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Top hotels and accommodation in Southold

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (146)
"I can’t say enough great things about this place. Absolutely wonderful ! "
The price is NZ$340
includes taxes & fees
5 Feb - 6 Feb
The Shoals Suites and Slips

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (267)
"Perfect location for a peaceful winter weekend getaway. We’ve stayed here before and definitely will again. "
The price is NZ$292
includes taxes & fees
26 Jan - 27 Jan
Windward Shores Ocean Resort

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is NZ$1,255
includes taxes & fees
23 Jan - 24 Jan
The Roundtree, Amagansett

Villa Spectrum

3.5 star property
The price is NZ$5,538
includes taxes & fees
23 Jan - 24 Jan
Villa Spectrum

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is NZ$534
includes taxes & fees
28 Jan - 29 Jan
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (243)
"A fantastic place for a short weekend getaway. Would love to do it again"
The price is NZ$377
includes taxes & fees
18 Feb - 19 Feb
East Hampton House Resort

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (63)
"Greeting was so welcoming n informative "
The price is NZ$552
includes taxes & fees
23 Jan - 24 Jan
Mill House Inn

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is NZ$848
includes taxes & fees
23 Jan - 24 Jan
East Hampton Art House Bed & Breakfast

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is NZ$737
includes taxes & fees
10 Feb - 11 Feb
The Huntting Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (145)
"Property was adorable and the staff very pleasant and helpful!! "
The price is NZ$638
includes taxes & fees
26 Jan - 27 Jan
The 1770 House Restaurant & Inn

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is NZ$804
includes taxes & fees
5 Feb - 6 Feb
The Maidstone

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (130)
"I really liked the manager Shelby. She went above and beyond to make us feel welcome. She was hospitable, warm and friendly. The room was new, however the bathroom was very small and it was challenging to adjust the water temperature in the shower .But overall it exceeded my expectations. "
The price is NZ$381
includes taxes & fees
23 Jan - 24 Jan
The Sagaponack

Villa Bridgehampton Village

3.5 star property
The price is NZ$10,570
includes taxes & fees
24 Jan - 25 Jan
Villa Bridgehampton Village

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (121)
"Great location and very comfortable "
The price is NZ$921
includes taxes & fees
17 Feb - 18 Feb
Topping Rose House

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (83)
"My husband and I stayed at the Niantic Inn for 2 nights as a little getaway while our 3 year old stayed with her grandparents. While the inn does offer many amenities, it was very clean, comfortable, and the perfect place to recharge! The smartTV was a great addition as we were able to catch up on our shows on various streaming services! It was also great to be fairly close to Mystic! 10/10 would recommend the Niantic Inn!"
The price is NZ$286
includes taxes & fees
24 Jan - 25 Jan
The Niantic Inn

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is NZ$601
includes taxes & fees
26 Jan - 27 Jan
Bridgehampton Inn

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (208)
"one night for our anniversary. it was nice. the place is cozy. the room was comfortable."
The price is NZ$418
includes taxes & fees
18 Feb - 19 Feb
Baron's Cove

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The price is NZ$653
includes taxes & fees
23 Jan - 24 Jan
The Rams Head Inn

Harpoon House

3.0 star property
8.2 out of 10, Very good, (109)
"The place and the room were great and extremely well equipped. This was an independent stay, but staff was very efficient and friendly in checking us in."
The price is NZ$306
includes taxes & fees
2 Feb - 3 Feb
Harpoon House

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (512)
"Beautiful boutique hotel in awesome Southampton. Outdoor heated pool. Beautiful gardens. Easy walk to restaurants and shops. Nice venue for small wedding or event."
The price is NZ$430
includes taxes & fees
23 Jan - 24 Jan
Southampton Inn
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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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 Hyatt Place Long Island East End and Quality Inn Old Saybrook - Westbrook. See all available top hotels, or vacation rentals in Southold.

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

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!: This holiday home rental outside of Southold is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games 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 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. Cozy Long Island Escape is another option if you're bringing your pet along. 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 Crescent 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?

Hyatt Place Long Island East End: Offers an indoor pool, an outdoor pool and 2 bars. Quality Inn Old Saybrook - Westbrook and Hilton Garden Inn Riverhead 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 156 hotels and other accommodation options to choose from. Find out more about Southold.

What should I do while I'm visiting Southold?

Favourite places to visit include Sparkling Pointe, Sannino's Bella Vita Vineyard and The Old Field Vineyards. A couple of additional sights to add to your itinerary are Mattebella Vineyards 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.