Brewster Trip
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Top Brewster Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was ₹109,717, price is now ₹73,867 per person
₹73,867
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Great gym and staff. Kudos to Nicky at the front desk.
Reviewed on 22 Feb 2026
Boston Harbor Hotel
North End
Price was ₹238,390, price is now ₹125,647 per person
₹125,647
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on 25 Jan 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was ₹120,790, price is now ₹77,570 per person
₹77,570
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
I had a pleasant stay there. The receptionists are so nice and helpful. I came early before the checking time but they let me in. Extending reservation was also easy and they're helpful. They let me come back in after my buses were cancelled, and that's a very great service. They provided good amenities too. So far, it's been a comfortable stay in the hotel; and the location is quite near with the north station and stores if you need to buy meals just in case.
Reviewed on 24 Feb 2026
Raffles Boston
Back Bay
Save 100% on your flight
Price was ₹230,063, price is now ₹149,497 per person
₹149,497
per person
30 Mar - 4 Apr
found 1 day ago
Return flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!
Reviewed on 24 Feb 2026
Brewster Beach Holiday
There's nothing more relaxing than a Brewster holiday. Whether you're enjoying refreshing cocktails at a local bar or reading your favourite magazine by the shore, your trip to Brewster is an ideal time to live out your beachy dreams. Many visitors like to stay near Breakwater Beach, situated just 2 kilometres from downtown. However, you'll also discover a great range of Brewster holiday packages close to Linnell Landing Beach and Robbins Hill Beach, two other well-liked nearby options.
Top hotels in Brewster
The Mansion at Ocean Edge
2907 Main Street Brewster MA
The price is ₹16,075 per night from 8 Mar to 9 Mar
₹16,075
₹23,603 total
8 Mar - 9 Mar
includes taxes & fees
The Villages at Ocean Edge
One Villages Drive Brewster MA
The price is ₹13,622 per night from 27 Mar to 28 Mar
₹13,622
₹19,754 total
27 Mar - 28 Mar
includes taxes & fees
Brewster Green Resort
203 Lund Farm Way Brewster MA
The price is ₹20,829 per night from 27 Feb to 28 Feb
₹20,829
₹23,839 total
27 Feb - 28 Feb
includes taxes & fees
9.4/10 Exceptional! (125 reviews)
Great front desk service. A1
Reviewed on 14 Feb 2026
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.
Popular places to visit
Harris-Black House and Higgins Farm Windmill
Learn about the local history of Brewster when you spend time at Harris-Black House and Higgins Farm Windmill. Stroll along the waterfront in this family-friendly area or visit its seafood restaurants.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
