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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Browse Select Thimble Islands Condo Rentals

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Recommended hotels in Thimble Islands

Lobby sitting area
New Haven Hotel

New Haven Hotel

3.5 star property
9.0 out of 10, Wonderful, (1902)
"Clean quiet room and friendly staff"
United States
Michael
The price is ₹7,968
₹9,163 total
includes taxes & fees
15 Dec - 16 Dec
New Haven Hotel
Exterior
Water's Edge Resort & Spa

Resort in Westbrook Center

3.5 star property
8.8 out of 10, Excellent, (1009)
"We love the stay everything was perfect"
United States
angelica
The price is ₹14,314
₹18,018 total
includes taxes & fees
8 Dec - 9 Dec
Water's Edge Resort & Spa
Reception
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 star property
8.8 out of 10, Excellent, (62)
"Good clean property with great staff "
United States
David
The price is ₹8,515
₹9,792 total
includes taxes & fees
12 Dec - 13 Dec
Spark by Hilton Guilford
IPod dock, MP3 dock
The Captain Stannard

Bed & Breakfast in Westbrook Center

3.0 star property
9.8 out of 10, Exceptional, (257)
"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "
United States
Julie
The price is ₹14,892
₹16,531 total
includes taxes & fees
7 Dec - 8 Dec
The Captain Stannard
Property grounds
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
Lobby
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 star property
8.6 out of 10, Excellent, (1001)
"Convenient to Yale New Haven hospital. Nice room layout. Red Barn restaurant nearby great food and cocktails. Great breakfast at hotel"
United States
Carolyn
The price is ₹9,275
₹10,666 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn by Hilton Shelton
Property grounds
Clinton Motel

Motel in Clinton

2.5 star property
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is ₹7,035
₹8,091 total
includes taxes & fees
7 Dec - 8 Dec
Clinton Motel
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Motel in Old Saybrook

2.0 star property
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is ₹6,024
₹6,928 total
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

3.0 star property
8.8 out of 10, Excellent, (1003)
"Rooms are fine and breakfast is good. "
United States
Andrew
The price is ₹9,669
₹11,119 total
includes taxes & fees
19 Dec - 20 Dec
Homewood Suites by Hilton Stratford
Bar (on property)
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3.0 star property
8.6 out of 10, Excellent, (1183)
"Great stay - "
United States
Niloy Ray
The price is ₹9,855
₹11,333 total
includes taxes & fees
6 Dec - 7 Dec
Hyatt Place Milford / New Haven
View from property
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3.0 star property
8.4 out of 10, Very good, (1007)
"The room and services were great "
United States
Nicole
The price is ₹9,855
₹11,333 total
includes taxes & fees
12 Dec - 13 Dec
Courtyard by Marriott New Haven Orange-Milford
Terrace/patio
Westbrook Inn B&B

Bed & Breakfast in Westbrook Center

3.0 star property
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is ₹12,892
₹14,311 total
includes taxes & fees
8 Dec - 9 Dec
Westbrook Inn B&B
Terrace/patio
Home2 Suites by Hilton East Haven New Haven

Inn in The Centre

3.0 star property
9.6 out of 10, Exceptional, (440)
"Excellent check-in staff."
United States
Katherine
The price is ₹10,138
₹11,659 total
includes taxes & fees
22 Dec - 23 Dec
Home2 Suites by Hilton East Haven New Haven
Exterior
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)
"Very clean & staff very nice "
United States
Karen
The price is ₹7,399
₹8,509 total
includes taxes & fees
5 Dec - 6 Dec
Tower Inn And Suites Of Guilford - Madison
Exterior
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, (855)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
The price is ₹9,654
₹11,103 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton
Reception
Hampton Inn Milford

Hampton Inn Milford

2.5 star property
7.8 out of 10, Good, (1001)
"Staff helpful and rooms clean"
United States
Chris
The price is ₹8,226
₹9,460 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Milford
Lobby
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3.0 star property
8.4 out of 10, Very good, (1001)
"It was a nice stay for the price "
United States
karla
The price is ₹8,556
₹9,840 total
includes taxes & fees
30 Dec - 31 Dec
Hilton Garden Inn Milford
Exterior
Madison Beach Hotel

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (339)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is ₹22,036
₹25,341 total
includes taxes & fees
15 Dec - 16 Dec
Madison Beach Hotel
Exterior
Quality Inn

Quality Inn

2.0 star property
6.8 out of 10, (204)
"Very large rooms, that were nice for the price. Very clean and easy to get to. Close to the train station for an easy uber ride. "
United States
ShyAnn
The price is ₹6,133
₹7,053 total
includes taxes & fees
10 Dec - 11 Dec
Quality Inn
Desk, iron/ironing board, free cots/infant beds, free WiFi
Red Roof Inn PLUS+ & Suites Guilford

Red Roof Inn PLUS+ & Suites Guilford

2.5 star property
7.0 out of 10, Good, (428)
"Great staff lovely stay "
United States
Jennifer
The price is ₹8,987
₹10,335 total
includes taxes & fees
5 Dec - 6 Dec
Red Roof Inn PLUS+ & Suites Guilford
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

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

10/10 Excellent
"Great property, clean rooms. Pool was awesome, staff was amazing! "
Frederick 1-night trip
Posted 1 day ago
Homewood Suites by Hilton Orange New Haven

Find out more about Thimble Islands

Thimble Islands Condo Rentals information

Number of reviews
13,882
Accommodation
1 Condo Rentals
Lowest Price
₹6,928
Highest Price
₹25,341

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