Williamsburg Vacation Packages

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Your Williamsburg Vacation

Noted for its historical landmarks and colonial history, Williamsburg is an excellent getaway destination. Book one of our Williamsburg vacation packages and discover all that this fascinating city has to offer. Make your trip to Williamsburg even more fulfilling by including some sightseeing. Look Memorial Park, David Mustante Beach and Petticoat Hill are among the leading attractions you'll want to explore. Don't delay exploring this city any longer. The perfect Williamsburg vacation is a few quick clicks away with Expedia.

Top Williamsburg Vacation Deals

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 $1,160, price is now CA $660 per person
CA $660
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,092, price is now CA $1,745 per person
CA $1,745
per person
Sep 18 - Sep 21
found 2 days ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The room was 5 star and it’s in an ideal location in central Boston. View of Boston harbor is amazing, of course. Restaurant on the harbor was good and the service there was great.

Reviewed on Aug. 19, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,809, price is now CA $2,278 per person
CA $2,278
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug. 11, 2025

InnSeason Resorts Surfside

InnSeason Resorts Surfside

3 out of 5
Price was CA $1,532, price is now CA $982 per person
CA $982
per person
Sep 18 - Sep 25
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (348 reviews)
The pool was great. Kids loved the playground. Loved the fire pit at night. Seating area outside our room was awesome. Being that close to the beach was amazing. Grounds are kept in very good condition. Absolutely loved our stay.

Reviewed on Jul. 28, 2025

Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Price was CA $1,217, price is now CA $787 per person
CA $787
per person
Sep 18 - Sep 25
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
7.8/10 Good! (761 reviews)
I don’t know how I ended up in a Cottage. The room was very small with nothing but a king size bed. Very small bathroom, no chairs, no desk or table. I would not stay there again, it cost me $1000.20 for 3 nights! I left a day early!

Reviewed on Aug. 14, 2025

Ready to book your vacation to Williamsburg?

 

Choose your dates

Williamsburg Hotel Deals

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
The price is CA $143 per night from Aug 24 to Aug 25
CA $143
CA $166 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (2,224 reviews)
"The gentleman at the front desk was amazing. I don’t usually leave reviews but he was possibly the most professional individual that I have met. He made us feel welcome, informed, and comfortable. The hotel exceeded expectations and had everything the tired road travel or couple on a getaway could ..."

Reviewed on Aug. 18, 2025

D. Hotel Suites & Spa
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Sep 7 to Sep 8
CA $122
CA $140 total
Sep 7 - Sep 8
includes taxes & fees
7/10 Good! (1,007 reviews)
"Enjoyed the am breakfast every am. Staff was friendly. The toilet seat was cracked in the bathroom and a maintenance man came right away and replaced it. He was very friendly and concerned about a funeral I had to attend. The room was clean and very neat. Front desk staff was also friendly and courteous. ..."

Reviewed on Aug. 16, 2025

Quality Inn West Springfield
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr, Chicopee, MA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 3 to Sep 4
CA $163
CA $185 total
Sep 3 - Sep 4
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Clean, good breakfast options daily, great and helpful employees."

Reviewed on Aug. 15, 2025

Tru by Hilton Chicopee Springfield
See all 389 properties in Williamsburg
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Williamsburg vacation package cost?
Offering excellent value package deals from CA $660 on Expedia, you'll be surprised at how little a vacation to Williamsburg costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Williamsburg?
You're likely to find reduced prices and better availability in January, February and November. Explore our cheap Williamsburg vacation packages and you could score some great off-season deals.
How many days is enough for Williamsburg?
With a well-planned schedule, you can easily tick off the top Williamsburg attractions in a handful of days. But if you'd like to explore off the beaten track or take day trips, think about booking your Williamsburg vacation for longer.
How to find the best Williamsburg package deals?
Begin your search for a Williamsburg package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Williamsburg package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Williamsburg escape underway.
Is it cheaper to book a Williamsburg vacation as a package?
You can enjoy significant savings on your Williamsburg escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Williamsburg?
If you're planning a spur-of-the-moment Williamsburg adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Williamsburg?

  1. Choose when to go: Check your calendar and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Williamsburg.
  2. Set a budget: Consider expenses such as transportation, flights and meals when calculating how much to set aside for your trip to Williamsburg. Then, choose a property that matches your budget, whether that's an affordable stay or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Williamsburg, you can figure out the right length of your vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the ideal Williamsburg vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.