Anchor Vacations from $427

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The Latest Anchor vacation packages

Price found within the past 48 hours. Click for updated prices.
Home Inn and Suites Olive Branch

Home Inn and Suites Olive Branch

2.5 out of 5
Price was $446, price is now $427 per person
$427
per person
Aug 21 - Aug 23
found 8 hours ago
Roundtrip flight included
Chicago (MDW) to Tupelo (TUP)
8.8/10 Excellent! (661 reviews)
Parking was great. Breakfast was scarce. Not much to pick from. No fruit or meat.

Reviewed on Apr 15, 2026

Best Western Plus Desoto

Best Western Plus Desoto

2.5 out of 5
Price was $663, price is now $516 per person
$516
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.4/10 Very Good! (929 reviews)
O

Reviewed on Jun 30, 2026

Candlewood Suites Olive Branch by IHG

Candlewood Suites Olive Branch by IHG

2.5 out of 5
Price was $561, price is now $489 per person
$489
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8/10 Very Good! (198 reviews)
Amazing staff and room. I was surprised for my room to be a nice as it was for the price. Everyone was super helpful and understanding when I had an extra guest.

Reviewed on Jun 17, 2026

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $512, price is now $474 per person
$474
per person
Aug 21 - Aug 23
found 8 hours ago
Roundtrip flight included
Chicago (MDW) to Tupelo (TUP)
8.6/10 Excellent! (1,005 reviews)

Fairfield Inn & Suites by Marriott Memphis Olive Branch

Fairfield Inn & Suites by Marriott Memphis Olive Branch

3 out of 5
Price was $502, price is now $479 per person
$479
per person
Aug 21 - Aug 23
found 8 hours ago
Roundtrip flight included
Chicago (MDW) to Tupelo (TUP)
8.8/10 Excellent! (1,002 reviews)
Rooms were clean, the pool stayed open til 10. The staff was very helpful and kind.

Reviewed on Jul 3, 2026

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Anchor Hotel Deals

Holiday Terrace Motel

Holiday Terrace Motel

2.5 out of 5
950 E Madison St Houston MS
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $65 total per night from Jul 9 to Jul 10
$65 total
Jul 9 - Jul 10
Total with taxes and fees
7.6/10 Good! (157 reviews)
"We were refused an extra pillow, and the pillows are paperthin"

Reviewed on Jun 28, 2026

Holiday Terrace Motel
Relaxing Prairie Home, 29 Mi to Starkville!

Relaxing Prairie Home, 29 Mi to Starkville!

3 out of 5
5983 Lake Grove Rd Prairie MS
Get rates
Relaxing Prairie Home, 29 Mi to Starkville!
Relaxing Prairie Home, 29 Mi to Starkville!

Relaxing Prairie Home, 29 Mi to Starkville!

Prairie MS
9.6/10 Exceptional! (7 reviews)
"We really enjoyed our stay"

Reviewed on Nov 29, 2025

Get rates
Relaxing Prairie Home, 29 Mi to Starkville!
See all 4 properties in Anchor
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.

Find the Best Anchor Vacation Packages

Anchor Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does an Anchor vacation package cost?
You'll find cheap prices from $427 on Expedia for your Anchor getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Anchor costs.
What are the cheapest months to go to Anchor?
November, December and January are great times to look for cheap Anchor vacation packages. Traveling in quieter months means you can usually find reduced prices on flights and hotels.
How many days is enough for Anchor?
With a well-organized schedule, you can easily tick off the top Anchor attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Anchor vacation for longer.
How to find the best Anchor package deals?
Landing a cheap Anchor package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Anchor package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book an Anchor vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights separately. Better still, you can tailor your Anchor getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Anchor?
If you've got your Anchor vacation dates finalized, book as soon as you can to score some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Anchor?

  1. Choose when to get away: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to visit Anchor.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodations will likely be the largest expense during your trip to Anchor.
  3. Use Expedia's trip planning tool to explore Anchor: Research every part of your trip to Anchor with this handy planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you'd like to spend exploring Anchor. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Anchor vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on Anchor's best offerings. Find all the fun things to do in Anchor with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Anchor vacation packages?
Jet off on your dream trip to Anchor with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.