Old Saybrook Hotel Guide - Romantic Hotels in Old Saybrook, Connecticut

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Old Saybrook Romantic Hotels

Our top choices for Old Saybrook romantic hotels

Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (44 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is €514
includes taxes & fees
19 May - 20 May
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Property grounds

American Beech in Greenport - King Suite 3

American Beech in Greenport - King Suite 3
Greenport
The price is €296
includes taxes & fees
18 May - 19 May
American Beech in Greenport - King Suite 3
Bar (on property)

American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Perfect Great place"
United States
Dean J.
The price is €296
includes taxes & fees
19 May - 20 May
American Beech in Greenport NY - King Suite 1
Dining

American Beech in Greenport - Deluxe King Suite 12

American Beech in Greenport - Deluxe King Suite 12
Greenport
The price is €319
includes taxes & fees
20 May - 21 May
American Beech in Greenport - Deluxe King Suite 12
Property grounds

Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (227 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
The price is €301
includes taxes & fees
20 May - 21 May
Lakeside cottage overhanging the water, beautiful window views across the lake
Property grounds

Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (198 reviews)
"We had a wonderful stay at the cottage! It was so cozy and peaceful, exactly what we were looking for. Mini splits kept our rooms toasty on the cold night, and we had everything we needed. Our host was super communicative and helpful. Would definitely stay here again!"
United States
Anonymous traveller
The price is €303
includes taxes & fees
19 May - 20 May
Lakeside cottage ON the water with beautiful views up the lake!
Terrace/patio

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Ledyard
10.0 out of 10, Exceptional, (12 reviews)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
United States
Kim S.
The price is €235
includes taxes & fees
3 Jun - 4 Jun
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Smart TV, offices, printers

Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
Groton
9.8 out of 10, Exceptional, (111 reviews)
"The property was beautiful inside and outside. Very clean and very peaceful. The host was pleasant to communicate with and response time was prompt. I would book another stay without hesitation. "
United States
Stormy
The price is €294
includes taxes & fees
21 May - 22 May
Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
TV

All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
The price is €256
includes taxes & fees
18 May - 19 May
All New Private and Cozy in great location
Exterior detail

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (18 reviews)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
The price is €471
includes taxes & fees
21 May - 22 May
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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.
View all properties

Top Old Saybrook Hotel Reviews

Winnapaug Inn

Winnapaug Inn

8/10 Good
"Staff was absolutely amazing! Bed was a little tough, but was good for my stiff back.. Went next door to the bar/lounge (also owned by same people) and the staff was extremely friendly! Loved it!"
Lynn 1-night trip
Posted 2 hours ago
Winnapaug Inn

Frequently asked questions

Searching for romantic hotels in Old Saybrook?
If you and your partner need some romantic time away, we'd like to help you plan for it. Our guests also enjoy Old Saybrook for its shopping, historic landmarks and beaches. If you want to explore the area, you might head to Katharine Hepburn Cultural Arts Center, Harvey's Beach or Connecticut River. If you're interested in staying near a certain attraction, you can sort by neighbourhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Old Saybrook?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Old Saybrook: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Old Saybrook is 1382 mm.
What is there to do in Old Saybrook?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Old Saybrook has to offer. Couples looking for a little of everything will enjoy Old Saybrook for its shopping, historic landmarks and beaches. You might think about visiting Katharine Hepburn Cultural Arts Center, Harvey's Beach or Connecticut River.
What's the best way to get to Old Saybrook and around town during my romantic getaway?
This information about transportation options in Old Saybrook might help your romantic getaway go off without a hitch: To get to Old Saybrook, you can fly into New London, CT (GON-Groton - New London), which is the closest major airport, located 17.3 mi (27.9 km) from the city centre. If you want to venture outside the area, hop aboard a train at Old Saybrook Station.

Explore a world of travel with Expedia