Vacations Close To Kittery Premium Outlets

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Kittery Premium Outlets Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
HomeAwhile

HomeAwhile

2 out of 5
Save 100% on your flight
Price was $974, price is now $740 per person
$740
per person
Oct 17 - Oct 24
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Space and facilities

Reviewed on Sep 16, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $3,909, price is now $2,523 per person
$2,523
per person
Oct 22 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
Hotel and staff were excellent. The SeaGrill waitstaff was especially friendly and accommodating

Reviewed on Sep 15, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $2,460, price is now $1,878 per person
$1,878
per person
Oct 22 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $3,440, price is now $2,691 per person
$2,691
per person
Oct 22 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $2,391, price is now $1,899 per person
$1,899
per person
Oct 22 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)

Holiday Inn Express & Suites Boston - Cambridge by IHG

Holiday Inn Express & Suites Boston - Cambridge by IHG

2.5 out of 5
East Cambridge
Price was $1,527, price is now $1,216 per person
$1,216
per person
Oct 22 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)

Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Coolidge Corner
Price was $1,513, price is now $1,232 per person
$1,232
per person
Oct 22 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
clean room and breakfast was good.

Reviewed on Sep 16, 2026

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Price was $1,458, price is now $1,198 per person
$1,198
per person
Oct 22 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
Yotel Boston is in a great location in the Seaport with easy walking to the wharf and many restaurants. Trader Joe's was also around the corner for easy access to snacks. You need to be prepared for the small room though. The bed motors out flat but my husband was NOT a fan.

Reviewed on Sep 15, 2026

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Best Lodging Options Near Kittery Premium Outlets

Coachman Inn

Coachman Inn

2.5 out of 5
380 US Route 1 Kittery ME
0.67 km from Kittery Premium Outlets
Book a stay at this business-friendly hotel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Kittery-Portsmouth

Hampton Inn & Suites Kittery-Portsmouth

2.5 out of 5
275 US Route 1 Kittery ME
0.68 km from Kittery Premium Outlets
Book a stay at this business-friendly hotel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Home2 Suites By Hilton Kittery

Home2 Suites By Hilton Kittery

3 out of 5
139 Old Post Road Kittery ME
1.95 km from Kittery Premium Outlets
Book a stay at this business-friendly hotel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Market Square and Water Country ...
Kittery Inn and Suites

Kittery Inn and Suites

2.5 out of 5
70 US Route 1 Bypass Kittery ME
2.62 km from Kittery Premium Outlets
Stay at this motel in Kittery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Foreside Inn

Foreside Inn

2 out of 5
29 Wentworth Street Kittery ME
3.01 km from Kittery Premium Outlets
Stay at this inn in Kittery. Enjoy free WiFi, free parking, and climate control. Popular attractions Market Square and Water Country are located nearby.
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

3 out of 5
100 High St Portsmouth NH
4.59 km from Kittery Premium Outlets
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

3 out of 5
23 Portwalk Pl Portsmouth NH
4.67 km from Kittery Premium Outlets
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
AC Hotel by Marriott Portsmouth

AC Hotel by Marriott Portsmouth

3.5 out of 5
299 Vaughn Street Portsmouth NH
4.55 km from Kittery Premium Outlets
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in ...
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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.