Dering Harbor Chalets from CA $131

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Recommended hotels in Dering Harbor

A restaurant with a signboard listing its hours of operation.

1. Zey Hotel

Greenport

Renee

CA $267 total

includes taxes & fees

Sep 15 - Sep 16

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

2. The Harbor Front Inn

Greenport

Michael

CA $418 total

includes taxes & fees

Oct 4 - Oct 5

A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

3. Silver Sands Motel & Beach Bungalows

Greenport

Sirikhwan

CA $473 total

includes taxes & fees

Oct 6 - Oct 7

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

4. The Chequit

The Heights

Kristin

CA $301 total

includes taxes & fees

Oct 4 - Oct 5

A storefront with a sign reading "THE SHOALS".

5. The Shoals Suites and Slips

Southold

Melissa

CA $354 total

includes taxes & fees

Oct 1 - Oct 2

A coastal building with large windows, a deck, and a view of the sea at sunset.

6. Sound View Greenport

Greenport

Irene

CA $460 total

includes taxes & fees

Oct 1 - Oct 2

A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

7. House on Chase Creek

The Heights

Calvin

CA $340 total

includes taxes & fees

Oct 5 - Oct 6

A poolside area with lounge chairs and yellow umbrellas.

8. Oyster Estate

Greenport

Jenny

CA $558 total

includes taxes & fees

Oct 5 - Oct 6

A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

9. American Beech Hotel

Greenport

Mary

CA $547 total

includes taxes & fees

Sep 21 - Sep 22

10. Shelter Island House

Shelter Island Heights

Dorothy

CA $318 total

includes taxes & fees

Oct 4 - Oct 5

11. Cliffside Resort Condominiums

Greenport

Christine

CA $585 total

includes taxes & fees

Sep 27 - Sep 28

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

12. North Fork Resort

Greenport

Lisa

CA $474 total

includes taxes & fees

Sep 30 - Oct 1

A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

13. The Menhaden

Greenport

Lisa

CA $680 total

includes taxes & fees

Sep 13 - Sep 14

A deck with outdoor seating, overlooking a body of water with a sunset view.

14. The Pridwin Hotel

Shelter Island Heights

Anna

CA $908 total

includes taxes & fees

Sep 8 - Sep 9

A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.

15. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Carolyn

CA $131 total

includes taxes & fees

Sep 7 - Sep 8

A deck with blue and white chairs, a table, and a striped umbrella.

16. Harbor Heights

Pipes Cove

Nigel

CA $439 total

includes taxes & fees

Oct 5 - Oct 6

A two-story house with a balcony, a patio with outdoor furniture, and a fenced backyard.

17. The SandPiper

Pipes Cove

Timothy

CA $499 total

includes taxes & fees

Sep 10 - Sep 11

A two-story house with a front porch and a pathway leading to the entrance.

18. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

Callie E.

CA $589 total

includes taxes & fees

Sep 8 - Sep 9

A hotel lobby with a sign reading 'Quality Inn by Choice Hotels.'

19. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Theresa

CA $161 total

includes taxes & fees

Sep 27 - Sep 28

A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

20. Aqua Vista

Pipes Cove

Kerri L.

CA $438 total

includes taxes & fees

Oct 7 - Oct 8

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Top Dering Harbor Hotel Reviews

Sag Harbor Inn

10/10 Excellent

"Sag Harbor Inn was located in a beautiful spot and close to shops and restaurants. This was an excellent choice."

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"

Faraway Sag Harbor

8/10 Good

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."

Find out more about Dering Harbor

Dering Harbor Chalets information

Number of reviews	3,479
Accommodation	1 Chalets
Lowest Price	CA $131
Highest Price	CA $908

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Dering Harbor

1. Zey Hotel

2. The Harbor Front Inn

3. Silver Sands Motel & Beach Bungalows

4. The Chequit

5. The Shoals Suites and Slips

6. Sound View Greenport

7. House on Chase Creek

8. Oyster Estate

9. American Beech Hotel

10. Shelter Island House

11. Cliffside Resort Condominiums

12. North Fork Resort

13. The Menhaden

14. The Pridwin Hotel

15. Pier Blue Inn Old Saybrook - Essex

16. Harbor Heights

17. The SandPiper

18. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

19. Quality Inn Old Saybrook - Westbrook

20. Aqua Vista

Find vacation rentals that suit your style

Top Dering Harbor Hotel Reviews

Sag Harbor Inn

Zey Hotel

The Hampton Maid

Hampton's Vacation Inn

North Fork Resort

Faraway Sag Harbor

Shorewood Inn

The Shoals Suites and Slips

Find out more about Dering Harbor

Dering Harbor Chalets information

Explore a world of travel with Expedia

Search Chalets in Dering Harbor from CA $131

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Dering Harbor

1. Zey Hotel

2. The Harbor Front Inn

3. Silver Sands Motel & Beach Bungalows

4. The Chequit

5. The Shoals Suites and Slips

6. Sound View Greenport

7. House on Chase Creek

8. Oyster Estate

9. American Beech Hotel

10. Shelter Island House

11. Cliffside Resort Condominiums

12. North Fork Resort

13. The Menhaden

14. The Pridwin Hotel

15. Pier Blue Inn Old Saybrook - Essex

16. Harbor Heights

17. The SandPiper

18. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

19. Quality Inn Old Saybrook - Westbrook

20. Aqua Vista

Find vacation rentals that suit your style

Top Dering Harbor Hotel Reviews

Sag Harbor Inn

Find out more about Dering Harbor

Dering Harbor Chalets information

Explore a world of travel with Expedia