own Old Saybrook travel package with Expedia is the easiest way to save. We have more than 550 air carriers and 1,000,000 properties around the world. With such a fantastic range to select from, you'll have no difficulty creating your next dream trip.
Does Expedia offer Book Now, Pay Later Old Saybrook holidays?
Expedia has partnered with online lender Klarna to make booking your next trip easier on your hip pocket. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Take a look at these flexible payment options:
- Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month works for you, choose this option during the checkout process.
- Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
- Low deposit holidays: When you come across an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.
Where should I stay in Old Saybrook?
A trip to Old Saybrook wouldn't be complete without checking out Harveys Beach, Essex Saybrook Antique Village Shopping Centre and Saybrook Country Barn. Stay close to these top sights and make sightseeing easy.
What are the top hotels in Old Saybrook?
Travellers journeying to Old Saybrook often stay in Saybrook Manor. Saybrook Point Resort & Marina and Pier Blue Inn Old Saybrook - Essex are well-liked options in this neighbourhood. But it's not the only interesting place around town! Old Saybrook Centre is another top area and where you'll find Saybrook Point Resort & Marina and Pier Blue Inn Old Saybrook - Essex.
How far in advance should I book my Old Saybrook holiday?
Browse Expedia to compare international flights as soon as you've got your travel dates. You can normally purchase a seat up to 12 months prior to departure. If you don't see your preferred carrier, or you've left things to the last minute, fear not. Cheap tickets to Old Saybrook sometimes occur within weeks of departure.
What does an Expedia Old Saybrook travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to create your perfect Old Saybrook travel package. Once you've made your booking, you can add on the fun stuff like tours and experiences. Remember — the more you bundle, the more you stand to save!
What should I know before booking an Old Saybrook travel package?
A package can be easier on the credit card than separately booking everything you need for your trip. For example, combine your flights, hotels and rental cars and score impressive savings. Whatever kind of holiday you're planning, there's bound to be a package that's perfect for you.
Can I choose my airline with an Old Saybrook Expedia travel package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Simply select your favourite carrier and create the perfect Old Saybrook trip.
* 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.
