Downtown Nantucket Vacation Packages for 2026

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Downtown Nantucket Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

$654
per person
Sep 27 - Oct 1
found 9 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Common and Salem Witch Museum are located nearby.
The stay was very comfortable. The front desk staff, Nancy was very helpful.

Reviewed on Aug 11, 2026

Encore Boston Harbor

Encore Boston Harbor

Save 100% on your flight
$1,147
per person
Sep 27 - Oct 1
found 9 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

$800
per person
Sep 27 - Oct 1
found 9 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Budget friendly and convenient.

Reviewed on Aug 11, 2026

Arcadian Hotel

Arcadian Hotel

Coolidge Corner
$844
per person
Sep 27 - Oct 1
found 9 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
The bar was never open and the continental breakfast was terrible

Reviewed on Aug 12, 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
Save 100% on your flight
$1,874
per person
Sep 27 - Oct 1
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

Beacon Hill
$881
per person
Sep 27 - Oct 1
found 9 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Boston Common and TD Garden are located nearby.
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Faraway Nantucket

Faraway Nantucket

29 Centre St. Nantucket MA
0.25 km from Downtown Nantucket
Stay at this hotel in Nantucket. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
21 Broad Hotel

21 Broad Hotel

21 Broad Street Nantucket MA
0.24 km from Downtown Nantucket
Stay at this hotel in Nantucket. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Jared Coffin House

Jared Coffin House

29 Broad Street Nantucket MA
0.32 km from Downtown Nantucket
Book a stay at this business-friendly B&B in Nantucket. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Cottages at Nantucket Boat Basin

The Cottages at Nantucket Boat Basin

24 Old South Wharf Nantucket MA
0.17 km from Downtown Nantucket
Stay at this hotel in Nantucket. Enjoy free WiFi, a marina, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ...
Martin House Inn

Martin House Inn

61 Centre Street Nantucket MA
0.48 km from Downtown Nantucket
Stay at this B&B in Nantucket. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hotel Pippa

Hotel Pippa

5 Chestnut Street Nantucket MA
0.27 km from Downtown Nantucket
Stay at this hotel in Nantucket. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Centerboard

Centerboard

8 Chester St Nantucket MA
0.51 km from Downtown Nantucket
Stay at this hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and cable TV channels. Popular attractions White Heron Theatre and Quaker Meeting House ...
Greydon House

Greydon House

17 Broad Street Nantucket MA
0.22 km from Downtown Nantucket
Stay at this hotel in Nantucket. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Sawyer House

Sawyer House

17 N Water St Nantucket MA
0.34 km from Downtown Nantucket
Stay at this guesthouse in Nantucket. Enjoy free WiFi, a garden, and concierge services. Popular attractions White Heron Theatre and Whaling Museum are located ...
Periwinkle Inn

Periwinkle Inn

9 N. Water Street Nantucket MA
0.27 km from Downtown Nantucket
Stay at this B&B in Nantucket. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions White Heron Theatre and Whaling Museum are located ...
Carlisle House Inn

Carlisle House Inn

26 North Water Street Nantucket MA
0.43 km from Downtown Nantucket
Stay at this B&B in Nantucket. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions White Heron Theatre and Whaling Museum are located ...
Seven Sea Street Inn

Seven Sea Street Inn

7 Sea Street Nantucket MA
0.3 km from Downtown Nantucket
Stay at this B&B in Nantucket. Enjoy free breakfast, free WiFi, and free parking. Popular attractions White Heron Theatre and Whaling Museum are located ...
Harborview Nantucket

Harborview Nantucket

24 Washington Street Nantucket MA
0.32 km from Downtown Nantucket
Book a stay at this beach cottage in Nantucket. Enjoy free WiFi, a private beach, and a garden. Popular attractions Maria Mitchell Aquarium and The Artists' ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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