Annapolis Valley Vacation Packages 2026 from $578

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Annapolis Valley Vacation

Make organizing your next big adventure a breeze with an Annapolis Valley vacation package. Whether it's the food scene, history or something else that lures you here, our package deals will help you discover the best of it. With so much to see and do on a trip to Annapolis Valley, it can be hard to know where to start. Kick off your journey in Windsor at Ski Martock and Avon Valley Golf and Country Club — two popular attractions here. Another great city worthy of a spot on your itinerary is Middleton. Don't miss Greenwood Military Aviation Museum and Annapolis Valley Macdonald Museum. When it's time to stop dreaming and start discovering, Expedia will help turn your Annapolis Valley vacation into a reality.

The Latest Annapolis Valley vacation packages

Price found within the past 48 hours. Click for updated prices.

Kennedy House

$578

per person

Oct 3 - Oct 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Saint John (YSJ)

9/10 Wonderful! (1,008 reviews)

Kinda creepy upstairs and no breakfast included. Disappointing considering it was a bit pricey. Otherwise just okay for a quick stopover stay

Reviewed on Aug 21, 2026

St. Martins Country Inn

$962

per person

Oct 5 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

New York (LGA) to Saint John (YSJ)

9.4/10 Exceptional! (99 reviews)

Staff not responsive.

Reviewed on Aug 20, 2026

Sandman Signature Dartmouth Hotel & Suites

$1,292

per person

Sep 21 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Halifax (YHZ)

9.4/10 Exceptional! (2,713 reviews)

Proximity to a lot in the Halifax area.

Reviewed on Aug 21, 2026

Coastal Inn Halifax

$896

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Halifax (YHZ)

8.6/10 Excellent! (1,012 reviews)

The fitness room was under construction but the rooms were very clean and staff was great.

Reviewed on Aug 21, 2026

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

$1,153

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Halifax (YHZ)

10/10 Exceptional! (6 reviews)

Beautiful property, definitely would recommend.

Reviewed on Aug 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to Annapolis Valley

View all trips

Stay near popular Annapolis Valley attractions

A rugged cliff with a grassy top, overlooking a calm sea.

Cape Split Provincial Park Reserve

9.2/10 (96 reviews)

Explore the great outdoors at Cape Split Provincial Park Reserve, a lovely green space in Scots Bay. You can enjoy the restaurants while in the area.

See properties

A church with a steeple, surrounded by autumn foliage and a pathway leading to it.

Grand Pre National Historic Site

9.2/10 (130 reviews)

Learn about the local history of Grand Pre with a stop at Grand Pre National Historic Site. While you're here, you can savor the top-notch restaurants.

See properties

A vineyard with rows of grapevines under a clear sky.

Luckett Vineyards

9.4/10 (124 reviews)

You can enjoy a tasting or tour at Luckett Vineyards during your travels to Wallbrook. You can enjoy the wineries while in the area.

See properties

Burncoat Head Park

9.6/10 (21 reviews)

Explore the great outdoors at Burncoat Head Park, a lovely green space in Burntcoat. Take in the museums while you're in the area.

See properties

Acadia University

9.2/10 (311 reviews)

Enjoy the collegiate vibe when you visit Acadia University, during your trip to Wolfville. While in this walkable area, you can enjoy the wineries.

See properties

Fundy Tidal Interpretive Centre

8.8/10 (61 reviews)

You can take time to visit Fundy Tidal Interpretive Centre during your travels to South Maitland. While in this family-friendly area, you can enjoy the coffeehouses.

See properties

Halls Harbour Sea Cave

9.4/10 (13 reviews)

Commune with nature and explore the great outdoors at Halls Harbour Sea Cave during your travels in Hall's Harbour.

See properties

Annapolis Lighthouse

8.8/10 (58 reviews)

You can find out about the history of Annapolis Royal with a trip to Annapolis Lighthouse. Wander around the gardens in this family-friendly area, or simply enjoy its restaurants.

See properties

Annapolis Valley Hotel Deals

Old Orchard Inn

153 Greenwich Rd. South Wolfville Ridge NS

Fully refundableReserve now, pay when you stay

$167 nightly

$190 total

Aug 25 - Aug 26

Total with taxes and fees

Admiral Digby Inn

441 Shore Rd Bay View NS

Fully refundableReserve now, pay when you stay

$110 nightly

$130 total

Sep 20 - Sep 21

Total with taxes and fees

8.8/10 Excellent! (1,021 reviews)

"The room was nice and clean. The ice was located in the main building which posed a challenge walking up the hill to our room. The rooms are not sound proof at all. We were watching the news at 10:30 PM. The guest started banging on the wall. We called the front desk to report it. It stopped but ..."

Reviewed on Aug 21, 2026

Micro Boutique Living Wolfville

336 Main Street Wolfville NS

$117 nightly

$133 total

Aug 23 - Aug 24

Total with taxes and fees

9/10 Wonderful! (1,281 reviews)

"This is in a great location downtown Wolfville.Our 2 bedroom suite was clean and had everything we needed.The air conditioning was in the bedroom so tge rest of the unit was warm."

Reviewed on Aug 22, 2026

See all 945 properties in Annapolis Valley

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.