Default HTG hotel image

Dering Harbor Chalets

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Dering Harbor

Restaurant

1. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (397 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
$169 nightly
The price is $193
Sep 21 - Sep 22
Total with taxes and fees
Zey Hotel
Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio

2. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (649 reviews)
"My family visited this hotel and were very pleased with our decision. Right in the heart of Greenport and minute walk to everything. Will plan to stay here again."
United States
Michael
$259 nightly
The price is $296
Oct 4 - Oct 5
Total with taxes and fees
The Harbor Front Inn
Beach bar

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (165 reviews)
"I love this place"
United States
Sirikhwan
$295 nightly
The price is $338
Sep 21 - Sep 22
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
Room

4. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (55 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
$184 nightly
The price is $210
Oct 5 - Oct 6
Total with taxes and fees
The Chequit
Front of property

5. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (334 reviews)
"Loved everything about our stay!"
United States
Melissa
$227 nightly
The price is $256
Oct 1 - Oct 2
Total with taxes and fees
The Shoals Suites and Slips
Restaurant

6. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (714 reviews)
"Great one night stay."
United States
Irene
$358 nightly
The price is $409
Sep 21 - Sep 22
Total with taxes and fees
Sound View Greenport
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

7. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
$215 nightly
The price is $246
Oct 5 - Oct 6
Total with taxes and fees
House on Chase Creek
Pool

8. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
$334 nightly
The price is $381
Oct 5 - Oct 6
Total with taxes and fees
Oyster Estate
View from property

9. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (206 reviews)
"Great location, very friendly and helpful "
United States
Mary
$346 nightly
The price is $395
Sep 21 - Sep 22
Total with taxes and fees
American Beech Hotel
Front of property - evening/night

10. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (66 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
$201 nightly
The price is $230
Oct 4 - Oct 5
Total with taxes and fees
Shelter Island House
Condo | Terrace/patio

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
$370 nightly
The price is $423
Sep 27 - Sep 28
Total with taxes and fees
Cliffside Resort Condominiums
Balcony

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$286 nightly
The price is $326
Sep 7 - Sep 8
Total with taxes and fees
North Fork Resort
Sundeck

13. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
$435 nightly
The price is $491
Oct 5 - Oct 6
Total with taxes and fees
The Menhaden
Terrace/patio

14. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.4 out of 10, Exceptional, (114 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
$586 nightly
The price is $669
Sep 7 - Sep 8
Total with taxes and fees
The Pridwin Hotel
Exterior

15. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1,008 reviews)
"Pleasant one night stay in our trek"
United States
Carolyn
$83 nightly
The price is $96
Sep 8 - Sep 9
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Outdoor dining

16. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (23 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
$278 nightly
The price is $318
Oct 5 - Oct 6
Total with taxes and fees
Harbor Heights
Exterior

17. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (51 reviews)
"access"
United States
Timothy
$316 nightly
The price is $360
Sep 10 - Sep 11
Total with taxes and fees
The SandPiper
Exterior

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

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (30 reviews)
"We had a great stay!! "
United States
Callie E.
$373 nightly
The price is $426
Sep 8 - Sep 9
Total with taxes and fees
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Exterior

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,009 reviews)
"staff is friendly and helpful breakfast had many options room was clean"
United States
Theresa
$101 nightly
The price is $116
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Exterior detail

20. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
United States
Kerri L.
$279 nightly
The price is $319
Oct 7 - Oct 8
Total with taxes and fees
Aqua Vista
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dering Harbor Hotel Reviews

Sag Harbor Inn

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."
Elgloria 2-night trip
Posted 3 hours ago
Sag Harbor Inn

Find out more about Dering Harbor

Dering Harbor Chalets information

Number of reviews
3,480
Accommodation
1 Chalets
Lowest Price
$96
Highest Price
$669

Explore a world of travel with Expedia