Holyoke Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Holyoke Vacation
History, cuisine, art and more … There's a whole lot to discover with a Holyoke vacation package. And with the ability to customize your city getaway, it's guaranteed to be one that's tough to forget. If a sightseeing tour is part of the program during your trip to Holyoke, swing by well-known attractions like Volleyball Hall of Fame, Holyoke Mall and Chicopee Falls Dam. Whoever you're taking time off with and whatever the size of your budget, your ultimate Holyoke vacation is only clicks away with Expedia.
Top Holyoke Vacation Deals
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,765, price is now CA $1,147 per person
CA $1,147
per person
Jul 1 - Jul 5
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
Staypineapple, A Delightful Hotel, South End
South End
Price was CA $2,001, price is now CA $1,303 per person
CA $1,303
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (1,003 reviews)
I had a great experience staying at Staypineapple in the South End. The hotel has a really fun, unique vibe while still feeling clean and well put together. The rooms were cozy but thoughtfully designed, and the bed was honestly one of the most comfortable I’ve slept in.
The staff was friendly and welcoming, and the location made it easy to get around Boston and explore nearby restaurants and shops. Small touches like the complimentary coffee and overall atmosphere made the stay feel a little more special.
Would definitely stay here again and recommend it to anyone looking for something a bit different from a typical hotel.
Reviewed on Apr 30, 2026
Chatham Tides
Price was CA $2,902, price is now CA $1,982 per person
CA $1,982
per person
Jul 1 - Jul 5
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (682 reviews)
Excellent
Such a great surprise
Amazing view.
Great staff, very helpful with restaurant recommendations
We loved it
Reviewed on Apr 23, 2026
Lighthouse Inn
Price was CA $2,047, price is now CA $1,433 per person
CA $1,433
per person
Jun 22 - Jun 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (182 reviews)
This is a beautiful property located on the beach. It really does not het much better than this. The room was nice and spacious and the views were nothing short of exceptional. The staff was wonderful and a shout out to the GM, John, for being very helpful! And of course the sunsets on West Dennis beach are worth the stay!
Reviewed on Oct 6, 2025
Holyoke Hotel Deals
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from May 3 to May 4
CA $198
CA $230 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (2,209 reviews)
Great for a quick pitstop.
Reviewed on Apr 28, 2026
Fairfield Inn & Suites Springfield Holyoke
229 Whiting Farms Road Holyoke MA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 4 to May 5
CA $167
CA $186 total
May 4 - May 5
includes taxes & fees
9.2/10 Wonderful! (639 reviews)
Was the best laid out handicap room we have ever stayed in. We are often looking for a two queen room with a roll-in shower and are only offered a king room. This room had ample room for our daughter’s power wheelchair and the travel chair we use in the room. The shower was wide enough for her to ...
Reviewed on Apr 27, 2026
Homewood Suites by Hilton Holyoke-Springfield/North
375 Whitney Ave Holyoke MA
Fully refundableReserve now, pay when you stay
The price is CA $216 per night from May 27 to May 28
CA $216
CA $241 total
May 27 - May 28
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The hotel was under renovation so while the room was completely brand new the rest of it felt like walking through the ruins a little bit. Also, the electric stove top was not functional? And even if it was, there was no cookware. Not sure the point of having a stove top that didn’t work, it was ...
Reviewed on Apr 23, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
