Deals on vacations and trips to Holliston
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Holliston flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $1,260, price is now $784 per person
$784
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,211, price is now $1,357 per person
$1,357
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Nantucket Inn
Save 100% on your flight
Price was $2,323, price is now $1,433 per person
$1,433
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
Price was $6,417, price is now $4,042 per person
$4,042
per person
Jul 2 - Jul 7
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A private beach and a hot tub are featured at this guesthouse. Enjoy a day at the beach kayaking, or relax with sun loungers. WiFi in public areas is free.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $5,462, price is now $3,588 per person
$3,588
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.
Top Holliston hotels deals
The Midtown Hotel MOD Collection by Sonesta
220 Huntington Avenue Boston MA
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $243 total per night
$243 total
May 25 - May 26
Total with taxes and fees
A gym is featured at this hotel, along with self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. There's a fireplace in the lobby and multilingual staff can provide around-the-clock assistance.
Breakfast included
Pet friendly
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $190 total per night
$190 total
May 25 - May 26
Total with 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-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
citizenM Boston Back Bay
408 Newbury street Boston MA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $187 total per night
$187 total
May 25 - May 26
Total with 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
Sheraton Boston, a Marriott Hotel
39 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$255 nightly
The price is $297 total per night
$297 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
Garner Hotel Brockton - Boston by IHG
405 Westgate Dr. Brockton MA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $122 total per night
$122 total
May 24 - May 25
Total with taxes and fees
This hotel features 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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Arcadian Hotel
1200 Beacon St Brookline MA
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $260 total per night
$260 total
May 24 - May 25
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.
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
Pinecrest Golf Club
Enjoy a round of golf in Holliston at Pinecrest Golf Club. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Pleasure Point
Why not spend a lazy afternoon at Pleasure Point during your trip to Holliston? Wander the lakeside and beaches while you're in the area.
Stoddard Park
Why not spend a lazy afternoon at Stoddard Park during your trip to Holliston? Wander the lakeside and beaches while you're in the area.
Frequently asked questions
Photos of local treasures
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