Wauwinet Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Wauwinet Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College
Save 100% on your flight
Price was $645, price is now $457 per person
$457
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Chicago (MDW) 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 Witch Museum and Lynch Park are located nearby.
The property was very clean and great access to the beach. There were significant issues with wifi which was supposing given it’s a conference centre. Lovely space otherwise.
Reviewed on Jul 8, 2026
Good Hotels Boston
South End
Save 100% on your flight
Price was $1,471, price is now $870 per person
$870
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, laundry facilities, and bathrobes. Popular attractions Copley Square and Fenway Park are located nearby.
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $2,228, price is now $1,441 per person
$1,441
per person
Sep 29 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
Very clean room, helpful staff and just all around nice, good location close to a lot of things
Reviewed on Jul 8, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $3,020, price is now $1,980 per person
$1,980
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
From the moment I checked in with Natalie, our 4 days were superb! Natalie was so friendly and explained the property and amenities (our first time there). Even though I researched the property, and am originally from close to Boston, it was the 4th of July weekend, and there was Sooo much going on. Head concierge Nathan provided lots of tips about the best places to see certain events. So helpful.
Our room was beautiful and well appointed. I miss the days of the shower cap, sewing kit, slippers, robes, etc. and they provided all that. The bed was extremely comfortable and the housekeeping staff wonderful. We go to Boston a few times a year and will be looking forward to returning here. Fabulous location!
Reviewed on Jul 8, 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,673, price is now $1,157 per person
$1,157
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Quiet Clean Location Good Stay 👍
Reviewed on Jul 4, 2026
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Save 100% on your flight
Price was $1,999, price is now $1,415 per person
$1,415
per person
Sep 29 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
The hotel's location is perfectly centered between all of the best Boston attractions. Everything was within a 15 minute walk. The staff was very friendly and helpful. We had an incident our first night with our room's AC causing a lot of noise. The front desk was able to switch our room quickly. The showers could be a little bigger but they had awesome water pressure; which is usually very hard to find. We would definitely stay here again.
Reviewed on Jul 7, 2026
Wauwinet Vacation Packages
Looking for ways save money and time on your next trip to Wauwinet? Don't worry, as AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your Wauwinet trip one to remember. With just a few clicks, you can choose the best Wauwinet vacation package for you and your family. AARP Travel Center has a huge list of accommodations and flight, and local things to do to choose from.
Wauwinet Hotels
With 855 hotels and resorts in Wauwinet to choose from, you will find one that is perfect for you.
From Wauwinet hotels with pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll get a hotel here that will make your trip amazing. With AARP Travel Center's Wauwinet hotel packages, you not only get a great rate on your flight, but also a great place to stay.
Things to do in Wauwinet
You'll find that Wauwinet typically has something to see and do. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Save with a Wauwinet Vacation Package
As an AARP Member, you can benefit from all the great savings. You'll save on select hotels worldwide, flights, and even rental cars. No matter what Wauwinet vacation bundle you pick, your membership savings helps you get a great deal. So what are you waiting for? Book now and get ready for your Wauwinet vacation.
Top Hotel Deals
The Wauwinet
120 Wauwinet Road Nantucket MA
0.05 km from city center
Book a stay at this luxury hotel in Nantucket. Enjoy free WiFi, free parking, and a private beach. Popular attractions Coatue-Coskata Wildlife Refuge and Squam ...
Nantucket Inn
1 Miller Lane Nantucket MA
9.8 km from city center
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
The Beachside
30 North Beach Street Nantucket MA
9.87 km from city center
Stay at this hotel in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Jethro Coffin House and Children's Beach are located ...
Faraway Nantucket
29 Centre St. Nantucket MA
10.01 km from city center
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 ...
White Elephant Hotel
50 Easton Street Nantucket MA
9.55 km from city center
Book a stay at this luxury hotel in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Jared Coffin House
29 Broad Street Nantucket MA
10.02 km from city center
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. ...
21 Broad Hotel
21 Broad Street Nantucket MA
9.97 km from city center
Stay at this hotel in Nantucket. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Nantucket Resort Collection
3 Step Lane Nantucket MA
10.05 km from city center
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 ...
The Brant
6 N Beach St Nantucket MA
9.77 km from city center
Stay at this hotel in Nantucket. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Martin House Inn
61 Centre Street Nantucket MA
10 km from city center
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
5 Chestnut Street Nantucket MA
10.01 km from city center
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 ...
76 Main Ink Press Hotel
76 Main Street Nantucket MA
10.15 km from city center
Stay at this hotel in Nantucket. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Nantucket Community Sailing and Coffin School are ...
Nantucket Guest House
18B Park Cir Nantucket MA
8.89 km from city center
Stay at this guesthouse in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Madequecham Pond and Shimmo Creek are located ...
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.
Mon, Sep 21 - Tue, Sep 29
LAX
Los Angeles Intl.
BOS
Logan Intl.
$180 Roundtrip, found 10 hours ago
$180
Roundtrip
found 10 hours ago
Thu, Aug 20 - Sat, Sep 5
PDX
Portland Intl.
BOS
Logan Intl.
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Sat, Oct 17 - Wed, Oct 28
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, just found
$237
Roundtrip
just found
Tue, Sep 22 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Mon, Sep 21 - Tue, Sep 29
LAX
Los Angeles Intl.
BOS
Logan Intl.
$308 Roundtrip, found 10 hours ago
$308
Roundtrip
found 10 hours ago