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Southold Hotels from S$118

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20 Jul - 21 Jul
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Top 10 trending Southold hotels

Shorewood Inn
Relax in a serene outdoor space surrounded by lush greenery, perfect for dining and socializing.

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (656)
"Good place to stay"
Shorewood Inn
Pier Blue Inn Old Saybrook - Essex
Welcome to Pier Blue Guesthouse, surrounded by lush greenery and vibrant flowers.

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1001)
"Nice, clean and friendly. "
The price is S$118
includes taxes & fees
22 Jul - 23 Jul
Pier Blue Inn Old Saybrook - Essex
Liberty Inn
Stroll through the serene garden, surrounded by lush greenery and a tranquil water feature.

Liberty Inn

2.0 star property
7.4 out of 10, Good, (609)
"It was very clean and odor-free. Check-in was quick and easy. The bed was very comfortable."
The price is S$132
includes taxes & fees
3 Aug - 4 Aug
Liberty Inn
Clinton Motel
Situated in a landscaped area, this single-story building offers a convenient parking space.

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (257)
"Great and quiet stay, friendly owners, just right! "
The price is S$132
includes taxes & fees
27 Jul - 28 Jul
Clinton Motel
Econo Lodge Inn & Suites Old Saybrook Westbrook
Surrounded by lush greenery, a serene pond with a central fountain offers a peaceful escape.

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (435)
"Room was very comfortable. I would definitely use again."
The price is S$119
includes taxes & fees
27 Jul - 28 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook
Spark by Hilton Guilford
Standalone building with a gabled roof and covered entrance, featuring two windows with shutters and a bench.

Spark by Hilton Guilford

2.5 star property
8.0 out of 10, Very good, (9)
"Very close to Madison where we had family staying- convenient, clean and staff friendly"
The price is S$200
includes taxes & fees
27 Jul - 28 Jul
Spark by Hilton Guilford
Quality Inn Old Saybrook - Westbrook
Relax by the oval-shaped pool surrounded by lounge chairs and a high ceiling with a grid-like pattern.

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1005)
"Great location and pool, close to a wonderful restaurant "
The price is S$163
includes taxes & fees
3 Aug - 4 Aug
Quality Inn Old Saybrook - Westbrook
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is S$1,983
includes taxes & fees
14 Aug - 15 Aug
Wainscott Woods Retreat
Super 8 by Wyndham Old Saybrook
Surrounded by lush greenery, this parking area offers a serene escape.

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (881)
"A simple, affordable, conveniently located, and pleasant stay."
The price is S$151
includes taxes & fees
28 Jul - 29 Jul
Super 8 by Wyndham Old Saybrook
Greenporter Hotel
Relax by the fire pit surrounded by comfortable seating and a serene pool view.

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (140)
"wonderful stay! we loved lounging by the pool and being such a short walk to so many amazing restaurants and cafes right in greenport!"
Greenporter Hotel
Copper Beech Inn
Enjoy dining in this spacious room with a high ceiling and glass roof, featuring a dining area with wooden tables and chairs.

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (499)
"Tired, expensive needs update"
The price is S$412
includes taxes & fees
22 Jul - 23 Jul
Copper Beech Inn
Lamplighter Motel - Clinton, Connecticut
Classic two-story motel with a symmetrical facade and central entrance.

Lamplighter Motel - Clinton, Connecticut

2.5 star property
6.2 out of 10, (205)
"Would stay again. "
The price is S$111
includes taxes & fees
22 Jul - 23 Jul
Lamplighter Motel - Clinton, Connecticut
Greenview Inn Riverhead
Relax in a serene setting with a beautiful landscape painting above the bed, complemented by a simple, clean design and a comfortable bed with white linens.

Greenview Inn Riverhead

2.0 star property
7.0 out of 10, Good, (644)
"Friendly staff Conveniently located Clean!"
Greenview Inn Riverhead
Hampton Bays Hotel on Main
Relax in a spacious room with a large bed, desk, and flat-screen TV.

Hampton Bays Hotel on Main

2.0 star property
6.2 out of 10, (37)
"Decent place definitely clean. No staff on premises so good luck getting more towels "
Hampton Bays Hotel on Main
Tower Inn And Suites Of Guilford - Madison
Located in a serene setting, Tower Inn & Suites offers a peaceful retreat surrounded by lush greenery and well-manicured lawns.

Tower Inn And Suites Of Guilford - Madison

2.5 star property
7.4 out of 10, Good, (221)
"excellent location to get to the beach"
The price is S$172
includes taxes & fees
3 Aug - 4 Aug
Tower Inn And Suites Of Guilford - Madison
The Bentley Hotel Southampton
Relax in this serene outdoor seating area with a round table, potted plant, and two chairs.

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (288)
"Place was clean and close to beach and town! "
The price is S$445
includes taxes & fees
3 Aug - 4 Aug
The Bentley Hotel Southampton
Canoe Place Inn and Cottages
Relax in a serene outdoor setting with a covered patio, decorative water feature, and traditional architecture.

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (47)
"Wonderful stay! "
Canoe Place Inn and Cottages
The Captain Stannard
Cozy up by the fireplace in this stylish living room, featuring a comfortable sofa, armchair, and decorative artwork.

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (233)
"Everything was fantastic, will stay again!"
The Captain Stannard
The Reform Club
Relax in a spacious bedroom with a large bed, high ceiling, and natural light pouring in through the skylight.

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (2)
"Unique property; lots of attention from staff; close to town."
The Reform Club
The Pridwin Hotel
Relax by the calm pool, surrounded by comfortable sun loungers and shaded areas.

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (65)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
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.
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Learn more about Southold

Come to Southold and enjoy its wineries, island views and beaches.

See all hotels in Southold

Top Southold Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Friendly staff Conveniently located Clean!"
Henry 3-night trip
Posted 2 days ago
Greenview Inn Riverhead

Frequently asked questions

Where is the best place to stay in Southold?

The Shoals Suites and Slips is one of the top choices for your stay based on our traveller data. This hotel offers a restaurant and private balconies. Other good choices for your stay in the area are Quality Inn Old Saybrook - Westbrook and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Southold.

If I need to cancel my hotel reservation in Southold, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.

What's the best accommodation for a couple visiting Southold?

The Shoals Suites and Slips is a favourite hotel for couples, and features wedding services and free breakfast. See all romantic hotels in Southold.

What's the best dog-friendly accommodation option in Southold?

White Blossom House Inn is a top hotel for people travelling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.

What's the best accommodation option to stay near the beach in Southold?

Shorecrest Bed and Breakfast is a top beach B&B with free breakfast and free WiFi, and it's located close to McCabe's Beach . See more stays near the beach in Southold.

What's the best high-end place to stay in Southold?

Vine & Sand is a luxury B&B with a private beach and a seasonal outdoor pool, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Southold.

What are some accommodation options with pools in Southold?

Quality Inn Old Saybrook - Westbrook: Offers buffet, an indoor pool and free self parking. Saybrook Point Resort & Marina and The Atlantic Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.

What is the best spa hotel in Southold?

Shorecrest Bed and Breakfast is a top spa hotel with 5 rooms, free WiFi and a fireplace in reception. Enjoy a massage at the on-site spa. See all spa hotels in Southold.

What's it like to stay in Southold?

Visitors can enjoy all that Southold has to offer, including the wineries, beaches and gardens. Tourists can also enjoy the city's football games and monuments. In Southold, there are 157 hotels and other accommodation options to choose from. Find out more about Southold.

What should I do while I'm visiting Southold?

The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.

What's the best way to get around Southold?

To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.

What's the weather like in Southold?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.