Search Vacation Homes in Thimble Islands

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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15
No exact matches found, but these alternatives could be just right

Recommended hotels in Thimble Islands

Property grounds
Clinton Motel

Motel in Clinton

Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (297)
"Great staff and clean rooms"
United States
Tyler
The price is P4,583
P5,271 total
includes taxes & fees
Dec 19 - Dec 20
Clinton Motel
Indoor pool
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
8.6 out of 10, Excellent, (1000)
"Nice , comfortable stay :)"
United States
Laura
The price is P6,178
P7,105 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn by Hilton Shelton
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
8.0 out of 10, Very Good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Fireplace
Westbrook Inn B&B

Bed & Breakfast in Westbrook Center

Westbrook Inn B&B
3.0 star property
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is P13,306
P14,770 total
includes taxes & fees
Dec 30 - Dec 31
Westbrook Inn B&B
Exterior
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
9.2 out of 10, Wonderful, (1007)
"The room was clean the staff was great "
United States
Nicholas
The price is P6,698
P7,702 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Homewood Suites by Hilton Orange New Haven
Pub
Graduate by Hilton New Haven

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
9.2 out of 10, Wonderful, (925)
"Nice stay "
United States
Hans
The price is P9,589
P11,027 total
includes taxes & fees
Dec 28 - Dec 29
Graduate by Hilton New Haven
Exterior
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
9.4 out of 10, Exceptional, (868)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
The price is P6,312
P7,259 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton
Bar (on property)
Water's Edge Resort & Spa

Resort in Westbrook Center

Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1004)
"Holiday family tradition!"
United States
Donald
The price is P10,693
P13,310 total
includes taxes & fees
Dec 23 - Dec 24
Water's Edge Resort & Spa
Individually decorated, individually furnished, desk, laptop workspace
Econo Lodge Inn & Suites Old Saybrook Westbrook

Motel in Old Saybrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
7.2 out of 10, Good, (460)
"A very clean and convenient hotel. It’s close to the beach and provides a parking pass for local beach with a refundable deposit."
United States
Anonymous traveler
The price is P3,939
P4,530 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Breakfast and brunch served
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
4.0 star property
8.6 out of 10, Excellent, (1007)
"Great traditional New Haven Hotel. From check in to check out staff was very professional and welcoming. Great job for all of your staff."
United States
Christopher
The price is P9,934
P11,424 total
includes taxes & fees
Dec 23 - Dec 24
Omni New Haven Hotel at Yale
IPod dock, MP3 dock
The Captain Stannard

Bed & Breakfast in Westbrook Center

The Captain Stannard
3.0 star property
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard
Exterior
Madison Beach Hotel

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (341)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is P14,427
P16,591 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Madison Beach Hotel
2 restaurants, breakfast served
The Blake Hotel

The Blake Hotel

The Blake Hotel
4.0 star property
9.4 out of 10, Exceptional, (1006)
"The Blake Hotel is absolutely one of the best in the area. I loved everything about my stay, always super clean and the staff are friendly."
United States
Nichelle
The price is P12,281
P14,123 total
includes taxes & fees
Dec 21 - Dec 22
The Blake Hotel
Indoor pool
Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
2.5 star property
8.0 out of 10, Very Good, (1003)
"Breakfast was fresh and good options."
United States
paulo
The price is P4,936
P5,676 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express & Suites Milford by IHG
Exterior
Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
7.4 out of 10, Good, (233)
"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
The price is P5,259
P6,047 total
includes taxes & fees
Dec 19 - Dec 20
Tower Inn And Suites Of Guilford - Madison
Property amenity
Courtyard New Haven at Yale

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
8.6 out of 10, Excellent, (1007)
"Clean room, great location and friendly staff! "
United States
Gina
The price is P5,944
P6,835 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard New Haven at Yale
Premium bedding, pillowtop beds, in-room safe, desk
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
8.0 out of 10, Very Good, (1485)
"Carpet in room needs changing Breakfast very good Staff is great"
United States
carolyn
The price is P5,633
P6,478 total
includes taxes & fees
Dec 25 - Dec 26
Best Western Executive Hotel Of New Haven - West Haven
Lobby sitting area
New Haven Hotel

New Haven Hotel

New Haven Hotel
3.5 star property
9.0 out of 10, Wonderful, (1935)
"Location, friendly staff, clean a comfortable room. Will stay again!"
United States
Kim
The price is P6,689
P7,692 total
includes taxes & fees
Dec 25 - Dec 26
New Haven Hotel
Lobby sitting area
The Study at Yale

The Study at Yale

The Study at Yale
3.5 star property
9.4 out of 10, Exceptional, (610)
"Lovely hotel with great service."
United States
Elizabeth
The Study at Yale
Egyptian cotton sheets, premium bedding, memory foam beds, desk
American Inn

Motel in Branford

American Inn
2.0 star property
8.2 out of 10, Very Good, (486)
" The room was very clean, and comfortable."
United States
Robert
The price is P5,230
P6,014 total
includes taxes & fees
Dec 21 - Dec 22
American 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 Thimble Islands Hotel Reviews

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"Clean room -comfortable bed. no complaints "
Kelly 2-night trip
Posted 12 hours ago
Hamden Hotel and Suites – Hamden New Haven

Find out more about Thimble Islands

Thimble Islands Vacation Homes information

Number of reviews
16,087
Accommodation
2 Vacation Homes
Lowest Price
P4,530
Highest Price
P16,591

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