Taylorwood Estates Vacation Packages

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Top Holiday Package Deals in Taylorwood Estates

Price found within the past 48 hours. Click for updated prices.
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
Greenbrier
Price was CA $1,691, price is now CA $1,206 per person
CA $1,206
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
8.6/10 Excellent! (413 reviews)
We come to the area 3 times a year for a hockey tournament and this was the first at Tru. The parking was super convenient and always had available spots and was well lit. The room was very small which could be expected. The water pressure was very low so it was difficult to take a quick shower due to that. Fair selection for breakfast but were trying too much with eggs; scrambled eggs would have been fine. The staff always looked mad to be there and annoyed when I noticed some guests asking requests. I would not stay here again.

Reviewed on Apr 12, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $4,286, price is now CA $2,990 per person
CA $2,990
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
All staff were extremely friendly and polite and willing to help

Reviewed on Apr 14, 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was CA $3,189, price is now CA $2,321 per person
CA $2,321
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
8/10 Very Good! (1,341 reviews)
For the most part we loved it. But the pool could have been cleaned better.

Reviewed on Apr 14, 2026

Breakers Resort Inn

Breakers Resort Inn

2 out of 5
Northeast Virginia Beach
Price was CA $2,738, price is now CA $2,025 per person
CA $2,025
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
7.6/10 Good! (283 reviews)
Everything about this hotel needs upgraded. The sofa and chairs are very old. I've stayed in this hotel 3 or 4 times a year when a family owned the hotel. It got bought about 3 years ago. No upgrades were done in at least 10 years. The hotel closes in the winter. I was hoping it was for improvement, but no. I stay here because its familiar. I like the queen suit with the kitchen and murphy bed. But after staying this last time, I'm really disappointed. It took two days to get a working microwave. Some of the lights were out. I reported the issues and the girl at the desk couldn't have cared less. Come on Breakers, do better. For the same money there are better places to stay.

Reviewed on Oct 30, 2025

Oceans 2700

Oceans 2700

2.5 out of 5
Northeast Virginia Beach
Price was CA $1,771, price is now CA $1,414 per person
CA $1,414
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
7.8/10 Good! (1,669 reviews)
Parking was easy, check in was easy. Room was nice. Would stay again.

Reviewed on Apr 17, 2026

Where to stay in Taylorwood Estates

Find the best Taylorwood Estates areas and neighborhoods for the activities you enjoy most. Learn more about Taylorwood Estates
Greenbrier

Greenbrier

4 out of top 10 points of interest in this area

If you're spending some time in Greenbrier, Greenbrier Mall and Chesapeake Arboretum are top sights worth seeing.

Find hotels in Greenbrier

Taylorwood Estates Hotel Deals

Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Apr 26 to Apr 27
CA $150
CA $175 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (1,357 reviews)
Staff were wonderful. Clean room.

Reviewed on Apr 17, 2026

Embassy Suites by Hilton Hampton Convention Center
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

2.5 out of 5
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Apr 29 to Apr 30
CA $141
CA $165 total
Apr 29 - Apr 30
includes taxes & fees
8/10 Very Good! (1,004 reviews)
The room was clean and well stocked with extra blankets and toiletries. The staff was VERY helpful and friendly! Jill at the front desk needs a raise for her excellent customer service!

Reviewed on Apr 17, 2026

Wingate by Wyndham Chesapeake
Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel

3.5 out of 5
425 Water St Portsmouth VA
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from May 18 to May 19
CA $211
CA $247 total
May 18 - May 19
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Not worth the amount you pay

Reviewed on Apr 16, 2026

Renaissance Portsmouth-Norfolk Waterfront Hotel
See all 1,450 properties in Taylorwood Estates
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.
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Frequently asked questions

How much does a Taylorwood Estates vacation package cost?
Perhaps less than you might think — from as low as CA $1,206, as a matter of fact! By combining hotels, flights and car rentals into your own tailor-made travel package, your getaway to Taylorwood Estates is only clicks away.
How do I get a cheap travel package to Taylorwood Estates?
Creating your own Taylorwood Estates vacation package with Expedia is a smart way to save. We offer access to over 550 partner airlines and 1,000,000 hotels worldwide. With such a fabulous range to select from, you'll have no trouble pulling together your dream escape.
Where should I stay in Taylorwood Estates?
If you plan to visit Chesapeake Square Mall, save yourself the hassle of commuting and find somewhere to stay close by. It's one of the most popular attractions in the area.
How far in advance should I book my Taylorwood Estates vacation?
It all depends on the air carrier, but it's usually possible to look up international flights on Expedia up to 12 months in advance. While it's advisable to book ahead of time, lucky travelers will sometimes nab a cheaper seat only weeks before departure dates.
What does an Expedia Taylorwood Estates travel package include?
From flights and hotels to rental cars, Expedia can help you put together a Taylorwood Estates package that's perfect for you. Heading away for a few weeks? Give some thought to a flight, rental car and hotel bundle. If you can only squeeze in a quick getaway, a flight and hotel deal could be what you're after. Activities can also be added after you've booked. Our travel packages make it simple to save and plan.
What should I know before booking a Taylorwood Estates travel package?
You'll score great savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything in one place makes trip planning much easier. So why waste money or time? Whether you're putting together a fancy romantic getaway or a budget solo adventure, browse our vacation packages today.
Can I choose my airline with a Taylorwood Estates Expedia vacation package?
You can, and with more than 550 airlines to select from around the world, it's all about choice. Have a look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Taylorwood Estates vacation package?
Your situation can change suddenly, so yes, you can. You may be able to amend or cancel your Taylorwood Estates vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may impose a fee. Want more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Things to do

View of the water and the Spirit of Norfolk Dinner Cruise ship

City Cruises Norfolk: Signature Dinner Cruise

CA $129
per adult
76% of travellers recommend
City Cruises Norfolk: Signature Dinner Cruise
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin

CA $58
per adult
100% of travellers recommend
Norfolk's Combo Tickets - Virginia Zoo & Battleship Wisconsin
Visit Norfolk's Perk Up Pass

Visit Norfolk's Perk Up Pass

CA $23
per adult
80% of travellers recommend
Visit Norfolk's Perk Up Pass
See all activities in Chesapeake
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.