Book Exclusive Williamsburg Vacation Packages

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Williamsburg flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,090, price is now CA $614 per person
CA $614
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,932, price is now CA $1,064 per person
CA $1,064
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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 Common are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,560, price is now CA $1,050 per person
CA $1,050
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,169, price is now CA $870 per person
CA $870
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was CA $874, price is now CA $655 per person
CA $655
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Top Williamsburg hotels deals

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $161 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mount Tom State Reservation and Nash's Dinosaur Track Quarry are located nearby.
Pool
Hot tub
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
Free cancellation
Reserve now, pay when you stay
The price is CA $108 per night
CA $108
CA $123 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MGM Springfield and Olympia Ice Center are located nearby.
Pool
Breakfast included
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St Hadley MA
Free cancellation
Reserve now, pay when you stay
The price is CA $171 per night
CA $171
CA $190 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Autobahn and Cinemark At Hampshire Mall are located nearby.
Pool
Breakfast included
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street West Springfield MA
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $187 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MGM Springfield and Six Flags New England are located nearby.
Pool
Parking included
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr Chicopee MA
Free cancellation
Reserve now, pay when you stay
The price is CA $120 per night
CA $120
CA $137 total
Jan 2 - Jan 3, 2026
includes taxes & fees
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MGM Springfield and Chicopee Falls Dam are located nearby.
Pool
Breakfast included
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Calvin Theater and Calvin Theatre and Performing Arts Center are located nearby.
Parking included
Free WiFi
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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.

Popular places to visit

Petticoat Hill

Commune with nature and explore the great outdoors at Petticoat Hill during your travels in Williamsburg. While you're here, you can savor the top-notch restaurants.

Petticoat Hill

Williamsburg Vacations

Before you escape to Williamsburg on a whim, take some time to learn a few things about it.

From central Springfield, you'll need to travel northwest for 25 miles (40 kilometers) to get to this neighborhood.

Forget the big-name attractions — it's the locals that make a place tick. Here in Springfield, you'll discover 150,000 of them.

Places to visit in Williamsburg

Nothing is nicer than being in nature, and the wider Springfield region has some superb outdoor adventures for you to try. How about a little snowboarding? If you're hungry for more action, jump at the chance to go skiing too.

Where do you fly into for Williamsburg?

Board the plane and get some shut-eye. Once you've landed at Bradley International Airport (BDL), you'll still have to travel 35 miles (56 kilometers) to reach the central area of Williamsburg.

Frequently asked questions

How much are vacation packages to Williamsburg?
You can land an excellent flight and hotel bundle for a mere CA $614. With one of our Travelocity vacation packages, a visit to Williamsburg has never looked so enticing! Save both time and money and then start packing those bags.
Where can I get the best vacation package deals for Williamsburg?
You can lock in fantastic Williamsburg package deals with Travelocity. Choose from as many as 400 airlines and 1,000,000 worldwide properties and turn those vacation dreams into a reality.
Why should I purchase my Williamsburg vacation bundle with Travelocity?
Nothing beats the satisfaction of knowing you've bagged the best price available — that's our Price Match Guarantee. Add to that our impressively broad range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.
Can I save on my Williamsburg car rental if I bundle it with my hotel or flight?
Bundling your flight, hotel and car into a Williamsburg vacation package is an excellent way to score the best deal. Plus, having your own set of wheels gives you the freedom to find your way to all those amazing sights you're eager to see. Sitting 137 kilometers away from Williamsburg, Fenway Park is one attraction that should have a place on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Williamsburg?
It's highly likely you'll arrive at Bradley Intl. Airport (BDL), which is 48 kilometers south of inner Williamsburg. Albany Intl. Airport (ALB) (97 kilometers away from central Williamsburg) and Hartford, CT (HFD-Hartford - Brainard) (72 kilometers away from central Williamsburg) are your other choices.
What is there to do in Williamsburg?
Snap up the great photo opportunities at Petticoat Hill, one of the most prominent attractions in Williamsburg. There's plenty more to uncover in this exciting city, so make sure you have enough time to explore some hidden gems.
Where should I stay when visiting Williamsburg?
If you're looking for a place to lay your head, consider the Spacious, light, modernized home in beautiful nature setting close to 5 colleges. It's the top choice for many travelers.

Photos of local treasures

Browse Williamsburg vacation photos for more inspiration