✓ Verified Picks💰 Prices Included★ Top RatedUpdated Oct 2026

The 8 BEST Family Hotels for Christmas in Annapolis 2026

JL
By Jessica Lane·Travel Editor

Discover family-friendly Annapolis hotels near festive events, historic sights, and holiday fun. Finding a family hotel in Annapolis at Christmas means balancing festive charm, comfort, and convenient access. This list highlights welcoming stays that make holiday outings easier for everyone.

1

80 Compromise Street, Annapolis

$407$285/night

A dedicated holiday package brings festive perks to the harbor. The hotel’s Annapolis for the Holidays package adds festive touches to a family Christmas by the water. Two-double rooms and a harbor-view suite with a sofa bed give your crew room to settle in. From here, City Dock is just a short walk for Annapolis’s holiday events and waterfront lights. You get a lively, special-occasion stay with the harbor right outside.

2

126 West Street, Annapolis

$393$275/night

Collegiate nautical style gives little travelers plenty to spot. Colorful collegiate and nautical details make the hotel feel more playful than a standard family stay. Two-bed rooms give children their own space after a day of seasonal exploring. The Maryland State House is about a 10-minute walk away, with downtown’s decorated streets along the way. It’s a cheerful, character-filled retreat for families who want Christmas charm close at hand.

3

100 Westgate Circle, Annapolis

$374$262/night

A heated indoor pool makes chilly Christmas days easy. After a wintry walk through Annapolis, kids can splash in the indoor pool while you warm up nearby. Two-double rooms make it easy for families to stay together, and the welcoming lobby adds a cozy pause between outings. City Dock is about 1.3 miles away, with the free downtown circulator connecting you there. This polished stay suits families who want pool time alongside holiday exploring.

4

58 State Circle, Annapolis

$350$245/night

Three historic buildings bring colonial charm to your Christmas stay. Set across three historic buildings, this inn brings Annapolis’s colonial character right into your family getaway. Its individually decorated rooms and family-room options feel especially fitting after a day of holiday traditions. The Maryland State House is about a one-minute walk away, and the Naval Academy is roughly five minutes on foot. You’ll love the storybook atmosphere and the freedom to explore downtown together.

5

174 West Street, Annapolis

$166$133/night

Connecting rooms keep families close to downtown holiday lights. Connecting rooms let your family spread out while staying close, and in-room refrigerators and microwaves make snacks simple. The on-site restaurant means you can settle in for a warm meal after browsing the festive streets. City Dock is about a 16-minute walk away, with the Maryland State House along the way. This comfortable, convenient stay works well for families who want downtown Christmas outings within easy reach.

6

189 Admiral Cochrane Drive, Annapolis

$200$160/night

All-suite rooms and an indoor pool make downtime easy. Separate living space in every suite gives your family room to unwind after a full day out. The heated indoor pool and complimentary hot breakfast make cold-weather mornings and evenings easier with kids. Historic downtown Annapolis is about five miles away by car. You get a relaxed, practical stay where the family can recharge between holiday adventures.

7

200 Taylor Ave, Annapolis

$249$199/night

Kitchen-equipped suites simplify cocoa, snacks, and family downtime. Studio and one-bedroom suites with full kitchens make it easy to keep familiar family routines during a Christmas trip. The extra living space gives kids somewhere to relax while you warm up after exploring Annapolis. City Dock and the harbor are about 2.3 miles away. This home-style stay suits families who value space, snacks on hand, and a slower holiday rhythm.

8

170 Admiral Cochrane Drive, Annapolis

$133$106/night

Two-bedroom suites give families room to unwind together. Two-bedroom suites with full kitchens give families space to spread out and enjoy an easygoing Christmas stay. A complimentary breakfast makes it simple to fuel up before heading into the historic district. Annapolis Harbor is about 5.5 miles away by car. You’ll appreciate the roomy, home-like setup when your family wants extra space between festive outings.

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Frequently Asked Questions

What family-friendly amenities should I look for in Annapolis hotels during Christmas?

Look for hotels that offer family suites, complimentary breakfast, and easy access to local attractions. Amenities like indoor pools, game rooms, and kid-friendly dining options can make your stay more enjoyable.

Which Annapolis hotels are closest to Christmas events and activities?

Consider staying at hotels near the historic downtown area. Properties like the Westin Annapolis and the Historic Inns of Annapolis are within walking distance of holiday markets, parades, and light displays.

Are there hotels in Annapolis with special Christmas packages for families?

Yes, many hotels offer special holiday packages that may include breakfast, tickets to local attractions, or festive dinners. Check with hotels like the Maryland Inn for their seasonal offerings.

What are some recommended family activities in Annapolis during the Christmas season?

Families can enjoy the annual Annapolis Christmas Parade, visit the Festival of Trees, and take part in outdoor ice skating at the local rink. Many hotels provide information on these events.

Can I find family-friendly dining options near my hotel in Annapolis during Christmas?

Yes, many restaurants in Annapolis offer family-friendly menus and holiday specials. Check out places like Chick and Ruth’s Delly for a fun atmosphere and classic dishes.

Are there hotels in Annapolis that provide shuttle services to holiday attractions?

Several hotels offer shuttle services to nearby attractions. The Hilton Garden Inn Annapolis is known for its convenient transportation options to local holiday events.

What safety measures should I be aware of when traveling with family to Annapolis during Christmas?

Make sure to check hotel policies regarding health and safety measures. It is also good to stay informed about local weather forecasts, as winter conditions can affect travel plans.

Are there unique local traditions or events in Annapolis I should experience with my family during Christmas?

Do not miss the lighting of the State House and the Candlelight Tours of Historic Annapolis. These events provide a glimpse into local traditions and holiday spirit.

What is the best way to explore Annapolis with family during the holiday season?

Consider taking a walking tour of the historic district. Many hotels can provide maps or guided tour options that highlight the area's festive decorations and historical significance.

Which hotels in Annapolis are known for their festive decorations during Christmas?

Hotels like the Annapolis Waterfront Hotel and the Loews Annapolis Hotel often go all out with holiday decorations. Visiting these places can enhance your family’s holiday experience.

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