Deals on vacations and trips to Winthrop
Save when you book Winthrop package deals
Winthrop flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
per person
Jul 2 - Jul 5
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
Lighthouse Inn
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
per person
Aug 6 - Aug 10
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free continental breakfast is served.
The Inn at Longwood Medical
Fenway–Kenmore
Save 100% on your flight
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
The Hotel Salem
Save 100% on your flight
per person
Aug 6 - Aug 10
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, luggage storage, and concierge services are also on offer.
Top Winthrop hotels deals
Four Points by Sheraton Boston Newton
320 Washington Street, Newton, MA
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $200 total per night
$200 total
May 26 - May 27
Total includes taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a snack bar/deli are also provided.
The Revolution Hotel
40 Berkeley Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $231 total per night
$231 total
May 26 - May 27
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Free WiFi
YOTEL Boston
65 Seaport Blvd, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$225 nightly
The price is $262 total per night
$262 total
May 25 - May 26
Total includes taxes and fees
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
The Dagny Boston
89 Broad Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$216 nightly
The price is $252 total per night
$252 total
May 26 - May 27
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a library, and a computer station are also on offer.
Hilton Boston Park Plaza
50 Park Plaza, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $238 total per night
$238 total
May 25 - May 26
Total includes taxes and fees
This historic hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a garden, and a snack bar/deli are also on offer.
citizenM Boston Back Bay
408 Newbury street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $197 total per night
$197 total
May 26 - May 27
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A coffee shop, a communal living room, and express check-in are also on offer.
Free WiFi
Restaurant
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
Fenway Park
4.5/5(2,499 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(1,966 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Boston Common
4.5/5(4,786 reviews)
The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.
Photos of local treasures
Browse Winthrop vacation photos for more inspiration
