Villas in Thimble Islands

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19
No exact matches found, but these alternatives could be just right

Recommended hotels in Thimble Islands

Front of property
Spark by Hilton Guilford

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (70)
"Comfortable beds, friendly staff "
United States
Taylor
$104 nightly
The price is $120
Jan 3 - Jan 4, 2026
Total with taxes and fees
Spark by Hilton Guilford
Exterior
Pier Blue Inn Old Saybrook - Essex

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, (1000)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
$69 nightly
The price is $79
Dec 29 - Dec 30
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Exterior
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1195)
"Hotel for Pleasant Stay"
United States
Rajesh
$88 nightly
The price is $101
Dec 28 - Dec 29
Total with taxes and fees
Hyatt Place Milford / New Haven
Exterior
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1007)
"Very nice hotel clean friendly convenient location "
United States
Karen
$98 nightly
The price is $112
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hilton Garden Inn Milford
Exterior
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Dec 28 - Dec 29
Total with taxes and fees
Clinton Motel
Front of property
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1000)
"I would stay there again."
United States
George
$81 nightly
The price is $93
Dec 26 - Dec 27
Total with taxes and fees
Clarion Inn North Haven - New Haven North
Exterior detail
New Haven Hotel

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1955)
"Great value and close to everything!"
United States
kevin
$98 nightly
The price is $113
Dec 30 - Dec 31
Total with taxes and fees
New Haven Hotel
Exterior
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
West Haven
8.0 out of 10, Very Good, (1497)
"Staff was courteous and helpful. The whole hotel was clean. A little snow in the parking lot, but certainly safe."
United States
Rick
$92 nightly
The price is $105
Dec 27 - Dec 28
Total with taxes and fees
Best Western Executive Hotel Of New Haven - West Haven
Front of property - evening/night
Madison Beach Hotel

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (341)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
$246 nightly
The price is $282
Jan 1 - Jan 2, 2026
Total with taxes and fees
Madison Beach Hotel
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
Orange
9.2 out of 10, Wonderful, (1003)
"Clean room, close to mamy amenities restaurants, bars, etc "
United States
Kerry- Ann
$98 nightly
The price is $112
Jan 11 - Jan 12, 2026
Total with taxes and fees
Homewood Suites by Hilton Orange New Haven
Exterior
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1006)
"Nice , comfortable stay :)"
United States
Laura
$106 nightly
The price is $122
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn by Hilton Shelton
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
Guilford
7.4 out of 10, Good, (235)
"I really enjoy staying here. The family who runs this motel are so nice. I used to live in Guilford and moved out of state. I return to Conn frequently and always stay here. "
United States
Susan B
$89 nightly
The price is $103
Dec 24 - Dec 25
Total with taxes and fees
Tower Inn And Suites Of Guilford - Madison
Exterior
Graduate by Hilton New Haven

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
Downtown New Haven
9.2 out of 10, Wonderful, (928)
"Nice stay "
United States
Hans
$155 nightly
The price is $178
Dec 30 - Dec 31
Total with taxes and fees
Graduate by Hilton New Haven
Exterior
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1001)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
$107 nightly
The price is $124
Jan 3 - Jan 4, 2026
Total with taxes and fees
Homewood Suites by Hilton Stratford
View from property
Courtyard New Haven at Yale

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
Dixwell
8.6 out of 10, Excellent, (1005)
"Clean room, great location and friendly staff! "
United States
Gina
$111 nightly
The price is $128
Jan 11 - Jan 12, 2026
Total with taxes and fees
Courtyard New Haven at Yale
Exterior
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (999)
"Great nice neat, great customer service i enjoyed my say"
United States
Frinwie Fanie
$103 nightly
The price is $119
Jan 13 - Jan 14, 2026
Total with taxes and fees
Cambria Hotel New Haven University Area
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (463)
"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
$67 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Front of property
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (448)
"This hotel is brand new very neat and clean and the staff are excellent. I would definitely stay here again. The location is also very convenient to shopping."
United States
Kimberly
$114 nightly
The price is $131
Jan 11 - Jan 12, 2026
Total with taxes and fees
Home2 Suites by Hilton East Haven New Haven
Villa, Multiple Beds, Ground Floor (by the Sea) | Beach/ocean view
Water's Edge Resort & Spa

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1003)
"Everything was wonderful. Staff was friendly, very clean,we enjoyed it."
United States
Donna
$223 nightly
The price is $256
Jan 4 - Jan 5, 2026
Total with taxes and fees
Water's Edge Resort & Spa
Front of property
The Captain Stannard

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
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
$238 nightly
The price is $264
Dec 30 - Dec 31
Total with taxes and fees
The Captain Stannard
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

Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven

10/10 Excellent
"Staff great room clean comfortable and spacious"
Chella 1-night trip
Posted 2 days ago
Red Roof Inn Milford - New Haven

Find out more about Thimble Islands

Thimble Islands Villas information

Number of reviews
16,646
Accommodation
1 Villas
Lowest Price
$77
Highest Price
$282

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