Old Saybrook Holidays from £840
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
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.
Landing Furnished Apartment Near Yale University
Downtown New Haven
£908
per person
23 Dec - 28 Dec
found 13 hours ago
Return flight included
London (LHR) to New Haven (HVN)
2/10 (2 reviews)
Check in automated, but the key box was broken and it took me 30 on the phone with IT to get the keys. When I entered the apartment a water leak in the city had destroyed a chunk of the ceiling and there was a mess of drywall and dirty water on the floor. The firm tried to relocate me an hour away before promising to clean up and repair the problem while I was out, but maintenance never arrived. We had to book a hotel nearby. These people are incompetent
Reviewed on 14 Sept 2026
Landing Apartments New Haven Near Dixwell
Newhallville
£1,056
per person
23 Dec - 27 Dec
found 12 hours ago
Return direct flight included
London (LGW) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on 25 May 2026
New Haven Hotel
Downtown New Haven
£899
per person
23 Dec - 27 Dec
found 12 hours ago
Return direct flight included
London (LGW) to New Haven (HVN)
9.2/10 Wonderful! (2,338 reviews)
Love the place mainly for the staff and the city vibe. Rooms getting near needing a tech update - usb outlets, smart tvs, etc. The streaming app is a pain to use. Also, the pretty good free morning coffee (as well as the coffee for purchase) is ruined for anyone who takes it with cream - you won't find any, just CoffeeMate. Ugh. But It's my go to in New Haven, just needs a bit of attention.
Reviewed on 6 Oct 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 refundableReserve now, pay when you stay
£71
13 Oct - 14 Oct
includes taxes & fees
8/10 Very good! (1,006 reviews)
"I would not recommend this property. Very expensive -244- for a smelly room, one small packet of shampoo, stained mattress pad."
Reviewed on 4 Oct 2026
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
£269
3 Nov - 4 Nov
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"This place was great! The restaurant was delicious, the lounge was great, the room was amazing and to top it off the view from our hotel was incredible. The staff were so generous and accommodating. We went for a long weekend/anniversary celebration. I wish we stayed longer and took advantage of ..."
Reviewed on 5 Oct 2026
Liberty Inn
55 Springbrook Road Old Saybrook CT
Fully refundableReserve now, pay when you stay
£70
1 Nov - 2 Nov
includes taxes & fees
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.
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.
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.
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.
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.
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 £840. 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.
