Deals on vacations and trips to Old Saybrook
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Old Saybrook flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Cheshire Welcome Inn
Price was $289, price is now $231 per person
$231
per person
May 21 - May 24
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
Price was $1,175, price is now $865 per person
$865
per person
May 21 - May 24
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.
Luxury Apartments by Hyatus at Pierpont
The Hill
Save 100% on your flight
Price was $1,880, price is now $1,419 per person
$1,419
per person
May 17 - May 19
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Hyatt Place Milford / New Haven
Price was $450, price is now $362 per person
$362
per person
May 21 - May 24
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Best Western Executive Hotel Of New Haven - West Haven
Price was $494, price is now $406 per person
$406
per person
May 17 - May 19
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Top Old Saybrook hotels deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
$104 nightly
The price is $120 total per night
$120 total
Mar 3 - Mar 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Free Cancellation
Reserve now, pay when you stay
$302 nightly
The price is $348 total per night
$348 total
Mar 9 - Mar 10
Total with taxes and fees
A full-service spa, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free train station pick-up. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a shopping center shuttle.
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Mar 8 - Mar 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Liberty Inn
55 Springbrook Road Old Saybrook CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Mar 9 - Mar 10
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
New Haven Hotel
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $112 total per night
$112 total
Mar 22 - Mar 23
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Hyatt Place Uncasville - Casino Area
2049 Norwich Montville CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Mar 23 - Mar 24
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
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.
Popular places to visit
Harvey's Beach
4.5/5(3 reviews)
If a restful vacation is part of your travel plans, Harvey's Beach might be the perfect place to seek out during your trip to Old Saybrook. Visit the shops and spas in this relaxing area.
Chalker Beach
Why not spend a lazy afternoon at Chalker Beach during your trip to Old Saybrook? Stroll along the area's beaches or simply enjoy its restaurants.
Katharine Hepburn Cultural Arts Center
Enjoy an outing to Katharine Hepburn Cultural Arts Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.
Frequently asked questions
Where to stay in Old Saybrook: Best areas for travelers
- Westbrook: Featuring Westbrook Town Beach, this is a fantastic place to immerse yourself in the coastal life. Want to go from your bed to the beach fast? Book a room in the area. The Waterfront Cottage on Long Island Sound With Awesome Salt Island out Front, Water's Edge Resort & Spa and the July 19-26, 2019 Water\'s Edge Resort and SPA in CT. Special Price $1,200/week are some attractive options.
- Westbrook Center: Westbrook Town Beach is just one of the numerous interesting sights to take in here. If you spend your evenings at a well-positioned place like the Waterfront Cottage on Long Island Sound With Awesome Salt Island out Front, the Water's Edge Resort & Spa or the July 19-26, 2019 Water\'s Edge Resort and SPA in CT. Special Price $1,200/week, you'll really be able to discover all that this neighborhood has to offer.
- Madison: For a comfortable place to spend your nights, look up the Madison Beach Hotel and the Madison, CT. You'll soon understand why travelers keep coming back to this area and these hotel options.
- Clinton: Scattered around this neighborhood are some of the city's most popular attractions. Check in to the Clinton Motel, the Spa Like Oceanside Home. Get Your 2019 Early Booking Discounts now or the Lamplighter Motel - Clinton, Connecticut and you won't be too far away from Clinton Crossing Premium Outlets. For an unforgettable trip, make sure Clinton Plaza Shopping Center and Indian River Marina are part of your itinerary too.
- Saybrook Manor: There are tons of things to see and do in this city, but this area is an attraction in its own right. The Pier Blue Inn Old Saybrook - Essex and the Family Friendly, Newly Renovated Cottage - Chalker Beach are a few places from which to discover this sought-after neighborhood.
Photos of local treasures
Browse Old Saybrook vacation photos for more inspiration
