Name: Quality Inn Old Saybrook - Westbrook
Price range: CA $150
Rating: 7.6

The Shoals Suites and Slips

61600 Main Rd, Southold, NY

Stay at this 3.5-star hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular ...

9.4/10 Exceptional! (185 reviews)

"The room was beautiful and clean. Very easy to get around and go into town. There was a restaurant walking distance. Everything else is a short car ride or uber ride away. Everyone was extremely friendly and willing to help out when needed. I would definitely recommend!"

Reviewed on Jul. 20, 2025

Get rates

Vine & Sand

47100 New York 25, Southold, NY

Stay at this 3-star business-friendly B&B in Southold. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Croteaux Vineyards and Corey Creek ...

10/10 Exceptional! (7 reviews)

"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport."

Reviewed on Feb. 17, 2025

Get rates

Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT

Fully refundableReserve now, pay when you stay

CA $150

CA $172 total

Jul 31 - Aug 1

includes taxes & fees

Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

7.6/10 Good! (1,006 reviews)

"Just a little tired looking, but very nice staff. Everything went well. Thank you. Good value for everything."

Reviewed on Jul. 21, 2025

See all 4,417 properties in Southold

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.

Windward Shores Ocean Resort

2062 Montauk Highway, PO Box 7031, Amagansett, NY

Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...

8.6/10 Excellent! (289 reviews)

Decent and Better priced

"A good choice for “affordable” stays in the Hamptons. The place is not “fresh” or chic by any means but it’s very acceptable and half the price of many other accommodations. Over all it’s a good value. Clean, well located and homey."

Reviewed on Jun. 28, 2025

Cliffside Resort Condominiums

61475 Route 48 (North Road), Greenport, NY

Stay at this 3-star beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...

8.8/10 Excellent! (228 reviews)

Nice view and beach access was great!

"Beautiful property! View was awesome, nice beach with chairs. The room could use some updating, stove top was broken so our morning coffee was delayed as the burner was very slow to heat the water for our French press we travel with. The view from our room was peaceful however the barbecue area was ..."

Reviewed on Jul. 10, 2025

Canoe Place Waterfront Residences

239 E Montauk Hwy, Hampton Bays, NY

Stay at this 4-star spa condo in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cooper's Beach and Meschutt Beach are ...

See all properties in Southold

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.

Check Southold hotel availability

Popular places to visit

Sparkling Pointe

You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.

Sannino's Bella Vita Vineyard

You can enjoy a tasting or tour at Sannino's Bella Vita Vineyard during your travels to Southold. Wander the beaches or discover the sunsets in this family-friendly area.

Osprey's Dominion

You can enjoy a tasting or tour at Osprey's Dominion during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Croteaux Vineyards

You can enjoy a tasting or tour at Croteaux Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Corey Creek Winery

You can enjoy a tasting or tour at Corey Creek Winery during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Horton Point Park

Explore the great outdoors at Horton Point Park, a lovely green space in Southold. Wander the beaches or discover the sunsets in this family-friendly area.

Things to do

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

CA $218

per adult

From Mattituck: North Fork Area Bike Tour with Food Tasting

CA $187

per adult

See all activities in Southold

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Southold

Travel Guide

Visit Southold