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4 Stars Hotels in The Heights, Shelter Island Heights from CA $386

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Check availability on The Heights 4 Star Hotels

Top The Heights 4 Star Hotels

Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (561)
"Great location "
The price is CA $400
CA $525 total
includes taxes & fees
Sep 9 - Sep 10
Sound View Greenport
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 $596
CA $749 total
includes taxes & fees
Sep 4 - Sep 5
Baron's Cove
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 $434
CA $545 total
includes taxes & fees
Sep 10 - Sep 11
The Pridwin Hotel
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (143)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is CA $578
CA $727 total
includes taxes & fees
Sep 2 - Sep 3
Journey East Hampton
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

4.0 star property
9.8 out of 10, Exceptional, (55)
"Wonderful stay! "
The price is CA $794
CA $962 total
includes taxes & fees
Sep 4 - Sep 5
Canoe Place Inn and Cottages
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (113)
"Wonderful location and hotel "
The price is CA $491
CA $561 total
includes taxes & fees
Sep 2 - Sep 3
Silver Sands Motel & Beach Bungalows
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (312)
"Great stay!! "
The price is CA $591
CA $680 total
includes taxes & fees
Sep 4 - Sep 5
Madison Beach Hotel
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (503)
"Tired, expensive needs update"
The price is CA $386
CA $443 total
includes taxes & fees
Aug 19 - Aug 20
Copper Beech Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is CA $948
CA $1,083 total
includes taxes & fees
Sep 2 - Sep 3
East Hampton Art House Bed & Breakfast
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very good, (142)
"The details in this beautiful spot is what makes it so special and magical. "
The Maidstone
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is CA $1,513
CA $1,815 total
includes taxes & fees
Sep 2 - Sep 3
The Roundtree, Amagansett
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is CA $740
CA $850 total
includes taxes & fees
Sep 2 - Sep 3
Topping Rose House
The 1770 House Restaurant & Inn
Garden

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is CA $795
CA $1,086 total
includes taxes & fees
Aug 25 - Aug 26
The 1770 House Restaurant & Inn
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (134)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
James Pharmacy Bed & Breakfast
Miss Anna James Room

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is CA $488
CA $625 total
includes taxes & fees
Aug 19 - Aug 20
James Pharmacy Bed & Breakfast
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Fridge, microwave, oven, stovetop

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (6)
"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The Rams Head Inn
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in The Heights.
Mill House Inn

Mill House Inn

31 North Main Street, East Hampton, NY
The price is CA $822 per night from Sep 1 to Sep 2
CA $822
CA $1,033 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (70 reviews)
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Top The Heights Hotel Reviews

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"The Wednesday barbecue was so much fun!"
Jena 1-night trip
Posted 3 days ago
The Pridwin Hotel