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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Sag Harbor Chalets

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Recommended hotels in Sag Harbor

Shorewood Inn
Terrace/patio

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (675)
"Good place to stay"
The price is CA $171
CA $196 total
includes taxes & fees
Aug 25 - Aug 26
Shorewood Inn
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1001)
"Hotel was very clean, reasonable price, and convenient traveling"
The price is CA $108
CA $125 total
includes taxes & fees
Sep 8 - Sep 9
Pier Blue Inn Old Saybrook - Essex
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (443)
"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 CA $105
CA $121 total
includes taxes & fees
Sep 9 - Sep 10
Econo Lodge Inn & Suites Old Saybrook Westbrook
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (283)
"Great location Rooms are very small but still amazing "
The price is CA $595
CA $748 total
includes taxes & fees
Sep 4 - Sep 5
Baron's Cove
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (543)
"Great place to stay!"
The price is CA $447
CA $511 total
includes taxes & fees
Sep 9 - Sep 10
Sag Harbor Inn
Sag Harbor Water View w Dock 1.5ml from town
5 bedrooms, iron/ironing board, WiFi, bed sheets

Sag Harbor Water View w Dock 1.5ml from town

The price is CA $7,591
CA $10,624 total
includes taxes & fees
Sep 10 - Sep 11
Sag Harbor Water View w Dock 1.5ml from town
Spacious 5-bedroom house with water views and 2 houses from the bay.
Beach

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is CA $5,520
CA $8,901 total
includes taxes & fees
Aug 24 - Aug 25
Spacious 5-bedroom house with water views and 2 houses from the bay.
Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons
Outdoor pool, a heated pool

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

10.0 out of 10, Exceptional, (57)
"We had a very nice stay at Stan's house. We spent the majority of our time relaxing in the beautiful backyard. The pool is amazing!"
The price is CA $1,408
CA $3,024 total
includes taxes & fees
Aug 25 - Aug 26
Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons
Large Room w use of pool/tennis in Spacious home
Outdoor dining

Large Room w use of pool/tennis in Spacious home

The price is CA $876
CA $1,252 total
includes taxes & fees
Aug 31 - Sep 1
Large Room w use of pool/tennis in Spacious home
Super 8 by Wyndham Old Saybrook
Property amenity

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (892)
"This was convenient to the highway and to a wedding we were attending at Water's Edge."
The price is CA $108
CA $128 total
includes taxes & fees
Aug 25 - Aug 26
Super 8 by Wyndham Old Saybrook
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (178)
"Close to town and pool was great!"
The price is CA $206
CA $236 total
includes taxes & fees
Sep 16 - Sep 17
Greenporter Hotel
The Bentley Hotel Southampton
Terrace/patio

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (317)
"Great place!"
The price is CA $304
CA $386 total
includes taxes & fees
Sep 9 - Sep 10
The Bentley Hotel Southampton
Greenview Inn Riverhead
Lobby sitting area

Greenview Inn Riverhead

2.0 star property
7.2 out of 10, Good, (699)
"Rooms were brand new and clean! Would stay again for sure "
The price is CA $151
CA $173 total
includes taxes & fees
Sep 17 - Sep 18
Greenview Inn Riverhead
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (240)
"Everything was fantastic, will stay again!"
The price is CA $296
CA $328 total
includes taxes & fees
Sep 8 - Sep 9
The Captain Stannard
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (70)
"Lovely hotel/ resort. Look forward to going again!"
The price is CA $433
CA $545 total
includes taxes & fees
Sep 10 - Sep 11
The Pridwin Hotel
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (301)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is CA $248
CA $284 total
includes taxes & fees
Aug 21 - Aug 22
Hampton's Vacation Inn
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"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 CA $1,615
CA $1,845 total
includes taxes & fees
Aug 24 - Aug 25
Wainscott Woods Retreat
Ruschmeyers Hotel
Exterior

Ruschmeyers Hotel

3.0 star property
8.0 out of 10, Very good, (65)
"Great place! Be back in Aug"
The price is CA $290
CA $364 total
includes taxes & fees
Sep 1 - Sep 2
Ruschmeyers Hotel
The Shoals Suites and Slips
Garden Suite King

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (192)
"The hotel was lovely"
The price is CA $503
CA $610 total
includes taxes & fees
Aug 25 - Aug 26
The Shoals Suites and Slips
Ocean Resort Inn
On the beach, sun loungers, beach umbrellas, beach towels

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (440)
"Excellent two night stay. Great location and very clean. "
The price is CA $219
CA $273 total
includes taxes & fees
Sep 14 - Sep 15
Ocean Resort 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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Top Sag Harbor Hotel Reviews

Marram

Marram

10/10 Excellent
"Small, but comfortable room. Excellent location right on the beach. There was a mix up with our dinner at the hotel one night and my husband’s dinner came out much later than mine. It wasn’t a big deal, but the hotel comped our meal, brought us a free dessert, and comped our post-dinner drinks at the bar. The nightly s’mores were a wonderful touch and encouraged guests to socialize with each other. Would absolutely stay here again!"
Daniel 3-night trip
Posted 23 hours ago
Marram