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Southold Hotels

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Top 10 trending Southold hotels

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1012)
"Good budget friendly hotel"
The price is €79
includes taxes & fees
1 Sept - 2 Sept
Pier Blue Inn Old Saybrook - Essex

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (269)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is €78
includes taxes & fees
1 Sept - 2 Sept
Clinton Motel

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (676)
"Good place to stay"
Shorewood Inn

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (193)
"The hotel was lovely"
The price is €385
includes taxes & fees
3 Sept - 4 Sept
The Shoals Suites and Slips

Liberty Inn

2.0 star property
7.4 out of 10, Good, (623)
"Service at front desk was very good!"
The price is €88
includes taxes & fees
2 Sept - 3 Sept
Liberty Inn

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1012)
"Perfect spot for my visit"
The price is €98
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Old Saybrook - Westbrook

Spark by Hilton Guilford

2.5 star property
8.2 out of 10, Very good, (23)
"Friendly and helpful staff Great area"
The price is €129
includes taxes & fees
7 Sept - 8 Sept
Spark by Hilton Guilford

Wainscott Woods Retreat

2.0 star property
8.0 out of 10, Very good, (2)
"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 €1,145
includes taxes & fees
31 Aug - 1 Sept
Wainscott Woods Retreat

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (195)
"Close to town and pool was great!"
Greenporter Hotel

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The Pridwin Hotel

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (54)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (444)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is €75
includes taxes & fees
9 Sept - 10 Sept
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (104)
"Enjoyed my stay"
The price is €194
includes taxes & fees
4 Sept - 5 Sept
The Niantic Inn

Hamlet Inn

2.0 star property
8.4 out of 10, Very good, (418)
"Very accommodating friendly people! "
The price is €173
includes taxes & fees
1 Sept - 2 Sept
Hamlet Inn

Southampton Long Island Hotel

2.5 star property
8.6 out of 10, Excellent, (198)
"Good location. Nice people!! "
The price is €179
includes taxes & fees
2 Sept - 3 Sept
Southampton Long Island Hotel

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (508)
"Great location ,beautiful hotel,nice staff"
The price is €236
includes taxes & fees
21 Sept - 22 Sept
The Harbor Front Inn

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (896)
"It was clean and quiet"
The price is €79
includes taxes & fees
23 Sept - 24 Sept
Super 8 by Wyndham Old Saybrook

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is €275
includes taxes & fees
2 Sept - 3 Sept
Copper Beech Inn

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (244)
"Everything was fantastic, will stay again!"
The Captain Stannard
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These pet-friendly hotels in Southold may fit your trip

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.

Near an Attraction

Mattebella Vineyards

Mattebella Vineyards

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

Learn more about Southold

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

Top Southold Hotel Reviews

More cheap stays in Southold

More cheap stays in Southold

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Greenview Inn Riverhead and The Atlantic Hotel. See all available top hotels, or vacation rentals in Southold.

What are some of the best holiday rentals that Southold has to offer?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Southold offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. See all 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 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 are some accommodation options with pools in Southold?

The Atlantic Hotel: Provides 2 outdoor tennis courts, a seasonal outdoor pool and continental. Saybrook Point Resort & Marina and Quality Inn Old Saybrook - Westbrook are a couple of other choices that offer an on-site pool. View all hotels with pools 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 152 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.