A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

Sag 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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29
No exact matches found, but these alternatives could be just right

Recommended hotels in Sag Harbor

Property entrance

1. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (655 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
$470 nightly
The price is $537
Sep 7 - Sep 8
Total with taxes and fees
Sag Harbor Inn
Front of property

2. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (300 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
$1,019 nightly
The price is $1,164
Sep 7 - Sep 8
Total with taxes and fees
Faraway Sag Harbor
Exterior

3. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
$571 nightly
The price is $652
Aug 10 - Aug 11
Total with taxes and fees
Lovely studio with AC in charming Sag Harbor
Outdoor pool, a heated pool

4. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
$1,651 nightly
The price is $1,886
Aug 16 - Aug 17
Total with taxes and fees
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Coffee/tea maker, fridge, microwave, oven

5. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
$640 nightly
The price is $731
Aug 12 - Aug 13
Total with taxes and fees
Charming Accommodations in the Hamptons
Front of property

6. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (312 reviews)
"Great stay"
United States
Connor
$316 nightly
The price is $357
Sep 1 - Sep 2
Total with taxes and fees
The Shoals Suites and Slips
Restaurant

7. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (369 reviews)
"Fantastic location and hugely helpful staff. I would absolutely stay again."
United States
Alex
$243 nightly
The price is $278
Aug 25 - Aug 26
Total with taxes and fees
Zey Hotel
Balcony

8. Ocean Vista Resort

Ocean Vista Resort
2.5 star property
Amagansett
9.0 out of 10, Wonderful, (218 reviews)
"Peaceful stay"
United States
Vivian
$196 nightly
The price is $224
Sep 7 - Sep 8
Total with taxes and fees
Ocean Vista Resort
Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio

9. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (635 reviews)
"Very nice property/staff and a great location"
United States
David
$299 nightly
The price is $342
Sep 8 - Sep 9
Total with taxes and fees
The Harbor Front Inn
Exterior

10. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (101 reviews)
"Property was new and excellently maintained. Confusing check-in for less computer savvy seniors. No parking a big bummer. Excellent downtown location. We would recommend with these considerations."
United States
Deborah
$150 nightly
The price is $172
Aug 10 - Aug 11
Total with taxes and fees
Hampton Bays Hotel on Main
Frette Italian sheets, premium bedding, Tempur-Pedic beds

11. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (46 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
$293 nightly
The price is $334
Sep 8 - Sep 9
Total with taxes and fees
The Chequit
Terrace/patio

12. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (102 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
$641 nightly
The price is $732
Sep 7 - Sep 8
Total with taxes and fees
The Pridwin Hotel
Studio | Terrace/patio

13. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (327 reviews)
"Expensive for a motel, but it’s the Hamptons in the summer so expected. Very clean and quiet at night, staff were helpful, generally happy with the stay."
Canada
Suzette
$360 nightly
The price is $412
Sep 8 - Sep 9
Total with taxes and fees
East Hampton House Resort
Balcony

14. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (44 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$289 nightly
The price is $330
Sep 8 - Sep 9
Total with taxes and fees
North Fork Resort
Front of property - evening/night

15. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (63 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
$316 nightly
The price is $361
Aug 17 - Aug 18
Total with taxes and fees
Shelter Island House
Beach nearby, sun loungers, beach towels

16. New and Modern Bridgehampton Accommodations

New and Modern Bridgehampton Accommodations
Bridgehampton
9.6 out of 10, Exceptional, (19 reviews)
"Great home, as pictured, perfect place to stay!"
United States
Peter R.
$520 nightly
The price is $594
Sep 7 - Sep 8
Total with taxes and fees
New and Modern Bridgehampton Accommodations
Property grounds

17. Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (852 reviews)
"Very welcoming, would definitely go again."
United States
Betsy
$121 nightly
The price is $139
Aug 19 - Aug 20
Total with taxes and fees
Budget Host East End
Golf

18. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (497 reviews)
"The hotel was cute, comfy and in good central location"
United States
Shauna
$206 nightly
The price is $231
Sep 8 - Sep 9
Total with taxes and fees
Hamlet Inn
Cafe

19. Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (216 reviews)
"This is the sweetest little bungalow; right across the street from a gorgeous beach (with dolphins!), and a small pool to cool off. Absolutely adorable and well priced for Montauk!"
United States
Christine
$200 nightly
The price is $229
Sep 8 - Sep 9
Total with taxes and fees
Breakers Montauk
Exterior

20. 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, (1,002 reviews)
"Cute place, clean and quiet."
United States
Wendy
$98 nightly
The price is $113
Aug 10 - Aug 11
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
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 Sag Harbor Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Absolutely loved our stay at Zey Hotel! .. Convenient to town and all gateways, responsive host, eclectic, artsy vibes. Room was on 3rd Floor and had ample amenities and space for 2. Definitely plan to stay again when back in Greenport."
Eleanor 2-night trip
Posted 5 hours ago
Zey Hotel

Find out more about Sag Harbor

Sag Harbor Chalets information

Number of reviews
3,056
Accommodation
1 Chalets
Lowest Price
$113
Highest Price
$1,886

Explore a world of travel with Expedia