Anchorage Vacations from $327

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Anchorage Vacation

Planning your next exciting getaway just got a whole lot easier with a vacation package to Anchorage. Experience all this neighborhood has to offer while creating nice memories that will last forever. Some nearby attractions to check out during your trip to Anchorage include U.S. Naval Academy, Maryland State House and William Paca House. Stop daydreaming and start doing. When it's time to lock in your ideal vacation to Anchorage, Expedia is here to help.

The Latest Anchorage Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
Price was $613, price is now $327 per person
$327
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,006 reviews)
I had a medical procedure in the Baltimore area, with a 5 AM call time to arrive at the facility. The staff was wonderful, accommodating my late check-in, and I was able to have a successful procedure that morning.

Reviewed on Aug 30, 2025

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $892, price is now $571 per person
$571
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,832 reviews)
Adorable hotel in Annapolis. Walking distance to everything. I liked everything about it except for the pillows on the beds. They were so firm that I had trouble sleeping. But the staff was very friendly and the vibe of the place was quaint. I would definitely stay here again but would bring my own pillow!

Reviewed on Aug 29, 2025

DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
Save 100% on your flight
Price was $458, price is now $340 per person
$340
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,325 reviews)
Bed was not comfortable at all, and did not even get my free cookie

Reviewed on Aug 27, 2025

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
Save 100% on your flight
Price was $1,077, price is now $806 per person
$806
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,001 reviews)
Cute hotel. Nice location. They had fun games at the onsite restaurant. The rooms are clean and spacious. Very nice decor.

Reviewed on Sep 1, 2025

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $998, price is now $756 per person
$756
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
Great everything. Staff, location. Need to go back when the pool is open!

Reviewed on Aug 26, 2025

Where to stay in Anchorage

Find the best Anchorage areas and neighborhoods for the activities you enjoy most. Learn more about Anchorage
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area
5/5(83 area reviews)

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Find hotels in Historic District

Anchorage Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Sep 8 to Sep 9
$163 total
Sep 8 - Sep 9
Total with taxes and fees
8.8/10 Excellent! (1,749 reviews)
"Adorable hotel in Annapolis. Walking distance to everything. I liked everything about it except for the pillows on the beds. They were so firm that I had trouble sleeping. But the staff was very friendly and the vibe of the place was quaint. I would definitely stay here again but would bring my own ..."

Reviewed on Aug 29, 2025

Historic Inns of Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $124 total per night from Sep 2 to Sep 3
$124 total
Sep 2 - Sep 3
Total with taxes and fees
Sonesta ES Suites Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
$112 nightly
The price is $128 total per night from Sep 16 to Sep 17
$128 total
Sep 16 - Sep 17
Total with taxes and fees
Crowne Plaza Annapolis by IHG
See all 1,246 properties in Anchorage
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
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Anchorage

U.S. Naval Academy which includes military items, interior views and heritage architecture

U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park

Things to do

Food Tour Plate

Historic Annapolis Food Tour

$80
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

$26
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

$40
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.