Search Deals onAnnapolis Vacation Packages
Annapolis Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina
Save 100% on your flight
per person
Jun 3 - Jun 6
found 4 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Stay at this 4-star business-friendly hotel in Berkeley. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Jack London Square and McLaughlin Eastshore State Park are located nearby.
RiverPointe Napa Valley Resort
Save 100% on your flight
per person
Apr 24 - Apr 27
found 20 hours ago
Roundtrip flight included
Portland (PDX) to Oakland (OAK)
Stay at this 3-star condo in Napa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.
White House Napa Valley
Save 100% on your flight
per person
Apr 24 - Apr 27
found 20 hours ago
Roundtrip flight included
Portland (PDX) to Oakland (OAK)
Stay at this 4-star hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Uptown Theater are located nearby.
Syrah by Avantstay Hilltop Haven in Sonoma Private Pool + Patio
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Oakland (OAK)
Stay at this 4-star villa in Sonoma. Enjoy free parking, concierge services, and patios. Popular attractions Bartholomew Estate Winery and Haraszthy Villa are located nearby.
Marquee By Avantstay Modern Stylish Estate w/ Pool & Entertainers Courtyard
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Oakland (OAK)
Stay at this 3.5-star business-friendly cabin in Sonoma. Enjoy free parking, concierge services, and a picnic area. Popular attractions Sonoma Golf Club and Valley of the Moon Winery & Vineyards are located nearby.
Geyserville Inn
Save 100% on your flight
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Oakland (OAK)
Stay at this 3.5-star hotel in Geyserville. Enjoy a casino, breakfast (surcharge), and a free casino shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Rock Casino and Geyser Peak Winery are located nearby.
Farmhouse Inn
Save 100% on your flight
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Stay at this 5-star luxury hotel in Forestville. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Hartford Family Winery and Russian River Vineyard are located nearby.
Sonoma Creek Haven Hot Tub, Firepit, Creekside Views Near Kenwood Wineries
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Oakland (OAK)
Stay at this 3-star cottage in Kenwood. Enjoy free parking and private hot tubs. Popular attractions Ledson Winery and Vineyards and Chateau St. Jean Winery are located nearby.
Annapolis Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Annapolis 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.
Fri, Apr 18 - Sat, Apr 19
LAS
Harry Reid Intl.
OAK
Oakland Intl.
$48 Roundtrip, found 1 day ago
$48
Roundtrip
found 1 day ago
Fri, May 16 - Sun, May 18
SAN
San Diego Intl.
OAK
Oakland Intl.
$48 Roundtrip, found 3 days ago
$48
Roundtrip
found 3 days ago
Wed, Mar 26 - Tue, Apr 1
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$100 Roundtrip, found 6 days ago
$100
Roundtrip
found 6 days ago
Thu, Mar 27 - Mon, Mar 31
PHX
Sky Harbor Intl.
OAK
Oakland Intl.
$118 Roundtrip, found 6 days ago
$118
Roundtrip
found 6 days ago
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