Search Deals onHighland Springs Vacation Packages
Highland Springs Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Price was $570, price is now $426 per person
$426
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Westgate Historic Williamsburg Resort
Save 100% on your flight
Price was $1,095, price is now $560 per person
$560
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Property and staff were amazing!
Reviewed on Aug 31, 2026
TRAVEL INN
Price was $699, price is now $532 per person
$532
per person
Oct 11 - Oct 16
found 3 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a casino. Popular attractions Maymont Park and Byrd Park are located nearby.
Club Wyndham Kingsgate
Price was $791, price is now $607 per person
$607
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Williamsburg Sampler B & B
Price was $923, price is now $735 per person
$735
per person
Oct 18 - Oct 21
found 11 hours ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this B&B in Williamsburg. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Very nice B&B, warm and inviting. Comfortable bed.
Reviewed on Jun 7, 2026
Griffin Hotel, an official Colonial Williamsburg Hotel
Price was $829, price is now $667 per person
$667
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this spa hotel in Williamsburg. Enjoy 3 outdoor pools, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Club Wyndham Governor’s Green
Price was $1,011, price is now $821 per person
$821
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, 2 outdoor pools, and 3 hot tubs. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Wanted to play pool but they said the table was reserved.
Reviewed on Aug 30, 2026
Rochambeau Roadside Inn
Price was $777, price is now $635 per person
$635
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this hotel in Williamsburg. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
What a hidden gem! I’ll admit we were a little skeptical when we saw how great all the reviews were, but this place totally deserves it! It’s nothing like those typical chain hotels, so don’t expect a big lobby with old carpets and a subpar breakfast buffet. This place is for people who want cleanliness and a place that thought of all the little things! First and foremost…SO CLEAN! The room smells nice when you enter. Beds are soft. A proper amount of towels (no calling down for extras). A nice modern tile shower with incredible water pressure. Outlets everywhere. Free WiFi. An ice house with (ice, obviously) with free bike rentals and a little closet with all the stuff you might need but forgot. What a great place!!
Reviewed on Aug 31, 2026
Highland Springs Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Highland Springs Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 26 - Mon, Sep 28
MCO
Orlando Intl.
RIC
Richmond Intl.
$193 Roundtrip, found 1 hour ago
$193
Roundtrip
found 1 hour ago
Wed, Nov 11 - Sun, Nov 15
BOS
Logan Intl.
RIC
Richmond Intl.
$213 Roundtrip, found 3 hours ago
$213
Roundtrip
found 3 hours ago
Tue, Oct 13 - Wed, Oct 14
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$236 Roundtrip, found 3 hours ago
$236
Roundtrip
found 3 hours ago
Tue, Oct 27 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$249 Roundtrip, found 3 hours ago
$249
Roundtrip
found 3 hours ago
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