Wine & Cheese Cask Vacation Deals: Wine & Cheese Cask, Ward Two Holidays

Wine & Cheese Cask vacation package deals

Price found within the past 48 hours. Click for updated prices.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

per person

Jun. 13 - Jun. 16

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Bayside Resort Hotel

per person

Jul. 13 - Jul. 20

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby. Discover genuine guest reviews for Bayside Resort Hotel along with the latest prices and availability – book now.

SpringHill Suites by Marriott Boston Logan Airport Revere Beach

per person

Jun. 24 - Jun. 29

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 3.5-star beach hotel in Revere. Enjoy free WiFi, a beach locale, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and Boston Harbor are located nearby.

Global Luxury Suites East Boston

East Boston

per person

Jun. 13 - Jun. 16

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 4-star family-friendly aparthotel in Boston. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Boston Harbor and New England Aquarium are located nearby.

Holly Tree Resort by VRI Americas

per person

Jul. 13 - Jul. 20

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a children's pool. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby. Discover genuine guest reviews for Holly Tree Resort by VRI Americas along with the latest prices and availability – book now.

Falmouth Tides

Falmouth Heights

per person

Jun. 28 - Jul. 1

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.

Frequently asked questions

How much are vacation packages to Wine & Cheese Cask?

Save a tidy sum on your visit to Wine & Cheese Cask by combining your hotel and flights into a CA $1,034 package. With all that extra cash jangling around in your pocket, why not extend your stay and explore even more?

Where can I get the best vacation package deals for Wine & Cheese Cask?

No matter your adventure, Travelocity can help you lock in an unbeatable Wine & Cheese Cask package deal. The only thing you have to do is mix and match from our 400 air carriers and 665,000 properties across the globe.

Why should I book my Wine & Cheese Cask vacation package with Travelocity?

From incredible destinations to one-of-a-kind experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also make sure you’re taken care of during your vacation. And don’t fret if you notice a cheaper price on your booking, we’ll match it. That’s our Price Match Guarantee.

Can I go on vacation to Wine & Cheese Cask at this time?

Don’t plan your trip to Wine & Cheese Cask without up-to-date facts about travel restrictions and quarantine policies. Travelocity’s Covid-19 Travel Advisor will fill in the blanks. It has all the information you need to make your vacation as stress-free as possible.

Top Wine & Cheese Cask hotel deals

Cambria Hotel Boston Somerville

515 Somerville Avenue, Somerville, MA

Free cancellation

Reserve now, pay when you stay

CA $266

per night

May 27 - May 28

Stay at this 3-star hotel in Somerville. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Harvard Square and Encore Boston Harbor are located nearby. Discover genuine guest reviews for Cambria Hotel Boston Somerville, in Spring Hill neighborhood, along with the latest prices and availability – book now.

The Charles Hotel

One Bennett Street, Cambridge, MA

Free cancellation

Reserve now, pay when you stay

CA $547

per night

May 26 - May 27

Stay at this spa hotel in Cambridge. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby. Discover genuine guest reviews for The Charles Hotel, in West Cambridge neighborhood, along with the latest prices and availability – book now.

Pet-friendly

Spa

Irving House At Harvard

24 Irving Street, Cambridge, MA

Free cancellation

Reserve now, pay when you stay

CA $212

per night

May 12 - May 13

Stay at this 3-star business-friendly B&B in Cambridge. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby. Discover genuine guest reviews for Irving House At Harvard, in Mid-Cambridge neighborhood, along with the latest prices and availability – book now.

Breakfast included

Laundry

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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.