Kittery Trip
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Top Kittery 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)
Room was small-but very clean & bright. Beds were very comfortable. SO close to TD garden. Staff was kind & helpful. Breakfast was good. Their parking option was ramp garage that is only 6’2” and not a lot of parking spots for a random Wednesday. If that’s a concern, you may want to look elsewhere. Will absolutely stay again
Reviewed on 26 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
Top hotels in Kittery
Coachman Inn
380 US Route 1 Kittery ME
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,000 reviews)
Dirty bed linen, sheets had blood on them. Moldy shower curtains. One bathroom the shower would not get hot.
Reviewed on 20 Feb 2026
Home2 Suites By Hilton Kittery
139 Old Post Road Kittery ME
Fully refundableReserve now, pay when you stay
The price is ₹9,994 per night from 4 Mar to 5 Mar
₹9,994
₹10,894 total
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (62 reviews)
Very nice rooms, entire staff was very pleasant and courteous.
Reviewed on 4 Feb 2026
Kittery Inn and Suites
70 US Route 1 Bypass Kittery ME
Fully refundableReserve now, pay when you stay
The price is ₹6,059 per night from 1 Mar to 2 Mar
₹6,059
₹6,604 total
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Friendly and attentive staff
Reviewed on 23 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.
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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.
